Wine_Wise_ousters_portland_wine_week_white_glass_tray_06192022.jpg

6/12/26 (Friday) Wine & Oyster Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)

$175.00

Wine_Wise_Sail_Portland_Maine_France_2025_2221_smile_red_people.jpg

6/12/26 (Friday) Sunset Wine Sail in Portland, Maine: France | 6:30-8:30 PM (6:15 Boarding)

$150.00

Wine_Wise_Sail_Portland_Maine_Chaval_ France_bottle_white_provence_mediterranean_white_0817253.jpg

6/13/26 (Saturday) Wine Sail in Portland, Maine: Delicious Whites | 3:15-5:15 PM (3:00 Boarding)

$150.00

wine_wise_events_portland_maine_wine_sailwine_wise_events_portland_maine_wine_sail_red.jpg

6/13/26 (Saturday) Sunset Wine Sail in Portland, Maine: Piedmont | 6:30-8:30 PM (6:15 Boarding)

$150.00

wine_wise_sail_portland_maine_2025_Chef_Gould (3).jpg

6/14/26 (Sunday) Wine Sail in Portland, Maine: The Mediterranean 3:15-5:15 PM (3:00 Boarding)

$150.00

6/14/26 (Sunday) Sunset Wine & Oyster Sail in Portland, Maine | 6:30-8:30 PM (6:15 Boarding)

$175.00

Wine_Wise_Sail_Portland_Maine_France_Loire_people_sunset_08242025.jpgWine_Wise_Sail_Portland_Maine_France_Loire_Huet_vouvray_fall_pour_white_08242025.jpg

6/19/26 (Friday) Wine Sail in Portland, Maine: The Loire Valley | 3:15-5:15 PM (3:00 Boarding)

$150.00

Wine_Wise_Wine_Sail_Portland_Maine_South_Africa_people_couples_father_061524.jpg

6/19/26 (Friday) Sunset Wine Sail in Portland, Maine: California's Central Coast | 6:30 - 8:30 PM (6:00 Boarding)

$150.00

wine_wise_sail_portland_maine_italy_italian_mediterranean_erica_caparzo, sangiovese_people_tuscany.jpg

6/20/26 (Saturday) Wine Sail in Portland, Maine: Italy | 3:15-5:15 PM (3:00 Boarding)

$150.00

wine_wise_sails_portland_maine_chef_sansonetti_chaval_medieterranean_taos_greece_europe_red_pour_people.jpg

6/20/26 (Saturday) Sunset Wine Sail in Portland, Maine: Delicious Europe | 6:30-8:30 PM (6:15 Boarding)

$150.00

Wine_Wise_Sail_Portland_Maine_Chaval_Greece_white_pour_erica_2025.jpgWine_Wise_Sail_Portland_Maine_Chaval_Greece_white_pour_red_naoussa_2025.jpg

6/21/26 (Sunday) Wine Sail in Portland, Maine: Greece | 3:15-5:15 PM (3:00 Boarding)

$150.00

wine_wise_sail_Portland_Maine_oyster_oysters__champagne.jpg (Copy) (Copy)

6/21/26 (Sunday) Sunset Wine & Oyster Sail in Portland, Maine | 6:30-8:30 PM (6:15 Boarding)

$175.00

Wine_Wise_Sail_Portland_Maine_Sunset_Tuscany_Pour_Sangiovese_Brunello.JPG

6/26/26 (Friday) Wine Sail in Portland, Maine: Tuscany | 3:15-5:15 PM (3:00 Boarding)

$150.00

Wine_Wise_Sail_California_Central_Coast_Portland_Maine_sunset_decant.JPG

6/26/26 (Friday) Sunset Wine Sail in Portland, Maine: Spain | 6:30-8:30 PM (6:15 Boarding)

$150.00

Wine_Sail_Portland_maine_wine_wise_events_south_africa_white_people.jpg

6/27/26 (Saturday) Wine Sail in Portland, Maine: South Africa | 3:15-5:15 PM (3:00 Boarding)

$150.00

Wine_Wise_Sail_Portland_Maine_Italy_Italian_chef_solo_COS_Sicily_red_pour.jpg (Copy)

6/27/26 (Saturday) Sunset Wine Sail in Portland, Maine: Sicily | 6:30-8:30 PM (6:15 Boarding)

$150.00

wine_wise_events_portland_maine_chef_sansonetti_chaval_spain_albamar_albarino.jpg

6/28/26 (Sunday) Chef Series Spain in Maine Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)

$185.00

6/28/26 (Sunday) Wine Sail in Portland, Maine: Sparkling | 3:15-5:15 PM (3:00 Boarding)

$150.00

Wine_Wise_Sail_Portland_Maine_France_Loire_bottles_lineup_08242025.jpgWine_Wise_Sail_Portland_Maine_France_Loire_sisters_people_women_08242025.jpg

7/03/26 (Friday) Wine Sail in Portland, Maine: California | 3:15 - 5:15 PM (3:00 Boarding)

$150.00

Wine_Wise_Sail_Loire_Valley_Portland_Maine_people_vouvray_chenin_huet_pour_france_white_0289_07252025_.jpg

7/03/26 (Friday) Sunset Wine Sail in Portland, Maine: European Whites | 6:30-8:30 PM (6:15 Boarding)

$150.00

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7/04/26 (Saturday) Wine Sail in Portland, Maine: Oregon & Washington | 3:15 - 5:15 PM (3:00 Boarding)

$150.00

7/04/26 (Saturday) Sunset Wine Sail in Portland, Maine: Napa & Sonoma | 6:30-8:30 PM (6:15 Boarding)

$150.00

wine_wise_chaval_chef_food_cristina_people_pour_red.jpg

7/05/26 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)

$185.00

7/05/26 (Sunday) Wine & Oyster Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)

$175.00

Wine_Wise_Portland_Maine_Champagne_Oysters_Sail_10192025_D09.jpg

7/05/26 (Sunday) Sunset Champagne & Oysters Sail in Portland, Maine | 6:30-8:30 PM (6:15 Boarding)

$205.00

7/10/26 (Friday) Sunset Wine Sail in Portland, Maine: Delicious Europe | 6:30-8:30 PM (6:15 Boarding)

$150.00

Wine_Wise_Sail_Portland_Maine_Rose_women_group_bachelorette_pink_rose_8873.jpg

7/11/26 (Saturday) Wine Sail in Portland, Maine: Rosé | 3:15-5:15 PM (3:00 Boarding)

$150.00

Wine_Wise_Sail_Portland_Maine_Chaval_ France_bottle_white_provence_mediterranean_white_0817253.jpg (Copy)

7/11/26 (Saturday) Sunset Wine Sail in Portland, Maine: Delicious Whites | 6:30-8:30 PM (6:15 Boarding)

$150.00

7/12/26 (Sunday) Wine & Oyster Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)

$175.00

Wine_Wise_Sail_Portland_Maine_Sunset_Tuscany_Pour_Sangiovese_Brunello.JPG (Copy)

7/12/26 (Sunday) Sunset Wine Sail in Portland, Maine: Tuscany | 6:30-8:30 PM (6:15 Boarding)

$150.00

Wine_Wise_Sail_California_Central_Coast_Portland_Maine_sunset_decant.JPG (Copy)

7/17/26 (Friday) Wine Sail in Portland, Maine: Spain | 3:15-5:15 PM (3:00 Boarding)

$150.00

Wine_Wise_Sail_Portland_Maine_France_2025_2221_smile_red_people.jpg (Copy)

7/17/26 (Friday) Sunset Wine Sail in Portland, Maine: France | 6:30-8:30 PM (6:15 Boarding)

$150.00

7/18/26 (Saturday) Wine Sail in Portland, Maine: Italy | 3:15-5:15 PM (3:00 Boarding)

$150.00

7/18/26 (Saturday) Sunset Wine Sail in Portland, Maine: The Mediterranean 6:30-8:30 PM (6:15 Boarding)

$150.00

7/19/26 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)

$185.00

7/19/26 (Sunday) Wine & Oyster Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)

$175.00

Wine_Wise_Portland_Maine_Sail_Raw_Bar_tuna_crudo_chad.JPG

7/19/26 (Sunday) NEW! Sunset Wine & Raw Bar Sail in Portland, Maine | 6:30-8:30 PM (6:15 Boarding)

$205.00

wine_wise_sail_Portland_Maine_oyster_oysters_loire_muscadet_france_pour.jpg

7/24/26 (Friday) Wine Sail in Portland, Maine: The Loire Valley | 3:15-5:15 PM (3:00 Boarding)

$150.00

wine_wise_sail_portland_maine_2025_Chef_Gould (9).jpg

7/24/26 (Friday) Sunset Wine Sail in Portland, Maine: Willamette Valley, Oregon | 6:30-8:30 PM (6:15 Boarding)

$175.00

Wine_Wise_Sail_Loire_Valley_Portland_Maine_people_vouvray_chenin_huet_pour_france_white_0289_07252025_.jpg (Copy)

7/25/26 (Saturday) Wine Sail in Portland, Maine: European Whites | 3:15-5:15 PM (3:00 Boarding)

$150.00

Wine_Wise_Sail_Portland_Maine_Italy_Italian_chef_solo_COS_Sicily_red_pour.jpg (Copy) (Copy)

7/25/26 (Saturday) Sunset Wine Sail in Portland, Maine: Sicily | 6:30-8:30 PM (6:15 Boarding)

$150.00

7/26/26 (Sunday) Wine & Oyster Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)

$175.00

7/26/26 (Sunday) Sunset Wine Sail in Portland, Maine: Sparkling | 6:30-8:30 PM (6:15 Boarding)

$150.00

7/31/26 (Friday) Wine Sail in Portland, Maine: The Loire Valley | 3:15-5:15 PM (3:00 Boarding)

$150.00

7/31/26 (Friday) Sunset Wine Sail in Portland, Maine: Italy | 6:30-8:30 PM (6:15 Boarding)

$150.00

Wine_Wise_Sail_Portland_Maine_Rose_women_group_bachelorette_pink_rose_8873.jpg (Copy)

8/01/26 (Saturday) Wine Sail in Portland, Maine: Rosé | 3:00-5:00 PM (2:45 Boarding)

$150.00

8/01/26 (Saturday) Sunset Wine Sail in Portland, Maine: Piedmont | 6:00-8:00 PM (5:45 Boarding)

$150.00

8/02/26 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)

$185.00

8/02/26 (Sunday) Wine & Oyster Sail in Portland, Maine | 3:00-5:00 PM (2:45 Boarding)

$175.00

Wine_Wise_Portland_Maine_Sail_Raw_Bar_tuna_crudo_.JPG (Copy)

8/02/26 (Sunday) NEW! Sunset Wine & Raw Bar Sail in Portland, Maine | 6:00-8:00 PM (5:45 Boarding)

$205.00

Wine_Wise_Portland_Maine_Sail_Food_Chaval_Italy_Italian__tuscany_brunello_montalcino_red_pour_people_08032025.jpg (Copy)

8/07/26 (Friday) Wine Sail in Portland, Maine: Tuscany | 3:00-5:00 PM (2:45 Boarding)

$150.00

8/07/26 (Friday) Sunset Wine Sail in Portland, Maine: France | 6:00-8:00 PM (5:45 Boarding)

$150.00

Wine_Wise_Sail_Portland_Maine_France_people_women_08242025.jpg

wine_wise_sail_portland_maine_food_chaval_baller_brunch_10032021_white_chardonnay_napa_pour.jpeg

8/08/26 (Saturday) Wine Sail in Portland, Maine: Chardonnay | 3:00-5:00 PM (2:45 Boarding)

$150.00

Wine_Wise_Portland_Maine_Napa_Sonoma_decant_.jpg (Copy)

8/08/26 (Saturday) Sunset Wine Sail in Portland, Maine: Napa & Sonoma | 6:00-8:00 PM (5:45 Boarding)

$150.00

8/09/26 (Sunday) Wine Sail in Portland, Maine: South Africa | 3:00-5:00 PM (2:45 Boarding)

$150.00

8/09/26 (Sunday) Sunset Wine Sail in Portland, Maine: Sicily | 6:00-8:00 PM (5:45 Boarding)

$150.00

8/14/26 (Friday) Wine Sail in Portland, Maine: Greece | 3:00-5:00 PM (2:45 Boarding)

$150.00

8/14/26 (Friday) Sunset Wine Sail in Portland, Maine: Delicious Europe | 6:00-8:00 PM (5:45 Boarding)

$150.00

8/15/26 (Saturday) Wine Sail in Portland, Maine: The Mediterranean 3:00-5:00 PM (2:45 Boarding)

$150.00

Wine_Wise_Sail_Portland_Maine_Italy_Italian_chef_solo_white_glass_lighthouse.jpg

8/15/26 (Saturday) Sunset Wine Sail in Portland, Maine: French Whites | 6:00-8:00 PM (5:45 Boarding)

$150.00

8/16/26 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)

$185.00

8/16/26 (Sunday) Wine & Oyster Sail in Portland, Maine | 3:00-5:00 PM (2:45 Boarding)

$175.00

Wine_Wise_Portland_Maine_Sail_Raw_Bar_tuna_crudo_.JPG (Copy) (Copy)

8/16/26 (Sunday) NEW! Sunset Wine & Raw Bar Sail in Portland, Maine | 6:00-8:00 PM (5:45 Boarding)

$205.00

8/21/26 (Friday) Wine Sail in Portland, Maine: Willamette Valley, Oregon | 3:00-5:00 PM (2:45 Boarding)

$175.00

8/21/26 (Friday) Sunset Wine Sail in Portland, Maine: Italy | 6:00-8:00 PM (5:45 Boarding)

$150.00

8/22/26 (Saturday) Wine Sail in Portland, Maine: California | 3:00 - 5:00 PM (2:45 Boarding)

$150.00

Wine_Wise_Sail_Portland_Maine_France_2025_2221_smile_red_people.jpg (Copy) (Copy)

8/22/26 (Saturday) Sunset Wine Sail in Portland, Maine: France | 6:00-8:00 PM (5:45 Boarding)

$150.00

Wine_Wise_Sail_California_Central_Coast_Portland_Maine_sunset_decant.JPG (Copy) (Copy)

8/23/26 (Sunday) Wine Sail in Portland, Maine: Spain | 3:00-5:00 PM (2:45 Boarding)

$150.00

8/23/26 (Sunday) Sunset Wine Sail in Portland, Maine: The Loire Valley | 6:00-8:00 PM (5:45 Boarding)

$150.00

Wine_Wise_Sail_Loire_Valley_Portland_Maine_people_vouvray_chenin_huet_pour_france_white_0289_07252025_.jpg (Copy) (Copy)

8/28/26 (Friday) Wine Sail in Portland, Maine: European Whites | 3:00-5:00 PM (2:45 Boarding)

$150.00

wine_wise_events_sail_sonoma_pinot_noir_failla_bottle_rope.jpg

8/28/26 (Friday) Sunset Wine Sail in Portland, Maine: Pinot Noir | 6:00-8:00 PM (5:45 Boarding)

$150.00

Wine_Wise_Sail_Portland_Maine_Rose_women_group_bachelorette_pink_rose_8873.jpg (Copy) (Copy)

8/29/26 (Saturday) Wine Sail in Portland, Maine: Rosé | 3:00-5:00 PM (2:45 Boarding)

$150.00

8/29/26 (Saturday) Sunset Wine Sail in Portland, Maine: The Mediterranean 6:00-8:00 PM (5:45 Boarding)

$150.00

wine_wise_portland_maine_chef_series_sail__damian_sansonetti_food_platter_dog_chaval_09202020.jpg

8/30/26 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)

$185.00

8/30/26 (Sunday) Wine & Oyster Sail in Portland, Maine | 3:00-5:00 PM (2:45 Boarding)

$175.00

8/30/26 (Sunday) Sunset Wine & Oyster Sail in Portland, Maine | 6:00-8:00 PM (5:45 Boarding)

$175.00

9/04/26 (Friday) Wine & Oyster Sail in Portland, Maine | 1:30-3:30 PM (1:15 Boarding)

$175.00

9/04/26 (Friday) Sunset Wine Sail in Portland, Maine: Pinot Noir | 4:45-6:45 PM (4:30 Boarding)

$150.00

9/05/26 (Saturday) Wine Sail in Portland, Maine: Greece | 1:30-3:30 PM (1:15 Boarding)

$150.00

Wine_Wise_Portland_Maine_Napa_Sonoma_decant_.jpg (Copy) (Copy)

9/05/26 (Saturday) Sunset Wine Sail in Portland, Maine: Napa & Sonoma | 4:45-6:45 PM (4:30 Boarding)

$150.00

9/06/26 (Sunday) Wine Sail in Portland, Maine: France | 1:30-3:30 PM (1:15 Boarding)

$150.00

9/06/26 (Sunday) Sunset Wine Sail in Portland, Maine: Delicious Europe | 4:45-6:45 PM (4:30 Boarding)

$150.00

9/07/26 (Monday) Wine & Oyster Sail in Portland, Maine | 1:30-3:30 PM (1:15 Boarding)

$175.00

9/07/26 (Monday) Sunset Wine Sail in Portland, Maine: Mediterranean Reds | 4:45 - 6:45 PM (4:30 Boarding)

$150.00

9/11/26 (Friday) Chef Series Spain in Maine Wine + Food Sail with Chef Sansonetti of Chaval | 1:30 - 3:30 (1:15 Boarding)

$185.00

9/11/26 (Friday) Sunset Wine Sail in Portland, Maine: Spain | 4:45-6:45 PM (4:30 Boarding)

$150.00

9/12/26 (Saturday) Wine Sail in Portland, Maine: Piedmont | 1:30-3:30 PM (1:15 Boarding)

$150.00

Wine_Wise_Portland_Maine_Sail_Raw_Bar_people_women_golden_smile_0706.jpg

9/12/26 (Saturday) Sunset Wine Sail in Portland, Maine: Nebbiolo | 4:45-6:45 PM (4:30 Boarding)

$175.00

9/13/26 (Sunday) Wine & Oyster Sail in Portland, Maine | 1:30-3:30 PM (1:15 Boarding)

$175.00

9/13/26 (Sunday) Wine & Oyster Sail in Portland, Maine | 4:45-6:45 PM (4:30 Boarding)

$175.00

9/18/26 (Friday) Sunset Wine Sail in Portland, Maine: California | 4:45-6:45 PM (4:30 Boarding)

$150.00

9/19/26 (Saturday) Wine Sail in Portland, Maine: Autumn Whites | 1:30-3:30 PM (1:15 Boarding)

$150.00

9/19/26 (Saturday) Sunset Wine Sail in Portland, Maine: France | 4:45-6:45 PM (4:30 Boarding)

$150.00

9/20/26 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 1:30 - 3:30 (1:15 Boarding)

$185.00

9/20/26 (Sunday) Sunset Wine Sail in Portland, Maine: Willamette Valley, Oregon | 4:45-6:45 PM (4:30 Boarding)

$175.00

wine_wise_events_portland_maine_food_sail_chaval_spain_lobster_roll_08232020.jpg

9/25/26 (Friday) 🦞 Maine Lobster Week: Chef Series Wine & Maine Lobster Sail with Chef Sansonetti of Chaval | 1:30-3:30 PM (1:15 Boarding)

$215.00

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9/25/26 (Friday) Fall Foliage Wine Sail in Portland, Maine: Cabernet Sauvignon | 4:45 - 6:45 PM (4:30 Boarding)

$160.00

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9/26/26 (Saturday) Fall Foliage Wine Sail in Portland, Maine: Tuscany | 1:30-3:30 PM (1:15 Boarding)

$150.00

9/26/26 (Saturday) Fall Foliage Wine Sail in Portland, Maine: Sparkling | 4:45-6:45 PM (4:30 Boarding)

$150.00

9/27/26 (Sunday) Fall Foliage Wine Sail in Portland, Maine: The Loire Valley | 4:45-6:45 PM (4:30 Boarding)

$150.00

10/02/26 (Friday) Fall Foliage Wine & Oyster Sail in Portland, Maine | 12:00-2:00 PM (11:45 Boarding)

$175.00

Wine_Wise_Sail_Piedmont_Portland_Maine_6669_Italy_Italian_Piedmont_people_pour_red_diversity_pink_lobster_07112205.jpg

10/02/26 (Friday) Fall Foliage Wine Sail in Portland, Maine: Italian Reds | 3:00 - 5:00 PM (2:45 Boarding)

$150.00

10/03/26 (Saturday) Fall Foliage Wine Sail in Portland, Maine: Piedmont | 3:00-5:00 PM (2:45 Boarding)

$150.00

10/03/26 (Saturday) Fall Foliage Wine Sail in Portland, Maine: Autumn Whites | 12:00-2:00 PM (11:45 Boarding)

$150.00

10/04/26 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)

$185.00

Wine_Wise_Portland_Maine_Napa_Sonoma_decant_.jpg (Copy) (Copy) (Copy)

10/04/26 (Sunday) Fall Foliage Wine Sail in Portland, Maine: Napa & Sonoma | 3:00-5:00 PM (2:45 Boarding)

$150.00

10/09/26 (Friday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)

$185.00

10/09/26 (Friday) Fall Foliage Wine Sail in Portland, Maine: Delicious Europe | 3:00-5:00 PM (2:45 Boarding)

$150.00

10/10/26 (Saturday) Fall Foliage Wine Sail in Portland, Maine: Italy | 12:00-2:00 PM (11:45 Boarding)

$150.00

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10/10/26 (Saturday) Fall Foliage Wine Sail in Portland, Maine: French Reds | 3:00-5:00 PM (2:45 Boarding)

$150.00

10/11/26 (Sunday) Fall Foliage Wine Sail in Portland, Maine: The Mediterranean 12:00-2:00 PM (11:45 Boarding)

$150.00

Wine_Wise_Portland_Maine_Champagne_Oysters_Sail_10192025_D09.jpg (Copy)

10/11/26 (Sunday) Sunset Champagne & Oysters Sail in Portland, Maine | 3:00-5:00 PM (2:45 Boarding)

$205.00

Wine_Wise_Sail_Portland_Maine_Italy_Italian_chef_solo_COS_Sicily_red_pour.jpg (Copy) (Copy) (Copy)

10/16/26 (Friday) Fall Foliage Wine Sail in Portland, Maine: Sicily | 12:00-2:00 PM (11:45 Boarding)

$150.00

10/16/26 (Friday) Sunset Wine Sail in Portland, Maine: France | 3:00-5:00 PM (2:45 Boarding)

$150.00

10/17/26 (Saturday) Fall Foliage Wine Sail in Portland, Maine: Mediterranean Reds | 3:00-5:00 PM (2:45 Boarding)

$150.00

10/18/26 (Sunday) Fall Foliage Wine Sail in Portland, Maine: Cabernet Sauvignon | 12:00-2:00 PM (11:45 Boarding)

$160.00

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10/18/26 (Sunday) Sunset Champagne & Oysters Sail in Portland, Maine | 3:00-5:00 PM (2:45 Boarding)

$205.00

WINE SAILS

Featured in Yankee Magazine’s BEST OF NEW ENGLAND—SUMMER GUIDE! “A must-do activity in Portland, Maine”

6/12/26 (Friday) Wine & Oyster Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)

6/12/26 (Friday) Sunset Wine Sail in Portland, Maine: France | 6:30-8:30 PM (6:15 Boarding)

6/13/26 (Saturday) Wine Sail in Portland, Maine: Delicious Whites | 3:15-5:15 PM (3:00 Boarding)

6/13/26 (Saturday) Sunset Wine Sail in Portland, Maine: Piedmont | 6:30-8:30 PM (6:15 Boarding)

6/14/26 (Sunday) Wine Sail in Portland, Maine: The Mediterranean 3:15-5:15 PM (3:00 Boarding)

6/14/26 (Sunday) Sunset Wine & Oyster Sail in Portland, Maine | 6:30-8:30 PM (6:15 Boarding)

6/19/26 (Friday) Wine Sail in Portland, Maine: The Loire Valley | 3:15-5:15 PM (3:00 Boarding)

6/19/26 (Friday) Sunset Wine Sail in Portland, Maine: California's Central Coast | 6:30 - 8:30 PM (6:00 Boarding)

6/20/26 (Saturday) Wine Sail in Portland, Maine: Italy | 3:15-5:15 PM (3:00 Boarding)

6/20/26 (Saturday) Sunset Wine Sail in Portland, Maine: Delicious Europe | 6:30-8:30 PM (6:15 Boarding)

6/21/26 (Sunday) Wine Sail in Portland, Maine: Greece | 3:15-5:15 PM (3:00 Boarding)

6/21/26 (Sunday) Sunset Wine & Oyster Sail in Portland, Maine | 6:30-8:30 PM (6:15 Boarding)

6/26/26 (Friday) Wine Sail in Portland, Maine: Tuscany | 3:15-5:15 PM (3:00 Boarding)

6/26/26 (Friday) Sunset Wine Sail in Portland, Maine: Spain | 6:30-8:30 PM (6:15 Boarding)

6/27/26 (Saturday) Wine Sail in Portland, Maine: South Africa | 3:15-5:15 PM (3:00 Boarding)

6/27/26 (Saturday) Sunset Wine Sail in Portland, Maine: Sicily | 6:30-8:30 PM (6:15 Boarding)

6/28/26 (Sunday) Chef Series Spain in Maine Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)

6/28/26 (Sunday) Wine Sail in Portland, Maine: Sparkling | 3:15-5:15 PM (3:00 Boarding)

7/03/26 (Friday) Wine Sail in Portland, Maine: California | 3:15 - 5:15 PM (3:00 Boarding)

7/03/26 (Friday) Sunset Wine Sail in Portland, Maine: European Whites | 6:30-8:30 PM (6:15 Boarding)

7/04/26 (Saturday) Wine Sail in Portland, Maine: Oregon & Washington | 3:15 - 5:15 PM (3:00 Boarding)

7/04/26 (Saturday) Sunset Wine Sail in Portland, Maine: Napa & Sonoma | 6:30-8:30 PM (6:15 Boarding)

7/05/26 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)

7/05/26 (Sunday) Wine & Oyster Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)

7/05/26 (Sunday) Sunset Champagne & Oysters Sail in Portland, Maine | 6:30-8:30 PM (6:15 Boarding)

7/10/26 (Friday) Sunset Wine Sail in Portland, Maine: Delicious Europe | 6:30-8:30 PM (6:15 Boarding)

7/11/26 (Saturday) Wine Sail in Portland, Maine: Rosé | 3:15-5:15 PM (3:00 Boarding)

7/11/26 (Saturday) Sunset Wine Sail in Portland, Maine: Delicious Whites | 6:30-8:30 PM (6:15 Boarding)

7/12/26 (Sunday) Wine & Oyster Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)

7/12/26 (Sunday) Sunset Wine Sail in Portland, Maine: Tuscany | 6:30-8:30 PM (6:15 Boarding)

7/17/26 (Friday) Wine Sail in Portland, Maine: Spain | 3:15-5:15 PM (3:00 Boarding)

7/17/26 (Friday) Sunset Wine Sail in Portland, Maine: France | 6:30-8:30 PM (6:15 Boarding)

7/18/26 (Saturday) Wine Sail in Portland, Maine: Italy | 3:15-5:15 PM (3:00 Boarding)

7/18/26 (Saturday) Sunset Wine Sail in Portland, Maine: The Mediterranean 6:30-8:30 PM (6:15 Boarding)

7/19/26 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)

7/19/26 (Sunday) Wine & Oyster Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)

7/19/26 (Sunday) NEW! Sunset Wine & Raw Bar Sail in Portland, Maine | 6:30-8:30 PM (6:15 Boarding)

7/24/26 (Friday) Wine Sail in Portland, Maine: The Loire Valley | 3:15-5:15 PM (3:00 Boarding)

7/24/26 (Friday) Sunset Wine Sail in Portland, Maine: Willamette Valley, Oregon | 6:30-8:30 PM (6:15 Boarding)

7/25/26 (Saturday) Wine Sail in Portland, Maine: European Whites | 3:15-5:15 PM (3:00 Boarding)

7/25/26 (Saturday) Sunset Wine Sail in Portland, Maine: Sicily | 6:30-8:30 PM (6:15 Boarding)

7/26/26 (Sunday) Wine & Oyster Sail in Portland, Maine | 3:15-5:15 PM (3:00 Boarding)

7/26/26 (Sunday) Sunset Wine Sail in Portland, Maine: Sparkling | 6:30-8:30 PM (6:15 Boarding)

7/31/26 (Friday) Wine Sail in Portland, Maine: The Loire Valley | 3:15-5:15 PM (3:00 Boarding)

7/31/26 (Friday) Sunset Wine Sail in Portland, Maine: Italy | 6:30-8:30 PM (6:15 Boarding)

8/01/26 (Saturday) Wine Sail in Portland, Maine: Rosé | 3:00-5:00 PM (2:45 Boarding)

8/01/26 (Saturday) Sunset Wine Sail in Portland, Maine: Piedmont | 6:00-8:00 PM (5:45 Boarding)

8/02/26 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)

8/02/26 (Sunday) Wine & Oyster Sail in Portland, Maine | 3:00-5:00 PM (2:45 Boarding)

8/02/26 (Sunday) NEW! Sunset Wine & Raw Bar Sail in Portland, Maine | 6:00-8:00 PM (5:45 Boarding)

8/07/26 (Friday) Wine Sail in Portland, Maine: Tuscany | 3:00-5:00 PM (2:45 Boarding)

8/07/26 (Friday) Sunset Wine Sail in Portland, Maine: France | 6:00-8:00 PM (5:45 Boarding)

8/08/26 (Saturday) Wine Sail in Portland, Maine: Chardonnay | 3:00-5:00 PM (2:45 Boarding)

8/08/26 (Saturday) Sunset Wine Sail in Portland, Maine: Napa & Sonoma | 6:00-8:00 PM (5:45 Boarding)

8/09/26 (Sunday) Wine Sail in Portland, Maine: South Africa | 3:00-5:00 PM (2:45 Boarding)

8/09/26 (Sunday) Sunset Wine Sail in Portland, Maine: Sicily | 6:00-8:00 PM (5:45 Boarding)

8/14/26 (Friday) Wine Sail in Portland, Maine: Greece | 3:00-5:00 PM (2:45 Boarding)

8/14/26 (Friday) Sunset Wine Sail in Portland, Maine: Delicious Europe | 6:00-8:00 PM (5:45 Boarding)

8/15/26 (Saturday) Wine Sail in Portland, Maine: The Mediterranean 3:00-5:00 PM (2:45 Boarding)

8/15/26 (Saturday) Sunset Wine Sail in Portland, Maine: French Whites | 6:00-8:00 PM (5:45 Boarding)

8/16/26 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)

8/16/26 (Sunday) Wine & Oyster Sail in Portland, Maine | 3:00-5:00 PM (2:45 Boarding)

8/16/26 (Sunday) NEW! Sunset Wine & Raw Bar Sail in Portland, Maine | 6:00-8:00 PM (5:45 Boarding)

8/21/26 (Friday) Wine Sail in Portland, Maine: Willamette Valley, Oregon | 3:00-5:00 PM (2:45 Boarding)

8/21/26 (Friday) Sunset Wine Sail in Portland, Maine: Italy | 6:00-8:00 PM (5:45 Boarding)

8/22/26 (Saturday) Wine Sail in Portland, Maine: California | 3:00 - 5:00 PM (2:45 Boarding)

8/22/26 (Saturday) Sunset Wine Sail in Portland, Maine: France | 6:00-8:00 PM (5:45 Boarding)

8/23/26 (Sunday) Wine Sail in Portland, Maine: Spain | 3:00-5:00 PM (2:45 Boarding)

8/23/26 (Sunday) Sunset Wine Sail in Portland, Maine: The Loire Valley | 6:00-8:00 PM (5:45 Boarding)

8/28/26 (Friday) Wine Sail in Portland, Maine: European Whites | 3:00-5:00 PM (2:45 Boarding)

8/28/26 (Friday) Sunset Wine Sail in Portland, Maine: Pinot Noir | 6:00-8:00 PM (5:45 Boarding)

8/29/26 (Saturday) Wine Sail in Portland, Maine: Rosé | 3:00-5:00 PM (2:45 Boarding)

8/29/26 (Saturday) Sunset Wine Sail in Portland, Maine: The Mediterranean 6:00-8:00 PM (5:45 Boarding)

8/30/26 (Sunday) Chef Series Wine + Food Sail with Chef Sansonetti of Chaval | 12:00 - 2:00 (11:45 Boarding)

8/30/26 (Sunday) Wine & Oyster Sail in Portland, Maine | 3:00-5:00 PM (2:45 Boarding)

8/30/26 (Sunday) Sunset Wine & Oyster Sail in Portland, Maine | 6:00-8:00 PM (5:45 Boarding)

9/04/26 (Friday) Wine & Oyster Sail in Portland, Maine | 1:30-3:30 PM (1:15 Boarding)

9/04/26 (Friday) Sunset Wine Sail in Portland, Maine: Pinot Noir | 4:45-6:45 PM (4:30 Boarding)