Where to Sail: the 15 Best Food and Drink Sailings Worldwide

1.Sailboat Tour Whale Watching Food and Snorkeling

★★★★★★★★★★4.8 · 652 reviews · 3 hours · from $70Our pick

Review of Tenerife’s 3-hour Roulette sailboat tour, with whale watching, snorkeling, food, drinks, small groups, and practical booking advice.

“Very kind and caring travel guides made us feel so special. We saw so much beautiful wild life! We were surrounded by whales and dolphins and saw a turtle. Just an absolutely beautiful experiance and perfect day. my husband and the other husband from the couple on board turned into the most adorable and excited 10 year old boys, just thrilled a d pointing out and naming all that we saw. we were just overwhelmed and so excited and happy. One of the most special experiences of our life 🥰”

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2.Barcelona Sailing Adventure and Small Group Winery Tasting Tour

★★★★★★★★★★4.5 · 394 reviews · from $132

Sail from Barcelona to Alella for coastal views, four local wines, a Catalan brunch, and a family-run winery visit in a small group.

“This may be the best winery tour and tasting we have ever experienced: small family run vineyard in a part of Spain we have never explored before. The tour, given by a family member, and tasting afterwards was wonderful --- tasting several wines with tapas overlookiRead more”

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3.Private 40′ Bali Catamaran – Drinks & Food Included

★★★★★★★★★★5.0 · 348 reviews · 4 hours (approx.) Top rated

Review of a private 40-foot Bali catamaran from Puerto Aventuras, with snorkeling, gourmet food, premium drinks, and practical booking advice.

“Wonderful crew. Beautiful surroundings. Played our own music, had good food and drinks. Lovely way to end our Mexico trip. Highly recommend.”

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4.San Diego Bay Sail Aboard a Vintage Yacht Beer and Wine Included

★★★★★★★★★★5.0 · 331 reviews · 2 hours 30 minutes (approx.) · from $115

Sail San Diego Bay aboard the restored Liberty with sunset views, naval landmarks, sea lions, beer, wine, and a six-person group.

“The sunset sail with Captain Phillip is the highlight of our trip so far. Well worth every penny and highly recommend”

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5.Schooner Sunset Sail with Food & Drinks

★★★★★★★★★★4.9 · 318 reviews · 2 hours · from $122

Sail Key West aboard the America 2.0 at sunset with drinks, hors d'oeuvres, wildlife sightings, and a chance to see the Green Flash.

“The best way to watch the sunset in the Keys! Every member of the crew was amazing!💖”

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6.Key West Signature Sunset Sail with Live Music, Open Bar & Food

★★★★★★★★★★4.5 · 314 reviews · 2 hours (approx.) · from $72

Review of Key West’s 2-hour sunset catamaran sail with live music, open bar, appetizers, practical tips, value advice, and honest drawbacks.

“Fun live music and a sunset sail. The captain, crew, and live musician were great. Open bar and light snacks were provided”

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7.Sunset Sailing Trip with Open Bar, Food and Music

★★★★★★★★★★4.5 · 310 reviews · from $80

Review of Key West’s two-hour sunset catamaran cruise with open bar, appetizers, live music, sailing, and practical booking tips.

“This cruise was over the top. The food the drinks the entertainment and the sunset a very memorable trip!”

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8.Morro Jable: Sailing Boat Excursion with Food and Drinks

★★★★★★★★★★4.9 · 296 reviews · 3.5 hours · from $117

Review of Morro Jable’s 3.5-hour sailing trip with Canarian food, unlimited drinks, snorkeling, hotel pickup, and small-group comfort.

“the trip was the best time spent, everything very well organized, great atmosphere and fun and above all a very good lunch and cold drinks and a captain with a sense of humor. I highly recommend to everyone”

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9.From Puerto de Mogán: Sailboat Trip with Food and Drinks

★★★★★★★★★★4.8 · 293 reviews · 4 hours · from $100

Sail from Puerto de Mogán on a small-group Gran Canaria cruise with lunch, drinks, snorkeling, coastal views, and a chance to steer.

“A charming sailing boat with most fun and friendly hosts!”

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10.Port : Sail, Sip & Savor : Douro Boat Tour With Wine Tasting

★★★★★★★★★★5.0 · 262 reviews · 2 hours (approx.) · from $44Best value

Review of Porto’s 2-hour Douro sailing tour, with port wine, snacks, bridge views, sunset scenery, small groups, and practical booking tips.

“Yes, the Douro river and its surroundings are a designated UNESCO world heritage site and the views are amazing, but the joyful spirits and special care from Ines and Antonio were spectacular! We were blown away by the hospitality. The smaller more boat was great at creating a more intimate setting. Like any experience, the people make the difference. Thank you Ines and Antonio 💜”

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11.Sailing Cruise & Vineyard Tour with Wine Tasting

★★★★★★★★★★4.7 · 252 reviews · 4 hours · from $159

Sail Barcelona’s coast to Alella for organic wine tasting, Catalan brunch, vineyard views, and a small-group sailing experience.

“Fantastic experience- the vineyard and tasting were amazing and the boat was fantastic. Great staff, couldn’t recommend more!”

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12.Full-Day Sailboat Cruise with Food and Open Bar

★★★★★★★★★★4.8 · 233 reviews · 9 hours · from $212

Sail Milos for nine hours with stops at Kleftiko, Poliegos, and Blue Bay, plus swimming, local food, snorkeling gear, and drinks.

“We booked without any expectations as it was extremely windy and the authorities were banning tours around the northern part of the island. To our surprise, the team planned a route that allowed us to see and swim in amazing coves, turquoise beaches and iconic Milos places (like Kleftiko, Tsigrado etc). Food and drinks were amazing. Thanks so so much George and Minoas! We had an amazing day (perhaps THE best day we spent in Milos)”

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13.Sunset Sail from Traverse City with Food, Wine & Cocktails

★★★★★★★★★★5.0 · 226 reviews · 2 hours 30 minutes (approx.)

Sail Traverse City Bay aboard the Wind Dancer with local drinks, picnic fare, crew commentary, and sunset views in a relaxed 2.5-hour cruise.

“This was a unique experience and wonderful way to see TVC and the surrounding area. Our guides were friendly, engaging, knowledgeable, and made the evening so much fun.”

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14.Ben Tre Mekong Zig Zag: Scooter, Sailboat, and Food (Full day)

★★★★★★★★★★5.0 · 186 reviews · from $59

Explore Ben Tre by scooter, sailboat, and street food on a relaxed small-group Mekong Delta tour with local guides and lunch.

“Perfect guides, good weather ane very interesting program and also food is in the price and afternnon was great vitis the local market.”

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15.Sailing Tour + Food, Drinks, Swim & Sunset Option

★★★★★★★★★★4.8 · 185 reviews · 2 hours · from $55

Sail Barcelona’s coast on a small yacht with tapas, drinks, swimming, harbor views, and an optional sunset, all in a relaxed two-hour trip.

“Really sweet tourgides, the food was very good. Definitely worth you’re money”

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