![6/13/25 (Friday) Wine & Oyster Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/0373c36f-a729-4679-a384-35b48d76124a/IMG_8336_VSCO.jpg)
![wine_wise_sail_portland_maine_2025_Oysters (1).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/90721685-6809-48d2-8d5d-81adb986a4f7/wine_wise_sail_portland_maine_2025_Oysters+%281%29.jpg)
6/13/25 (Friday) Wine & Oyster Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)
$175.00
Only 6 available
![6/13/25 (Friday) Sunset Wine Sail in Portland, Maine: Pinot Noir | 6:30-8:30 PM (6:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669295051287-CIWVUA90343E74SECFLL/wine_wise_events_portland_maine_wine_sail_pour_people_red_south_america_pinot_noir_argentina.jpg)
6/13/25 (Friday) Sunset Wine Sail in Portland, Maine: Pinot Noir | 6:30-8:30 PM (6:15 Boarding)
$150.00
![6/14/25 (Saturday) Wine Sail in Portland, Maine: Delicious Whites | 3:15-5:15 PM (3:00 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/be9548f3-10f4-4a1b-be6f-67da75ab4e44/wine_wise_sail_portland_maine_2025_general.jpg)
![wine_wise_sail_portland_maine_2025_general.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/dde89b16-061a-400c-b1e5-a1c012e7d76c/wine_wise_sail_portland_maine_2025_general.jpg)
6/14/25 (Saturday) Wine Sail in Portland, Maine: Delicious Whites | 3:15-5:15 PM (3:00 Boarding)
$150.00
![6/14/25 (Saturday) Sunset Wine Sail in Portland, Maine: Tuscany | 6:30-8:30 PM (6:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/bc40d6f4-e88c-4af2-aaed-b99216005a6b/wine_wise_sail_portland_maine_2025_Chef_Gould.jpg)
![tuscany_brunello_red_wine_wise_events_wine_sail_winesail_sunset.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1702140930940-TF49UC5TQLDTNJ3HS69E/tuscany_brunello_red_wine_wise_events_wine_sail_winesail_sunset.jpg)
6/14/25 (Saturday) Sunset Wine Sail in Portland, Maine: Tuscany | 6:30-8:30 PM (6:15 Boarding)
$150.00
![6/15/25 (Sunday) Wine Sail in Portland, Maine: California's Central Coast | 3:15 - 5:15 PM (3:00 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1702243763911-D46PWSGOBCWK7L1SVBL6/wine_wise_sail_portland_maine_food_SurLie_red_syrah_california_bottle_pour_09192021.jpg)
![wine_wise_sail_portland_maine_2025 (21).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/88b19517-e115-42e2-bc01-c1bbc481ca10/wine_wise_sail_portland_maine_2025+%2821%29.jpg)
6/15/25 (Sunday) Wine Sail in Portland, Maine: California's Central Coast | 3:15 - 5:15 PM (3:00 Boarding)
$150.00
![6/20/25 (Friday) Wine Sail in Portland, Maine: Delicious Europe | 3:15-5:15 PM (3:00 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/4a0eecaa-67bf-4209-82d9-d4c36c9567d0/wine_wise_sail_portland_maine_2025+%281%29.jpg)
![Wine_Wise_Wine_Sail_Portland_Maine_Oysters_061624_Edit-10.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/08c6cda7-dc3c-4e4b-8259-62fd200e8780/Wine_Wise_Wine_Sail_Portland_Maine_Oysters_061624_Edit-10.jpg)
6/20/25 (Friday) Wine Sail in Portland, Maine: Delicious Europe | 3:15-5:15 PM (3:00 Boarding)
$150.00
![6/20/25 (Friday) Sunset Wine Sail in Portland, Maine: Portugal & Spain | 6:30-8:30 PM (6:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1702300091937-K4QHKOPCJ3XYAJOLPAK3/wine_wise_events_portland_winesail_sail_portugal_red_gran_reserva_2.jpg)
![wine_wise_sail_portland_maine_italy_italian_mediterranean_people_pour_red.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669139461742-72OHXP9PKS1C868O9FQC/wine_wise_sail_portland_maine_italy_italian_mediterranean_people_pour_red.jpg)
6/20/25 (Friday) Sunset Wine Sail in Portland, Maine: Portugal & Spain | 6:30-8:30 PM (6:15 Boarding)
$150.00
![6/21/25 (Saturday) Sunset Wine Sail in Portland, Maine: The Mediterranean | 6:30-8:30 PM (6:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669161901256-V9L3GRMBDZ9X9SPBGURP/wine_wise_events_portland_winesail_sail_france_mas_blanc_red_clos_moulin_sunset_2.jpg)
![wine_wise_sail_Portland_Maine_women_winemaker_sunset_people_smile_pour_red.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1702141452312-Z8PCENS1ARUOYK6FEOSK/wine_wise_sail_Portland_Maine_women_winemaker_sunset_people_smile_pour_red.jpg)
6/21/25 (Saturday) Sunset Wine Sail in Portland, Maine: The Mediterranean | 6:30-8:30 PM (6:15 Boarding)
$150.00
![6/22/25 (Sunday) Wine & Oysters Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/90721685-6809-48d2-8d5d-81adb986a4f7/wine_wise_sail_portland_maine_2025_Oysters+%281%29.jpg)
6/22/25 (Sunday) Wine & Oysters Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)
$175.00
Only 9 available
![6/27/25 (Friday) Sunset Wine Sail in Portland, Maine: California | 6:30-8:30 PM (6:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1612291156479-M0K0X7EFP5HV462ZHDGP/wine_wise_events_portland_maine_winesail_napa_sonoma_white_chardonnay_sequoiagrove.jpg)
![wine_wise_sail_portland_maine_2025_Chef_Gould (3).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/aef168c3-6e28-415e-b3c6-7bfa6173cdb4/wine_wise_sail_portland_maine_2025_Chef_Gould+%283%29.jpg)
6/27/25 (Friday) Sunset Wine Sail in Portland, Maine: California | 6:30-8:30 PM (6:15 Boarding)
$150.00
![6/28/25 (Saturday) Wine Sail in Portland, Maine: South Africa | 3:15-5:15 PM (3:00 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1718770114752-RR1TXHV9PP7LDY4GEYVU/Wine_Wise_Wine_Sail_Portland_Maine_South_Africa_061524_Edit-32.jpg)
![Wine_Wise_Wine_Sail_Portland_Maine_South_Africa_061524_Edit-36 (1).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1718770106570-P3RKHLKY1779KJ3SAXSY/Wine_Wise_Wine_Sail_Portland_Maine_South_Africa_061524_Edit-36+%281%29.jpg)
6/28/25 (Saturday) Wine Sail in Portland, Maine: South Africa | 3:15-5:15 PM (3:00 Boarding)
$150.00
![wine_wise_sail_portland_maine_2025_Chef_Gould (8).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/6a5a16e6-9e28-4389-b960-51493e9bf5fa/wine_wise_sail_portland_maine_2025_Chef_Gould+%288%29.jpg)
6/28/25 (Saturday) Sunset Wine Sail in Portland, Maine: Sicily | 6:30-8:30 PM (6:15 Boarding)
$150.00
![6/29/25 (Sunday) Chef Series Spain in Maine Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1595107620731-W7YNEOOPO1UBD5SVSCRK/05E51F6C-11F9-497C-9EA8-7CB6A61BD99B.jpg)
![wine_wise_sail_portland_maine_gary_angela_cristina_stacey_morgan.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1719281772198-CNGUESM518PJ21XMYMYC/wine_wise_sail_portland_maine_gary_angela_cristina_stacey_morgan.jpg)
6/29/25 (Sunday) Chef Series Spain in Maine Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)
$185.00
![7/04/25 (Friday) Wine Sail in Portland, Maine: Oregon & Washington | 3:15 - 5:15 PM (3:00 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1718772079050-FU69JYTMF5T6PO2DS0LL/Wine_Wise_Wine_Sail_Portland_Maine_South_Africa_061524_Edit-38+%281%29.jpg)
![Wine_Wise_Wine_Sail_Portland_Maine_South_Africa_061524_Edit-33.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1718772079433-5Z1LX0REKAQ7C3QD2BIN/Wine_Wise_Wine_Sail_Portland_Maine_South_Africa_061524_Edit-33.jpg)
7/04/25 (Friday) Wine Sail in Portland, Maine: Oregon & Washington | 3:15 - 5:15 PM (3:00 Boarding)
$150.00
![7/04/25 (Friday) Sunset Wine Sail in Portland, Maine: Napa & Sonoma | 6:30-8:30 PM (6:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/73a557de-658f-4117-b347-5bc9f524265a/wine_wise_sail_portland_maine_2025+%2820%29.jpg)
![wine_wise_sail_portland_maine_2025 (8).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/fa548696-baa0-4042-9d51-75eef1cf3001/wine_wise_sail_portland_maine_2025+%288%29.jpg)
7/04/25 (Friday) Sunset Wine Sail in Portland, Maine: Napa & Sonoma | 6:30-8:30 PM (6:15 Boarding)
$150.00
![7/05/25 (Saturday) Wine Sail in Portland, Maine: Delicious European Whites | 3:15-5:15 PM (3:00 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/3c949dfd-3f6b-4813-97d8-d921f04948b9/Wine_Wise_Wine_Sail_Portland_Maine_Oysters_061624_Edit-5.jpg)
![Wine_Wise_Wine_Sail_Portland_Maine_Oysters_061624_Edit-4 (1).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/8e1a1500-385f-414a-bb88-909a13e3e9da/Wine_Wise_Wine_Sail_Portland_Maine_Oysters_061624_Edit-4+%281%29.jpg)
7/05/25 (Saturday) Wine Sail in Portland, Maine: Delicious European Whites | 3:15-5:15 PM (3:00 Boarding)
$150.00
![wine_wise_sail_portland_maine_2025_Chef_Gould (3).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/aef168c3-6e28-415e-b3c6-7bfa6173cdb4/wine_wise_sail_portland_maine_2025_Chef_Gould+%283%29.jpg)
7/05/25 (Saturday) Sunset Wine Sail in Portland, Maine: California | 6:30-8:30 PM (6:15 Boarding)
$150.00
![7/06/25 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/25b15d45-fb2b-4f13-ba74-74d5a1b7553a/wine_wise_sail_portland_maine_2025_Chef_Sansonetti+%288%29.jpg)
![wine_wise_Portland_Maine_wine_food_chef_sail_chaval_sansonetti_lopez_07092023E9646616-3AA0-46EC-A20B-EE1EC939A194.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1701827890070-OO5WDKXHXY9J5GLK1C63/wine_wise_Portland_Maine_wine_food_chef_sail_chaval_sansonetti_lopez_07092023E9646616-3AA0-46EC-A20B-EE1EC939A194.jpg)
7/06/25 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)
$185.00
![7/09/25 (Wednesday) Chef Series Sunset Italian Wine + Food Sail with Chef Laboa of Solo Italiano | 6:30 - 8:30 (6:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/e9ee2cdd-3af9-4430-aa8e-9f476a1e26d2/Wine_Wise_Sail_2024_Portland_Maine_Chef_Laboa_Solo_Italiano_061214-15.jpg)
![wine_wise_sail_portland_maine_2025_solo_italiano_paulo.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/c124103b-42a7-454f-9844-ab4d75c25168/wine_wise_sail_portland_maine_2025_solo_italiano_paulo.jpg)
7/09/25 (Wednesday) Chef Series Sunset Italian Wine + Food Sail with Chef Laboa of Solo Italiano | 6:30 - 8:30 (6:15 Boarding)
$185.00
![7/11/25 (Friday) Chef Series Wine & Food Sail with Chef Gould of Central Provisions | 3:15–5:15 PM (2:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/773168dd-ca7f-4a4e-91ba-80fc984f318d/wine_wise_sail_portland_maine_2025_Chef_Gould+%2817%29.jpg)
![wine_wise_sail_portland_maine_2025_Chef_Gould (3).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/aef168c3-6e28-415e-b3c6-7bfa6173cdb4/wine_wise_sail_portland_maine_2025_Chef_Gould+%283%29.jpg)
7/11/25 (Friday) Chef Series Wine & Food Sail with Chef Gould of Central Provisions | 3:15–5:15 PM (2:45 Boarding)
$185.00
![7/11/25 (Friday) Sunset Wine Sail in Portland, Maine: Piedmont | 6:30-8:30 PM (6:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/f8fab1ee-2b28-4a1c-9e73-cbf8e2f2e736/Couple+wine+_+food+sail.jpg)
![Wine_Wise_Wine_Sail_Portland_Maine_France_061524_Edit-45 (3).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/8ee02e38-7611-41e6-96a0-f8b965928597/Wine_Wise_Wine_Sail_Portland_Maine_France_061524_Edit-45+%283%29.jpg)
7/11/25 (Friday) Sunset Wine Sail in Portland, Maine: Piedmont | 6:30-8:30 PM (6:15 Boarding)
$150.00
![7/12/25 (Saturday) Sunset Wine Sail in Portland, Maine: Spain | 6:30-8:30 PM (6:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/8000433a-ea84-445b-ba15-a91260edd5f8/wine_wise_sail_portland_maine_2025_Sparkling+%281%29.jpg)
![wine_wise_events_sail_portland_maine_red_rioja_spain_pour.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669139399854-4ONT2TVG8Q7DAZUAUJJM/wine_wise_events_sail_portland_maine_red_rioja_spain_pour.jpg)
7/12/25 (Saturday) Sunset Wine Sail in Portland, Maine: Spain | 6:30-8:30 PM (6:15 Boarding)
$150.00
![7/13/25 (Sunday) Wine & Oysters Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1692133688960-TEWLDOADR2E0E3OCN1LM/wine_wise_sail_Portland_Maine_oyster_oysters__champagne.jpg)
![wine_wise_sail_portland_maine_2025_Oysters (1).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/90721685-6809-48d2-8d5d-81adb986a4f7/wine_wise_sail_portland_maine_2025_Oysters+%281%29.jpg)
7/13/25 (Sunday) Wine & Oysters Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)
$175.00
Only 3 available
![7/13/25 (Sunday) Sunset Wine Sail in Portland, Maine: Tuscany | 6:30-8:30 PM (6:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669289521458-4586JT7UUJC9EMO19GJX/wine_wise_sail_portland_maine_italy_italian_mediterranean_sangiovese_brunello_red_bottle_sunset_caparzo.jpg)
7/13/25 (Sunday) Sunset Wine Sail in Portland, Maine: Tuscany | 6:30-8:30 PM (6:15 Boarding)
$150.00
![7/18/25 (Friday) Sunset Wine Sail in Portland, Maine: Sparkling | 6:30-8:30 PM (6:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/42ec1c55-9c43-42be-a945-1218d2000328/wine_wise_sail_portland_maine_2025_Oysters.jpg)
![wine_wise_sail_portland_maine_2025_general.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/ea40f499-37bd-40f5-a6a3-e3560881953a/wine_wise_sail_portland_maine_2025_general.jpg)
7/18/25 (Friday) Sunset Wine Sail in Portland, Maine: Sparkling | 6:30-8:30 PM (6:15 Boarding)
$150.00
![7/19/25 (Saturday) Wine Sail in Portland, Maine: The Mediterranean | 3:15-5:15 PM (3:00 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669161863562-SBUEM676OM1CW6TTLK1O/wine_wise_events_sail_portland_maine_red_pour_france_rhone_.jpg)
![wine_wise_sail_portland_maine_italy_italian_mediterranean_people_pour_red.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669393443316-4ILXVD6KF5PYZVPEXKFR/wine_wise_sail_portland_maine_italy_italian_mediterranean_people_pour_red.jpg)
7/19/25 (Saturday) Wine Sail in Portland, Maine: The Mediterranean | 3:15-5:15 PM (3:00 Boarding)
$150.00
![7/19/25 (Saturday) Sunset Wine Sail in Portland, Maine: Italy | 6:30-8:30 PM (6:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1607558633618-3AYVOD5XG2D4UUTG25M4/people_raise_glass_wine_wise_events_sail_sparkling_portland_maine_.jpg)
![Copy of 37E2431B-AC63-46DB-9A17-7EA1CB5EABEA.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/53e602b1-6bc4-494c-b8c5-ca96d616857e/Copy+of+37E2431B-AC63-46DB-9A17-7EA1CB5EABEA.jpg)
7/19/25 (Saturday) Sunset Wine Sail in Portland, Maine: Italy | 6:30-8:30 PM (6:15 Boarding)
$150.00
![7/20/25 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/888d94c5-a09c-43dc-b376-ff2c8c518021/wine_wise_sail_portland_maine_2025_Chef_Sansonetti+%2812%29.jpg)
![wine_wise_sail_portland_maine_2025_Chef_Sansonetti (20).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/889eebc2-4aa9-45bd-88f2-40cd721ada58/wine_wise_sail_portland_maine_2025_Chef_Sansonetti+%2820%29.jpg)
7/20/25 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)
$185.00
![7/20/25 (Sunday) Wine Sail in Portland, Maine: Delicious Europe | 3:15-5:15 PM (3:00 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669237415273-V1NAPUP3DL3NYZCV2WVO/Wine_Wise_oysters_portland_wine_week_chablis_france_06192022.jpg)
![wine_wise_sail_portland_maine_2025_general.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/ea40f499-37bd-40f5-a6a3-e3560881953a/wine_wise_sail_portland_maine_2025_general.jpg)
7/20/25 (Sunday) Wine Sail in Portland, Maine: Delicious Europe | 3:15-5:15 PM (3:00 Boarding)
$150.00
![7/25/25 (Friday) Wine Sail in Portland, Maine: The Loire Valley | 3:15-5:15 PM (3:00 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/4a0eecaa-67bf-4209-82d9-d4c36c9567d0/wine_wise_sail_portland_maine_2025+%281%29.jpg)
![wine_wise_events_sail_portland_maine_loire_white_vouvray2.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1641336430037-DJ3FNKRZVNJUTZCY8XLR/wine_wise_events_sail_portland_maine_loire_white_vouvray2.jpg)
7/25/25 (Friday) Wine Sail in Portland, Maine: The Loire Valley | 3:15-5:15 PM (3:00 Boarding)
$150.00
![7/25/25 (Friday) Sunset Wine Sail in Portland, Maine: California's Central Coast | 6:30 - 8:30 PM (6:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/6a5a16e6-9e28-4389-b960-51493e9bf5fa/wine_wise_sail_portland_maine_2025_Chef_Gould+%288%29.jpg)
![wine_wise_events_portland_maine_wine_sailwine_wise_events_portland_maine_wine_sailwine_sail_winewise_portlandmaine_lighthouse_red.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1610646619771-B36H2Q9G03GPBIOEP5QD/wine_wise_events_portland_maine_wine_sailwine_wise_events_portland_maine_wine_sailwine_sail_winewise_portlandmaine_lighthouse_red.jpg)
7/25/25 (Friday) Sunset Wine Sail in Portland, Maine: California's Central Coast | 6:30 - 8:30 PM (6:15 Boarding)
$150.00
![7/26/25 (Saturday) Wine Sail in Portland, Maine: Delicious Whites | 3:15-5:15 PM (3:00 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/dde89b16-061a-400c-b1e5-a1c012e7d76c/wine_wise_sail_portland_maine_2025_general.jpg)
![Wine_Sail_Portland_maine_wine_wise_events_italy_sicily_white_pour_people_mediterranean.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669236038956-3YD4M8E8JKDJB4JMTJ1C/Wine_Sail_Portland_maine_wine_wise_events_italy_sicily_white_pour_people_mediterranean.jpg)
7/26/25 (Saturday) Wine Sail in Portland, Maine: Delicious Whites | 3:15-5:15 PM (3:00 Boarding)
$150.00
![7/26/25 (Saturday) Sunset Wine Sail in Portland, Maine: Sicily | 6:30-8:30 PM (6:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1724159343640-LOKG7PC9WIZZV8BP4ESY/wine_wise_sail_Portland_Maine_women_winemaker_sunset_people_smile_pour_red.jpg)
![wine_wise_events_portland_maine_wine_sailwine_wise_events_portland_maine_wine_sailwine_sail_winewise_portlandmaine_lighthouse_red.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1607558645117-6SLMDNW0RVY5JAY8WWBJ/wine_wise_events_portland_maine_wine_sailwine_wise_events_portland_maine_wine_sailwine_sail_winewise_portlandmaine_lighthouse_red.jpg)
7/26/25 (Saturday) Sunset Wine Sail in Portland, Maine: Sicily | 6:30-8:30 PM (6:15 Boarding)
$150.00
![8/01/25 (Friday) Wine Sail in Portland, Maine: The Loire Valley | 3:00-5:00 PM (2:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/476cd351-8953-4315-9a83-874f893bbff0/wine_wise_sail_portland_maine_2025_Chef_Gould+%289%29.jpg)
![wine_wise_events_sail_portland_maine_loire_white_vouvray2.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1641336430037-DJ3FNKRZVNJUTZCY8XLR/wine_wise_events_sail_portland_maine_loire_white_vouvray2.jpg)
8/01/25 (Friday) Wine Sail in Portland, Maine: The Loire Valley | 3:00-5:00 PM (2:45 Boarding)
$150.00
![8/02/25 (Saturday) Sunset Wine Sail in Portland, Maine: The Mediterranean | 6:00-8:00 PM (5:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1626972262018-WP3E2QY5NSPT8YZ371R2/wine_wise_sail_portland_maine_people_sicily_white_mediterranean_1.jpg)
![Wine_Wise_Wine_Sail_Portland_Maine_Oysters_061624_Edit-5.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/3c949dfd-3f6b-4813-97d8-d921f04948b9/Wine_Wise_Wine_Sail_Portland_Maine_Oysters_061624_Edit-5.jpg)
8/02/25 (Saturday) Sunset Wine Sail in Portland, Maine: The Mediterranean | 6:00-8:00 PM (5:45 Boarding)
$150.00
![wine_wise_sail_portland_maine_2025 (10).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/aed26f65-779a-4126-a4e0-dc31d52c8c3c/wine_wise_sail_portland_maine_2025+%2810%29.jpg)
8/03/25 (Sunday) Sunset Wine Sail in Portland, Maine: Portugal & Spain | 6:00-8:00 PM (5:45 Boarding)
$150.00
![8/09/25 (Saturday) Sunset Wine Sail in Portland, Maine: Napa & Sonoma | 6:00-8:00 PM (5:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/f30ab5d4-a537-4a46-a67f-aabd8580e9c8/wine_wise_sail_portland_maine_2025+%2813%29.jpg)
![wine_wise_sail_portland_maine_2025 (4).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/c7f412d3-2601-487e-b5a1-e020c667b15b/wine_wise_sail_portland_maine_2025+%284%29.jpg)
8/09/25 (Saturday) Sunset Wine Sail in Portland, Maine: Napa & Sonoma | 6:00-8:00 PM (5:45 Boarding)
$150.00
![8/10/25 (Sunday) Champagne & Oysters Sail in Portland, Maine | 6:00-8:00 PM (5:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1692133688960-TEWLDOADR2E0E3OCN1LM/wine_wise_sail_Portland_Maine_oyster_oysters__champagne.jpg)
![wine_wise_sail_portland_maine_2025_Oysters (1).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/90721685-6809-48d2-8d5d-81adb986a4f7/wine_wise_sail_portland_maine_2025_Oysters+%281%29.jpg)
Sold Out
8/10/25 (Sunday) Champagne & Oysters Sail in Portland, Maine | 6:00-8:00 PM (5:45 Boarding)
$195.00
![8/15/25 (Friday) Sunset Wine Sail in Portland, Maine: Delicious Europe | 6:00-8:00 PM (5:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/e4faf0fb-7a32-41cd-a082-28e9398c10f1/wine_wise_sail_portland_maine_2025_general.jpg)
![wine_wise_sail_portland_maine_2025_general.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/e4faf0fb-7a32-41cd-a082-28e9398c10f1/wine_wise_sail_portland_maine_2025_general.jpg)
8/15/25 (Friday) Sunset Wine Sail in Portland, Maine: Delicious Europe | 6:00-8:00 PM (5:45 Boarding)
$150.00
![8/16/25 (Saturday) Sunset Wine Sail in Portland, Maine: Piedmont | 6:00-8:00 PM (5:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/5c45b34f-9f45-4f93-9b58-94986fbf643b/wine_wise_events_winesail_portland_maine_chaval_chef_series_piccolo.jpg)
![wine_wise_sail_portland_maine_2025_Chef_Gould (3).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/aef168c3-6e28-415e-b3c6-7bfa6173cdb4/wine_wise_sail_portland_maine_2025_Chef_Gould+%283%29.jpg)
8/16/25 (Saturday) Sunset Wine Sail in Portland, Maine: Piedmont | 6:00-8:00 PM (5:45 Boarding)
$150.00
![8/17/25 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/25b15d45-fb2b-4f13-ba74-74d5a1b7553a/wine_wise_sail_portland_maine_2025_Chef_Sansonetti+%288%29.jpg)
![wine_wise_sails_portland_maine_chef_sansonetti_chaval_medieterranean_musar_blanc_white.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/db04355c-bd03-44d5-9c84-f17cbb3f75bd/wine_wise_sails_portland_maine_chef_sansonetti_chaval_medieterranean_musar_blanc_white.jpg)
8/17/25 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)
$185.00
![8/17/25 (Sunday) Wine Sail in Portland, Maine: Oregon & Washington | 3:00 - 5:00 PM (2:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/fb33d525-d3a5-4c11-a627-8f64e3b7fc0f/wine_wise_sail_portland_maine_2025+%2817%29.jpg)
![wine_wise_sail_portland_maine_2025 (4).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/ba92e805-12c4-4a1b-835e-a084eb4260be/wine_wise_sail_portland_maine_2025+%284%29.jpg)
8/17/25 (Sunday) Wine Sail in Portland, Maine: Oregon & Washington | 3:00 - 5:00 PM (2:45 Boarding)
$150.00
![8/23/25 (Saturday) Sunset Wine Sail in Portland, Maine: France | 6:00-8:00 PM (5:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/b71df0ce-65db-4ec7-b9e0-eee605537709/wine_wise_sail_portland_maine_2025_France+%285%29.jpg)
![wine_wise_Sail_portland_maine_chef_gould_roséChef_Gould_Wine_Sail_Edited_071224-49.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1722514388246-5YMQMCEZYT42DGV8PO2E/wine_wise_Sail_portland_maine_chef_gould_rose%CC%81Chef_Gould_Wine_Sail_Edited_071224-49.jpg)
8/23/25 (Saturday) Sunset Wine Sail in Portland, Maine: France | 6:00-8:00 PM (5:45 Boarding)
$150.00
![8/24/25 (Sunday) Wine & Oysters Sail in Portland, Maine | 3:00-5:00 PM (2:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1692133688960-TEWLDOADR2E0E3OCN1LM/wine_wise_sail_Portland_Maine_oyster_oysters__champagne.jpg)
![wine_wise_sail_portland_maine_2025_general.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/51cbd4bb-1380-468e-8628-423c41778e5a/wine_wise_sail_portland_maine_2025_general.jpg)
Sold Out
8/24/25 (Sunday) Wine & Oysters Sail in Portland, Maine | 3:00-5:00 PM (2:45 Boarding)
$175.00
![8/24/25 (Sunday) Sunset Wine Sail in Portland, Maine: The Loire Valley | 6:00-8:00 PM (5:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/eadd7dc0-b7dd-4090-926a-f9024449b6c8/wine_wise_sail_portland_maine_2025_Chef_Gould+%2810%29.jpg)
![wine_wise_sail_portland_maine_2025_France.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/4678782f-a69d-4185-a1e7-eba2cb908fb7/wine_wise_sail_portland_maine_2025_France.jpg)
8/24/25 (Sunday) Sunset Wine Sail in Portland, Maine: The Loire Valley | 6:00-8:00 PM (5:45 Boarding)
$150.00
![8/29/25 (Friday) Wine Sail in Portland, Maine: Delicious European Whites | 3:00-5:00 PM (2:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/8b7b727c-b266-4b7c-819b-c818d15513d9/Wine_Wise_Wine_Sail_Portland_Maine_Shef_Mimi_Surlie_white_couple_061624_Edit-5.jpg)
![Wine_Wise_Wine_Sail_Portland_Maine_Oysters_061624_Edit-4 (1).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/8e1a1500-385f-414a-bb88-909a13e3e9da/Wine_Wise_Wine_Sail_Portland_Maine_Oysters_061624_Edit-4+%281%29.jpg)
8/29/25 (Friday) Wine Sail in Portland, Maine: Delicious European Whites | 3:00-5:00 PM (2:45 Boarding)
$150.00
![8/30/25 (Saturday) Sunset Wine Sail in Portland, Maine: The Mediterranean | 6:00-8:00 PM (5:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/aef168c3-6e28-415e-b3c6-7bfa6173cdb4/wine_wise_sail_portland_maine_2025_Chef_Gould+%283%29.jpg)
![wine_wise_sail_portland_maine_people_sicily_white_mediterranean_1.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1626972109744-S2IVWG5RMU51ESI83ICM/wine_wise_sail_portland_maine_people_sicily_white_mediterranean_1.jpg)
8/30/25 (Saturday) Sunset Wine Sail in Portland, Maine: The Mediterranean | 6:00-8:00 PM (5:45 Boarding)
$150.00
![8/31/25 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/330f89ae-3c27-4088-a11e-35af26fc46e0/wine_wise_sail_portland_maine_2025_Chef_Sansonetti+%2811%29.jpg)
![wine_wise_sail_portland_maine_2025_Chef_Sansonetti (9).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/20b3a896-20a5-474b-8184-e86cbd7a8ddd/wine_wise_sail_portland_maine_2025_Chef_Sansonetti+%289%29.jpg)
8/31/25 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)
$185.00
![8/31/25 (Sunday) Wine Sail in Portland, Maine: California's Central Coast | 3:00 - 5:00 PM (2:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/f88df8bb-4b85-48c6-80a0-2f7f6e781ada/wine_wise_sail_portland_maine_2025+%288%29.jpg)
![wine_wise_sail_portland_maine_2025 (24).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/2c00726f-6911-4f83-9c48-571718301b81/wine_wise_sail_portland_maine_2025+%2824%29.jpg)
8/31/25 (Sunday) Wine Sail in Portland, Maine: California's Central Coast | 3:00 - 5:00 PM (2:45 Boarding)
$150.00
![9/05/25 (Friday) Sunset Wine Sail in Portland, Maine: Napa & Sonoma | 4:45-6:45 PM (4:30 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1610646648635-QLFVO00K1PHU9FZZAX3X/wine_wise_events_sail_sonoma_pinot_noir_failla_bottle_rope.jpg)
![chef_chris_gould_central_provision_white_pour_smile_people_.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/9b255439-b16e-46e3-a912-c993991bd6b2/chef_chris_gould_central_provision_white_pour_smile_people_.jpg)
9/05/25 (Friday) Sunset Wine Sail in Portland, Maine: Napa & Sonoma | 4:45-6:45 PM (4:30 Boarding)
$150.00
![9/06/25 (Saturday) Sunset Wine Sail in Portland, Maine: Delicious Europe | 4:45-6:45 PM (4:30 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/be9548f3-10f4-4a1b-be6f-67da75ab4e44/wine_wise_sail_portland_maine_2025_general.jpg)
![wine_wise_events_sails_portland_maine_mediterranean_bandol_france_red_Europe_2020_psc.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669393439804-MNCLW89IEQ42KGDHPYQU/wine_wise_events_sails_portland_maine_mediterranean_bandol_france_red_Europe_2020_psc.jpg)
9/06/25 (Saturday) Sunset Wine Sail in Portland, Maine: Delicious Europe | 4:45-6:45 PM (4:30 Boarding)
$150.00
![9/07/25 (Sunday) Sunset Wine Sail in Portland, Maine: Mediterranean Reds | 4:45 - 6:45 PM (4:30 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669397245042-8BOBSU2C54L67ZMZB067/Wine_Sail_Portland_maine_wine_wise_events_italy_red.jpg)
9/07/25 (Sunday) Sunset Wine Sail in Portland, Maine: Mediterranean Reds | 4:45 - 6:45 PM (4:30 Boarding)
$150.00
![Italian Wine Sail Week 9/10/25 (Wednesday) Chef Series Sunset Italian Wine + Food Sail with Chef Laboa of Solo Italiano | 4:45 - 6:45 (4:30 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/e9ee2cdd-3af9-4430-aa8e-9f476a1e26d2/Wine_Wise_Sail_2024_Portland_Maine_Chef_Laboa_Solo_Italiano_061214-15.jpg)
![wine_wise_sail_portland_maine_2025_solo_italiano_paulo.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/6b889d22-0980-41a1-8bfd-532365f6c6c7/wine_wise_sail_portland_maine_2025_solo_italiano_paulo.jpg)
Italian Wine Sail Week 9/10/25 (Wednesday) Chef Series Sunset Italian Wine + Food Sail with Chef Laboa of Solo Italiano | 4:45 - 6:45 (4:30 Boarding)
$185.00
![Italian Wine Sail Week 9/12/25 (Friday) in Portland, Maine: Sunset Piedmont | 4:45 - 6:45 PM (4:30 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/5c45b34f-9f45-4f93-9b58-94986fbf643b/wine_wise_events_winesail_portland_maine_chaval_chef_series_piccolo.jpg)
![wine_wise_events_people_group_winesail.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669164397068-P8JQKMNHWICTUD64P9H2/wine_wise_events_people_group_winesail.jpg)
Italian Wine Sail Week 9/12/25 (Friday) in Portland, Maine: Sunset Piedmont | 4:45 - 6:45 PM (4:30 Boarding)
$150.00
![Italian Wine Sail Week 9/13/25 (Saturday) in Portland, Maine: Italy | 1:30-3:30 PM (1:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/53e602b1-6bc4-494c-b8c5-ca96d616857e/Copy+of+37E2431B-AC63-46DB-9A17-7EA1CB5EABEA.jpg)
![FullSizeRender_VSCO (15).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/d9a206dc-ed21-48f2-bd8f-507d05fea32a/FullSizeRender_VSCO+%2815%29.jpg)
Italian Wine Sail Week 9/13/25 (Saturday) in Portland, Maine: Italy | 1:30-3:30 PM (1:15 Boarding)
$150.00
![Italian Wine Sail Week 9/13/25 (Saturday) in Portland, Maine: Sunset Italian Reds | 4:45 - 6:45 PM (4:30 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669394871495-WZXT97WURZMK6F85SKYD/Wine_Wise_Events_winesail_sail_chef_paolo_laboa_solo_italiano_pour_italy_red_italian.jpg)
![wine_wise_sail_portland_maine_italy_italian_mediterranean_people_pour_red.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1663322326184-QPZ8GPGWVHBN5VC8C0X7/wine_wise_sail_portland_maine_italy_italian_mediterranean_people_pour_red.jpg)
Italian Wine Sail Week 9/13/25 (Saturday) in Portland, Maine: Sunset Italian Reds | 4:45 - 6:45 PM (4:30 Boarding)
$150.00
![Italian Wine Sail Week 9/14/25 (Sunday) in Portland, Maine: Sicily | 1:30-3:30 PM (1:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/b9faaa31-ff8c-4dc3-9820-938a31862133/wine_wise_sail_portland_maine_2025_Chef_Gould+%2819%29.jpg)
![wine_wise_sail_portland_maine_people_sicily_white_mediterranean_1.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1681818890200-G3A5DVHWD8CC635XEM4Y/wine_wise_sail_portland_maine_people_sicily_white_mediterranean_1.jpg)
Italian Wine Sail Week 9/14/25 (Sunday) in Portland, Maine: Sicily | 1:30-3:30 PM (1:15 Boarding)
$150.00
![wine_wise_sail_Portland_Maine_women_winemaker_sunset_people_smile_pour_red.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1702141452312-Z8PCENS1ARUOYK6FEOSK/wine_wise_sail_Portland_Maine_women_winemaker_sunset_people_smile_pour_red.jpg)
Italian Wine Sail Week 9/14/25 (Sunday) in Portland, Maine: Sunset | 4:45-6:45 PM (4:30 Boarding)
$150.00
![wine_wise_portland_maine_sail_illahe_pour_white_erica_oregon_viognier.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1722166860202-Y1545UHQUY5T3C3BN1XL/wine_wise_portland_maine_sail_illahe_pour_white_erica_oregon_viognier.jpg)
9/19/25 (Friday) Sunset Wine Sail in Portland, Maine: Oregon & Washington | 4:45 - 6:45 PM (4:30 Boarding)
$150.00
![wine_wise_events_wine_sail_france_gigondas_red_bottleD678300C-0F53-49FD-8205-A262363ED2FE.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/6e91e728-f0cd-4989-a3d4-8fd008c40be4/wine_wise_events_wine_sail_france_gigondas_red_bottleD678300C-0F53-49FD-8205-A262363ED2FE.jpg)
9/20/25 (Saturday) Sunset Wine Sail in Portland, Maine: France | 4:45-6:45 PM (4:30 Boarding)
$150.00
![9/21/25 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1681681162174-OEOUPHK62HV6TGCJAODL/wine_wise_portland_maine_chef_series_sail_chaval_tuna_sicily_italy_hippie_wine_glass_09202020.jpg)
![wine_wise_events_portland_maine_chef_chaval_sansonetti_italy_rose_piedmont_nebbiolo.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/24cecaf7-176d-47c3-b0f4-0590e7a76977/wine_wise_events_portland_maine_chef_chaval_sansonetti_italy_rose_piedmont_nebbiolo.jpg)
9/21/25 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)
$185.00
![wine_wise_sail_Portland_Maine_women_winemaker_red_pour_sunset_people_sail.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1710023450737-3KHT58LR3X4EO5K8F6TQ/wine_wise_sail_Portland_Maine_women_winemaker_red_pour_sunset_people_sail.jpg)
9/26/25 (Friday) Fall Foliage Sunset Wine Sail in Portland, Maine: Cabernet Sauvignon | 4:45 - 6:45 PM (4:30 Boarding)
$160.00
![9/27/25 (Saturday) Fall Foliage Wine Sail in Portland, Maine: Spain | 1:30-3:30 PM (1:15 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669139399854-4ONT2TVG8Q7DAZUAUJJM/wine_wise_events_sail_portland_maine_red_rioja_spain_pour.jpg)
![wine_wise_sail_portland_maine_italy_italian_mediterranean_people_pour_red.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669139461742-72OHXP9PKS1C868O9FQC/wine_wise_sail_portland_maine_italy_italian_mediterranean_people_pour_red.jpg)
9/27/25 (Saturday) Fall Foliage Wine Sail in Portland, Maine: Spain | 1:30-3:30 PM (1:15 Boarding)
$150.00
![9/27/25 (Saturday) Fall Foliage Sunset Wine Sail in Portland, Maine: Sparkling | 4:45-6:45 PM (4:30 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1725323584873-Z4NUPV0EM0N2DUCNR45H/wine_wise_sail_portland_maine_oysters_sparkling_champagne_pour_sky_fall_people_diversity.jpg)
9/27/25 (Saturday) Fall Foliage Sunset Wine Sail in Portland, Maine: Sparkling | 4:45-6:45 PM (4:30 Boarding)
$150.00
![9/28/25 (Sunday) Chef Series Wine + Food Sail with Shef Mimi Weissenborn of Sur Lie | 12:00 - 2:00 (11:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/0b800fe2-6d5b-411f-b9d6-b1dac4cddc8d/wine_wise_sail_portland_maine_2025_Chef_Mimi+%284%29.jpg)
![wine_wise_Portland_Maine_Chef_series_food_mimi_sur_lie_0813202301978654-7032-4353-8ACB-D29BB3A7D7B0 (1).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1706379656016-J7ZP1J7T5RO9CUK61X8Y/wine_wise_Portland_Maine_Chef_series_food_mimi_sur_lie_0813202301978654-7032-4353-8ACB-D29BB3A7D7B0+%281%29.jpg)
9/28/25 (Sunday) Chef Series Wine + Food Sail with Shef Mimi Weissenborn of Sur Lie | 12:00 - 2:00 (11:45 Boarding)
$185.00
![9/28/25 (Sunday) Fall Foliage Wine Sail in Portland, Maine: The Loire Valley | 3:15-5:15 PM (3:00 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1641336430037-DJ3FNKRZVNJUTZCY8XLR/wine_wise_events_sail_portland_maine_loire_white_vouvray2.jpg)
![wine_wise_sail_portland_maine_2025_general.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/30cbce8f-d105-49e1-9a85-e095595ad9e9/wine_wise_sail_portland_maine_2025_general.jpg)
9/28/25 (Sunday) Fall Foliage Wine Sail in Portland, Maine: The Loire Valley | 3:15-5:15 PM (3:00 Boarding)
$150.00
![10/03/25 (Friday) Fall Foliage Sunset Wine Sail in Portland, Maine: Italian Reds | 3:00 - 5:00 PM (2:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/0b3e0286-ba6b-47b3-9026-edc637fbca1f/Wine_Wise_Sail_portland_maine_sunset_california_screenshot_07132024.jpg)
![wine_wise_sail_portland_maine_italy_italian_mediterranean_people_pour_red.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1663322326184-QPZ8GPGWVHBN5VC8C0X7/wine_wise_sail_portland_maine_italy_italian_mediterranean_people_pour_red.jpg)
10/03/25 (Friday) Fall Foliage Sunset Wine Sail in Portland, Maine: Italian Reds | 3:00 - 5:00 PM (2:45 Boarding)
$150.00
![10/04/25 (Saturday) Fall Foliage Wine Sail in Portland, Maine: Autumn Whites | 12:00-2:00 PM (11:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1725328881043-NZMICTNCHI9FOWS31H36/Fall_wine_wise_sail_portland_maine_Wine_Wise_Sail_2024_Portland_Maine_Greece_061324-22.jpg)
![wine_wise_sail_portland_maine_2025_Chef_Gould (10).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/eadd7dc0-b7dd-4090-926a-f9024449b6c8/wine_wise_sail_portland_maine_2025_Chef_Gould+%2810%29.jpg)
10/04/25 (Saturday) Fall Foliage Wine Sail in Portland, Maine: Autumn Whites | 12:00-2:00 PM (11:45 Boarding)
$150.00
![10/04/25 (Saturday) Fall Foliage Sunset Wine Sail in Portland, Maine: Piedmont | 3:00-5:00 PM (2:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/f8fab1ee-2b28-4a1c-9e73-cbf8e2f2e736/Couple+wine+_+food+sail.jpg)
![Wine_Sail_Portland_maine_wine_wise_events_south_africa_white_people.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1657800747109-PWJULXQHQGU7DN5TQEVX/Wine_Sail_Portland_maine_wine_wise_events_south_africa_white_people.jpg)
10/04/25 (Saturday) Fall Foliage Sunset Wine Sail in Portland, Maine: Piedmont | 3:00-5:00 PM (2:45 Boarding)
$150.00
![10/05/25 (Sunday) Fall Foliage Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/74e4e5e5-a8fb-49af-9df1-c8a6386c9987/wine_wise_events_portland_maine_chef_sansonetti_chaval_spain_pago_tempranillo_meatball_sandwhich.jpg)
![wine_wise_Portland_Maine_wine_food_chef_sail_chaval_sansonetti_lopez_07092023C9DAC5FD-53BC-4860-9EBE-6A07C3B4F49A.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1701827889779-T9QV4VNB7U176D1LBX9Z/wine_wise_Portland_Maine_wine_food_chef_sail_chaval_sansonetti_lopez_07092023C9DAC5FD-53BC-4860-9EBE-6A07C3B4F49A.jpg)
10/05/25 (Sunday) Fall Foliage Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)
$185.00
![10/05/25 (Sunday) Fall Foliage Sunset Wine Sail in Portland, Maine: Napa & Sonoma | 3:00-5:00 PM (2:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1610646625523-XJ49NS9JLNOA5AAEDSGT/wine_wise_events_portland_maine_winesail_napa_sonoma_farm_caberbet_sauvignon_pour.jpg)
![wine_wise_sail_portland_maine_2025 (8).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/fa548696-baa0-4042-9d51-75eef1cf3001/wine_wise_sail_portland_maine_2025+%288%29.jpg)
10/05/25 (Sunday) Fall Foliage Sunset Wine Sail in Portland, Maine: Napa & Sonoma | 3:00-5:00 PM (2:45 Boarding)
$150.00
![10/10/25 (Friday) Fall Foliage Sunset Wine Sail in Portland, Maine: Delicious Europe | 3:00-5:00 PM (2:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669393439804-MNCLW89IEQ42KGDHPYQU/wine_wise_events_sails_portland_maine_mediterranean_bandol_france_red_Europe_2020_psc.jpg)
![wine_sail_white_wine_people_sisters_smile.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1702153068951-J4IO9HYYLQTQMOJO2JPP/wine_sail_white_wine_people_sisters_smile.jpg)
10/10/25 (Friday) Fall Foliage Sunset Wine Sail in Portland, Maine: Delicious Europe | 3:00-5:00 PM (2:45 Boarding)
$150.00
![10/11/25 (Saturday) Fall Foliage Wine Sail in Portland, Maine: Italy | 12:00-2:00 PM (11:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669289502134-3EZ2420OVEDDSSF97ABR/wine_wise_sail_portland_maine_italy_italian_mediterranean_erica_caparzo%2C+sangiovese_people_tuscany.jpg)
![Copy of 37E2431B-AC63-46DB-9A17-7EA1CB5EABEA.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/53e602b1-6bc4-494c-b8c5-ca96d616857e/Copy+of+37E2431B-AC63-46DB-9A17-7EA1CB5EABEA.jpg)
10/11/25 (Saturday) Fall Foliage Wine Sail in Portland, Maine: Italy | 12:00-2:00 PM (11:45 Boarding)
$150.00
![10/11/25 (Saturday) Fall Foliage Sunset Wine Sail in Portland, Maine: French Reds | 4:45-6:45 PM (4:30 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/221be2d2-502e-431a-ad2a-41aeaeadc947/wine_wise_sail_portland_maine_2025_general.jpg)
![wine_wise_sail_portland_maine_2025 (17).jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/e2bd2e88-f969-48d6-b5c7-583c2569c0c1/wine_wise_sail_portland_maine_2025+%2817%29.jpg)
10/11/25 (Saturday) Fall Foliage Sunset Wine Sail in Portland, Maine: French Reds | 4:45-6:45 PM (4:30 Boarding)
$150.00
10/12/25 (Sunday) Fall Foliage Wine Sail in Portland, Maine: The Mediterranean | 12:00-2:00 PM (11:45 Boarding)
$150.00
![10/12/25 (Sunday) Fall Foliage Sunset Champagne & Oysters Sail in Portland, Maine | 3:00-5:00 PM (2:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1723548853816-YPMMRF19NGH8N5R733NQ/wine_wise_Portland_Maine_oyster_5C1F005F-A444-4C57-B813-A959F05F4801.jpg)
![wine_wise_sail_portland_maine_oysters_sparkling_champagne_pour_cheers_people_diversity.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1725323580542-9FHVVCNHFW4PTP33F1XQ/wine_wise_sail_portland_maine_oysters_sparkling_champagne_pour_cheers_people_diversity.jpg)
10/12/25 (Sunday) Fall Foliage Sunset Champagne & Oysters Sail in Portland, Maine | 3:00-5:00 PM (2:45 Boarding)
$195.00
![10/17/25 (Friday) Fall Foliage Sunset Wine Sail in Portland, Maine: France | 3:00-5:00 PM (2:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1669304378858-65LOOORB34RWAT3GF4UX/wine_wise_events_sail_portland_maine_red_pour_france_rhone_.jpg)
10/17/25 (Friday) Fall Foliage Sunset Wine Sail in Portland, Maine: France | 3:00-5:00 PM (2:45 Boarding)
$150.00
![10/18/25 (Saturday) Fall Foliage Wine Sail in Portland, Maine: Oregon & Washington | 12:00-2:00 PM (11:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1702265858252-4JN74A4HGQRVOV8GQVU1/wine_wise_Portland_Maine_wine_sail_people.jpg)
10/18/25 (Saturday) Fall Foliage Wine Sail in Portland, Maine: Oregon & Washington | 12:00-2:00 PM (11:45 Boarding)
$150.00
![10/18/25 (Saturday) Fall Foliage Sunset Wine Sail in Portland, Maine: Mediterranean Reds | 3:00-5:00 PM (2:45 Boarding)](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/6d9d54a8-411d-4f17-907b-d592cb87d5ff/wine_wise_sails_portland_maine_chef_sansonetti_chaval_medieterranean_france_bandol_red.jpg)
![Wine_Sail_Portland_maine_wine_wise_events_south_africa_decanter_red_pour.jpg](https://images.squarespace-cdn.com/content/v1/59fb5b7890bcce06d823bc4f/1663322410479-8Z3JPOMR25259SKIWPV0/Wine_Sail_Portland_maine_wine_wise_events_south_africa_decanter_red_pour.jpg)
10/18/25 (Saturday) Fall Foliage Sunset Wine Sail in Portland, Maine: Mediterranean Reds | 3:00-5:00 PM (2:45 Boarding)
$150.00