6/13/25 (Friday) Wine & Oyster Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding) wine_wise_sail_portland_maine_2025_Oysters (1).jpg
Sold Out

6/13/25 (Friday) Wine & Oyster Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)

$175.00
6/13/25 (Friday) Sunset Wine Sail in Portland, Maine: Pinot Noir | 6:30-8:30 PM (6:15 Boarding) wine_wise_portland_wine_sails_people_girls_group_women.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) 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) 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) 15th Anniversary Wine Sail in Portland, Maine: California's Central Coast | 3:15 - 5:15 PM (3:00 Boarding) wine_wise_sail_portland_maine_food_SurLie_red_syrah_california_bottle_pour_09192021.jpg

6/15/25 (Sunday) 15th Anniversary Wine Sail in Portland, Maine: California's Central Coast | 3:15 - 5:15 PM (3:00 Boarding)

$150.00
6/15/25 (Sunday) JUST ADDED! 15th Anniversary Sunset Champagne & Oysters Sail in Portland, Maine | 6:30-8:30 PM (5:45 Boarding) wine_wise_events_portland_maine_sparkling_sail_pour_champagne_bright.JPEG

6/15/25 (Sunday) JUST ADDED! 15th Anniversary Sunset Champagne & Oysters Sail in Portland, Maine | 6:30-8:30 PM (5:45 Boarding)

$195.00
6/20/25 (Friday) Wine Sail in Portland, Maine: Delicious Europe | 3:15-5:15 PM (3:00 Boarding) 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) 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) Wine Sail in Portland, Maine: Greece | 3:15-5:15 PM (3:00 Boarding) wine_wise_sail_portland_maine_2025_Chef_Gould (19).jpg

6/21/25 (Saturday) Wine Sail in Portland, Maine: Greece | 3:15-5:15 PM (3:00 Boarding)

$150.00
6/21/25 (Saturday) Sunset Wine Sail in Portland, Maine: The Mediterranean | 6:30-8:30 PM (6:15 Boarding) 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) wine_wise_sail_portland_maine_2025_Oysters (4).JPG
Sold Out

6/22/25 (Sunday) Wine & Oysters Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)

$175.00
6/22/25 (Sunday) Sunset Wine Sail in Portland, Maine: France | 6:30-8:30 PM (6:15 Boarding) wine_wise_sail_portland_maine_2025_Chef_Gould (3).jpg

6/22/25 (Sunday) Sunset Wine Sail in Portland, Maine: France | 6:30-8:30 PM (6:15 Boarding)

$150.00
6/27/25 (Friday) Wine Sail in Portland, Maine: Italy | 3:15-5:15 PM (3:00 Boarding) Wine_Wise_sail_portland_maine_red_italy_veneto_valpolicella_women_female_italy_italian.jpeg

6/27/25 (Friday) Wine Sail in Portland, Maine: Italy | 3:15-5:15 PM (3:00 Boarding)

$150.00
6/27/25 (Friday) Sunset Wine Sail in Portland, Maine: California | 6:30-8:30 PM (6:15 Boarding) wine_wise_sail_portland_maine_2025_Chef_Gould (3).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) Wine_Wise_Wine_Sail_Portland_Maine_South_Africa_061524_Edit-36 (1).jpg

6/28/25 (Saturday) Wine Sail in Portland, Maine: South Africa | 3:15-5:15 PM (3:00 Boarding)

$150.00
6/28/25 (Saturday) Sunset Wine Sail in Portland, Maine: Sicily | 6:30-8:30 PM (6:15 Boarding) wine_wise_sail_portland_maine_2025_Chef_Gould (8).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) wine_wise_sail_portland_maine_gary_angela_cristina_stacey_morgan.jpg
Sold Out

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
6/29/25 (Sunday) Wine Sail in Portland, Maine: Sparkling | 3:15-5:15 PM (3:00 Boarding) Wine_Wise_Wine_Sail_Portland_Maine_Oysters_061624_Edit-11.jpg

6/29/25 (Sunday) Wine Sail in Portland, Maine: Sparkling | 3:15-5:15 PM (3:00 Boarding)

$150.00
7/04/25 (Friday) Wine Sail in Portland, Maine: Oregon & Washington | 3:15 - 5:15 PM (3:00 Boarding) 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) wine_wise_sail_portland_maine_2025 (8).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) Wine_Wise_Wine_Sail_Portland_Maine_Oysters_061624_Edit-4 (1).jpg

7/05/25 (Saturday) Wine Sail in Portland, Maine: Delicious European Whites | 3:15-5:15 PM (3:00 Boarding)

$150.00
7/05/25 (Saturday) Sunset Wine Sail in Portland, Maine: California | 6:30-8:30 PM (6:15 Boarding) wine_wise_sail_portland_maine_2025_Chef_Gould (3).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 American Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding) wine_wise_Portland_Maine_wine_food_chef_sail_chaval_sansonetti_lopez_07092023E9646616-3AA0-46EC-A20B-EE1EC939A194.jpg

7/06/25 (Sunday) Chef Series American Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)

$185.00
7/06/25 (Sunday) Wine & Oysters Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding) wine_wise_sail_portland_maine_2025_Oysters (1).jpg
Sold Out

7/06/25 (Sunday) Wine & Oysters Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)

$175.00
7/09/25 (Wednesday) Chef Series Sunset Italian Wine + Food Sail with Chef Laboa of Solo Italiano | 6:30 - 8:30 (6:15 Boarding) wine_wise_sail_portland_maine_2025_solo_italiano_paulo.jpg
Sold Out

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) wine_wise_sail_portland_maine_2025_Chef_Gould (3).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) Wine_Wise_Wine_Sail_Portland_Maine_France_061524_Edit-45 (3).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) Wine Sail in Portland, Maine: Rosé | 3:15-5:15 PM (3:00 Boarding) wine_wise_Sail_portland_maine_chef_gould_roséChef_Gould_Wine_Sail_Edited_071224-49.jpg

7/12/25 (Saturday) Wine Sail in Portland, Maine: Rosé | 3:15-5:15 PM (3:00 Boarding)

$150.00
7/12/25 (Saturday) Sunset Wine Sail in Portland, Maine: Spain | 6:30-8:30 PM (6:15 Boarding) 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) wine_wise_sail_portland_maine_2025_Oysters (1).jpg
Sold Out

7/13/25 (Sunday) Wine & Oysters Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)

$175.00
7/13/25 (Sunday) Sunset Wine Sail in Portland, Maine: Tuscany | 6:30-8:30 PM (6:15 Boarding) wine_wise_sail_portland_maine_2025_Italy_tuscany_montepulciano.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) Wine Sail in Portland, Maine: France | 3:15-5:15 PM (3:00 Boarding) wine_wise_sail_portland_maine_italy_italian_mediterranean_people_pour_red.jpg

7/18/25 (Friday) Wine Sail in Portland, Maine: France | 3:15-5:15 PM (3:00 Boarding)

$150.00
7/18/25 (Friday) Sunset Wine Sail in Portland, Maine: Sparkling | 6:30-8:30 PM (6:15 Boarding) 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) 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) 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 Greek Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding) wine_wise_sail_portland_maine_2025_Chef_Sansonetti (20).jpg

7/20/25 (Sunday) Chef Series Greek 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) 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) 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) 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) 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) 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) 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
8/01/25 (Friday) Sunset Wine Sail in Portland, Maine: Italy | 6:00-8:00 PM (5:45 Boarding) Wine_Sail_Portland_maine_wine_wise_events_Sicily_sicilia_pour_people_mineral_driven_italy.jpg

8/01/25 (Friday) Sunset Wine Sail in Portland, Maine: Italy | 6:00-8:00 PM (5:45 Boarding)

$150.00
8/02/25 (Saturday) JUST ADDED! Wine & Oyster Sail in Portland, Maine | 3:00-5:00 PM (2:45 Boarding) wine_wise_events_portland_maine_sparkling_sail_pour_champagne_bright.JPEG
Sold Out

8/02/25 (Saturday) JUST ADDED! Wine & Oyster Sail in Portland, Maine | 3:00-5:00 PM (2:45 Boarding)

$175.00
8/02/25 (Saturday) Sunset Wine Sail in Portland, Maine: The Mediterranean | 6:00-8:00 PM (5:45 Boarding) 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
8/03/25 (Sunday) Wine Sail in Portland, Maine: Greece | 3:00-5:00 PM (2:45 Boarding) wine_wise_sail_portland_maine_2025_Chef_Gould (9).jpg

8/03/25 (Sunday) Wine Sail in Portland, Maine: Greece | 3:00-5:00 PM (2:45 Boarding)

$150.00
8/03/25 (Sunday) Chef Series Sunset Italian Wine + Food Sail with Chef Sansonetti of Chaval | 6:00 - 8:00 (5:00 Boarding) wine_wise_sails_portland_maine_CHEF_CHAVAL_SANSONETTI_FOOD_italy_nebbiolo_rose_sandwhich.jpg

8/03/25 (Sunday) Chef Series Sunset Italian Wine + Food Sail with Chef Sansonetti of Chaval | 6:00 - 8:00 (5:00 Boarding)

$185.00
8/08/25 (Friday) Wine Sail in Portland, Maine: Tuscany | 3:00-5:00 PM (2:45 Boarding) wine_wise_sail_portland_maine_2025_Chef_Gould (8).jpg

8/08/25 (Friday) Wine Sail in Portland, Maine: Tuscany | 3:00-5:00 PM (2:45 Boarding)

$150.00
8/08/25 (Friday) Sunset Wine Sail in Portland, Maine: France | 6:00-8:00 PM (5:45 Boarding) wine_wise_Sail_portland_maine_chef_gould_roséChef_Gould_Wine_Sail_Edited_071224-56.jpg

8/08/25 (Friday) Sunset Wine Sail in Portland, Maine: France | 6:00-8:00 PM (5:45 Boarding)

$150.00
8/09/25 (Saturday) Wine Sail in Portland, Maine: Rosé | 3:00-5:00 PM (2:45 Boarding) wine_wise_Sail_portland_maine_chef_gould_roséChef_Gould_Wine_Sail_Edited_071224-54.jpg

8/09/25 (Saturday) Wine Sail in Portland, Maine: Rosé | 3:00-5:00 PM (2:45 Boarding)

$150.00
8/09/25 (Saturday) Sunset Wine Sail in Portland, Maine: Napa & Sonoma | 6:00-8:00 PM (5:45 Boarding) wine_wise_sail_portland_maine_2025 (4).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) Wine Sail in Portland, Maine: South Africa | 3:00-5:00 PM (2:45 Boarding) Wine_Wise_Wine_Sail_Portland_Maine_South_Africa_061524_Edit-32.jpg

8/10/25 (Sunday) Wine Sail in Portland, Maine: South Africa | 3:00-5:00 PM (2:45 Boarding)

$150.00
8/10/25 (Sunday) Champagne & Oysters Sail in Portland, Maine | 6:00-8:00 PM (5:45 Boarding) wine_wise_sail_portland_maine_2025_Oysters (1).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) 15th Anniversary Wine Sail in Portland, Maine: French Whites | 3:00-5:00 PM (2:45 Boarding) wine_wise_sail_portland_maine_2025_general.jpg

8/15/25 (Friday) 15th Anniversary Wine Sail in Portland, Maine: French Whites | 3:00-5:00 PM (2:45 Boarding)

$150.00
8/15/25 (Friday) 15th Anniversary Sunset Wine Sail in Portland, Maine: Delicious Europe | 6:00-8:00 PM (5:45 Boarding) Wine_Sail_Portland_maine_wine_wise_events_Sicily_sicilia_pour_people_mineral_driven_italy.jpg

8/15/25 (Friday) 15th Anniversary Sunset Wine Sail in Portland, Maine: Delicious Europe | 6:00-8:00 PM (5:45 Boarding)

$150.00
8/16/25 (Saturday) Wine Sail in Portland, Maine: The Mediterranean | 3:00-5:00 PM (2:45 Boarding) wine_wise_sail_portland_maine_2025_Chef_Gould.jpg

8/16/25 (Saturday) Wine Sail in Portland, Maine: The Mediterranean | 3:00-5:00 PM (2:45 Boarding)

$150.00
8/16/25 (Saturday) Sunset Wine Sail in Portland, Maine: Piedmont | 6:00-8:00 PM (5:45 Boarding) wine_wise_sail_portland_maine_2025_Chef_Gould (3).jpg

8/16/25 (Saturday) Sunset Wine Sail in Portland, Maine: Piedmont | 6:00-8:00 PM (5:45 Boarding)

$150.00
Only 9 available
8/17/25 (Sunday) Chef Series France Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding) wine_wise_sails_portland_maine_chef_sansonetti_chaval_medieterranean_musar_blanc_white.jpg

8/17/25 (Sunday) Chef Series France 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) wine_wise_sail_portland_maine_2025 (4).jpg

8/17/25 (Sunday) Wine Sail in Portland, Maine: Oregon & Washington | 3:00 - 5:00 PM (2:45 Boarding)

$150.00
8/22/25 (Friday) Wine Sail in Portland, Maine: California | 3:00-5:00 PM (2:45 Boarding) wine_wise_sail_portland_maine_2025_Chef_Gould.jpg

8/22/25 (Friday) Wine Sail in Portland, Maine: California | 3:00-5:00 PM (2:45 Boarding)

$150.00
8/22/25 (Friday) Sunset Wine Sail in Portland, Maine: Italy | 6:00-8:00 PM (5:45 Boarding) wine_wise_sail_portland_maine_2025_general.jpg

8/22/25 (Friday) Sunset Wine Sail in Portland, Maine: Italy | 6:00-8:00 PM (5:45 Boarding)

$150.00
8/23/25 (Saturday) Wine Sail in Portland, Maine: Sicily | 3:00-5:00 PM (2:45 Boarding) wine_wise_sail_portland_maine_sicily_red_natural.jpeg

8/23/25 (Saturday) Wine Sail in Portland, Maine: Sicily | 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) wine_wise_Sail_portland_maine_chef_gould_roséChef_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) 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) 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) Wine_Wise_Wine_Sail_Portland_Maine_Oysters_061624_Edit-4 (1).jpg

8/29/25 (Friday) Wine Sail in Portland, Maine: Delicious European Whites | 3:00-5:00 PM (2:45 Boarding)

$150.00
8/29/25 (Friday) Sunset Wine Sail in Portland, Maine: Spain | 6:00-8:00 PM (5:45 Boarding) wine_wise_sail_portland_maine_2025_general.jpg

8/29/25 (Friday) Sunset Wine Sail in Portland, Maine: Spain | 6:00-8:00 PM (5:45 Boarding)

$150.00
8/30/25 (Saturday) Wine Sail in Portland, Maine: Rosé | 3:00-5:00 PM (2:45 Boarding) wine_wise_Sail_portland_maine_chef_gould_roséChef_Gould_Wine_Sail_Edited_071224-56.jpg

8/30/25 (Saturday) Wine Sail in Portland, Maine: Rosé | 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) 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) wine_wise_sail_portland_maine_2025_Chef_Sansonetti (9).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) wine_wise_sail_portland_maine_2025 (24).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) 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: France | 1:30-3:30 PM (1:15 Boarding) Wine_Wise_Portland_Maine_winesail_group_rose_sailboat.JPG

9/06/25 (Saturday) Sunset Wine Sail in Portland, Maine: France | 1:30-3:30 PM (1:15 Boarding)

$150.00
9/06/25 (Saturday) Sunset Wine Sail in Portland, Maine: Delicious Europe | 4:45-6:45 PM (4:30 Boarding) 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) Wine & Oysters Sail in Portland, Maine | 1:30-3:30 PM (1:15 Boarding) wine_wise_sail_portland_maine_2025_Oysters (1).jpg

9/07/25 (Sunday) Wine & Oysters Sail in Portland, Maine | 1:30-3:30 PM (1:15 Boarding)

$175.00
Only 3 available
9/07/25 (Sunday) Sunset Wine Sail in Portland, Maine: Mediterranean Reds | 4:45 - 6:45 PM (4:30 Boarding) _01_wine_wise_sail_portland_maine_fall_foliage_red_Frappato_occhipinti_italy_sicily.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) 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) 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) FullSizeRender_VSCO (15).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) 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) 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
Italian Wine Sail Week 9/14/25 (Sunday) in Portland, Maine: Sunset | 4:45-6:45 PM (4:30 Boarding) 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
9/19/25 (Friday) Sunset Wine Sail in Portland, Maine: Oregon & Washington | 4:45 - 6:45 PM (4:30 Boarding) 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
9/20/25 (Saturday) Wine Sail in Portland, Maine: Pinot Noir | 1:30-3:30 PM (1:15 Boarding) wine_wise_sail_portland_maine_cheers_perople_red_natural.jpeg

9/20/25 (Saturday) Wine Sail in Portland, Maine: Pinot Noir | 1:30-3:30 PM (1:15 Boarding)

$150.00
9/20/25 (Saturday) Sunset Wine Sail in Portland, Maine: France | 4:45-6:45 PM (4:30 Boarding) 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 Mediterranean Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding) wine_wise_events_portland_maine_chef_chaval_sansonetti_italy_rose_piedmont_nebbiolo.jpg

9/21/25 (Sunday) Chef Series Mediterranean Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)

$185.00
9/21/25 (Sunday) Wine & Oysters Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding) wine_wise_sail_portland_maine_2025_Oysters (1).jpg

9/21/25 (Sunday) Wine & Oysters Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)

$175.00
Only 11 available
9/26/25 (Friday) Fall Foliage Sunset Wine Sail in Portland, Maine: Cabernet Sauvignon | 4:45 - 6:45 PM (4:30 Boarding) 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) 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) wine_wise_sail_portland_maine_2025_Sparkling (5).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) wine_wise_Portland_Maine_Chef_series_food_mimi_sur_lie_0813202301978654-7032-4353-8ACB-D29BB3A7D7B0 (1).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) 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) 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) wine_wise_sail_portland_maine_2025_Chef_Gould (10).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) 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 Spain in Maine Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding) wine_wise_Portland_Maine_wine_food_chef_sail_chaval_sansonetti_lopez_07092023C9DAC5FD-53BC-4860-9EBE-6A07C3B4F49A.jpg

10/05/25 (Sunday) Fall Foliage Spain in Maine 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) wine_wise_sail_portland_maine_2025 (8).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) 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) 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) wine_wise_sail_portland_maine_2025 (17).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) wine_wise_sail_portland_maine_2025_Sicily.JPG

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) 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) Wine_Wise_Portland_Maine_winesail_group_rose_sailboat.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) _01_wine_wise_sail_portland_maine_fall_foliage_red__general_K_Vintners_grenache_Washington_PNW_pacific_pour_2.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) 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
10/19/25 (Sunday) Fall Foliage Wine Sail in Portland, Maine: Sicily | 12:00-2:00 PM (11:45 Boarding) wine_wise_sail_portland_maine_2025_Chef_Gould (8).jpg

10/19/25 (Sunday) Fall Foliage Wine Sail in Portland, Maine: Sicily | 12:00-2:00 PM (11:45 Boarding)

$150.00
10/19/25 (Sunday) Fall Foliage Sunset Champagne & Oysters Sail in Portland, Maine | 3:00-5:00 PM (2:45 Boarding) wine_wise_events_portland_maine_sparkling_sail_pour_champagne_bright.JPEG

10/19/25 (Sunday) Fall Foliage Sunset Champagne & Oysters Sail in Portland, Maine | 3:00-5:00 PM (2:45 Boarding)

$195.00