FOOD & DRINK

15 Food & Drink Sailings, Coast by Coast

58 sailings  ·  from $29 a head

This is the shortlist you would send a friend: 15 food & drink sailings worth the money, each with its price, its verdict from the people who sailed it, and the one thing to know before you commit.

Tenerife: Sailboat Tour Whale Watching Food and Snorkeling - Meeting the Roulette at Puerto Colón
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Tenerife: Sailboat Tour Whale Watching Food and Snorkeling

1.Sailboat Tour Whale Watching Food and Snorkeling

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

Join Roulette Charters at Puerto Colón for three hours aboard a 12-meter sailboat with Captain Salvador and a small crew. Look for pilot whales, dolphins, turtles, and seabirds, then swim and snorkel in a sheltered bay. Sandwiches, cake, snacks, and drinks are included, with space for only 10 participants.

“This trip was fantastic, the skipper and mate were incredibly helpful, knowledgeable and really went out of their way to make you feel welcome. we chose a smaller boat as we have watched dolphins on larger boats in other parts of the world bit the smaller boat made it worthwhile as we're able to get close to the dolphins and there were no other boats in the vicinity. we saw numerous dolphins invlcluding calves right alongside the vessel. despite other reviews I have read the food was fine for a 3hr trip ham and tomato on a good baguette and carrot cake which was more than adequate. Drinks were continually…”

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Barcelona Sailing Adventure and Small Group Winery Tasting Tour - Starting at Port Olimpic
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Barcelona Sailing Adventure and Small Group Winery Tasting Tour

2.Barcelona Sailing Adventure and Small Group Winery Tasting Tour

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

You’ll sail from Port Olimpic toward El Masnou, then visit a family-run Alella winery in a 14th-century house. Expect four local wines, Catalan food, vineyard and cellar time, and a return by luxury minibus. The sailing portion may come first or last, depending on weather and tour operations.

“This was so incredible. The wine tour staff was super friendly and knowledgable and we loved our boat captain! I'm so happy we woke up just in time because this experience was by far my favorite of the trip. Not to mention everyone else part of the group was excellent and friendly!”

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Private 40' Bali Catamaran – Drinks & Food Included - The Route: Marina to Mexican Caribbean Reef
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Private 40′ Bali Catamaran – Drinks & Food Included

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

★★★★★★★★★★5.0 · 348 reviews · 4 hours (approx.) · from $2,100 whole boat, up to 10Top rated

Spend four hours aboard a private 40-foot Bali catamaran from Puerto Aventuras. Your group of up to 10 gets snorkeling gear, a gourmet lunch, snacks, alcoholic drinks, and time on the Mexican Caribbean reef. Bring your own music for a personal soundtrack, and budget for the dock fee, service charge, and transport.

“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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San Diego Bay Sail Aboard a Vintage Yacht Beer and Wine Included - The Maritime Museum and Star of India
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San Diego Bay Sail Aboard a Vintage Yacht Beer and Wine Included

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

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

Join Captain Phillip aboard Liberty, a hand-restored reproduction of a 1904 sailboat, for a 2.5-hour evening cruise on San Diego Bay. The small group, usually limited to six people, keeps the outing personal. You can help with the sailing, watch for sea lions and dolphins, and enjoy beer, white wine, soft drinks, water, and light snacks.

“The boat is very nice but definitely just fits 6 plus Captain Philip. It does get chilly on the water as the sun is starting to set but we came prepared so we were quite comfortable. There was plenty of refreshments on the boat and everything was clean and shiny. I think the Captain knows a lot about the area and could share a lot of info about what you're seeing but he pretty much read his audience and did tell us about a lot of things and was very knowledgeable and always answered our questions but as we were girlfriends (plus my lucky husband) of close to 60 years…”

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Key West: Schooner Sunset Sail with Food & Drinks - Checking in behind Schooner Wharf Bar
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Key West: Schooner Sunset Sail with Food & Drinks

5.Schooner Sunset Sail with Food & Drinks

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

Sail for two hours aboard the America 2.0, a polished wooden schooner with teak decks and 3,600 square feet of canvas. Enjoy drinks and a personal hors d’oeuvres plate while the crew sails past Fort Zachary Taylor, Sand Key Reef, Mallory Square, and Sunset Pier. Captain Janet is a favorite on many departures.

“Friendly staff, clean boat, and overall great experience. Would recommend to anyone in the Key West area!”

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Key West Signature Sunset Sail with Live Music, Open Bar & Food - Live music, from gentle strings to a party mood
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Key West Signature Sunset Sail with Live Music, Open Bar & Food

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

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

Board the Sandie Cat at 201 William Street for a two-hour Key West sunset sail with live music, unlimited well drinks, beer, wine, champagne, and light appetizers. The three-deck catamaran offers broad sunset views, though the food is snack-sized and the mood can range from calm to lively. Captain Anna has earned praise for her friendly, confident handling of the boat.

“Great drinks and fun crew! We had a great time on the boat and enjoyed the music and the other guests.”

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Key West: Sunset Sailing Trip with Open Bar, Food and Music - The first hour: drinks, snacks, and open water
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Key West: Sunset Sailing Trip with Open Bar, Food and Music

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

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

Set sail from Key West’s historic seaport aboard the three-deck Sandie Cat. You’ll get two hours of sunset views, unlimited basic drinks, light appetizers, and live music, with time to dance or help raise the sails. Captain Matthew and the crew may even let you take a turn at the wheel for a photo.

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

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Morro Jable: Sailing Boat Excursion with Food and Drinks - Seeing Fuerteventura from the water
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Morro Jable: Sailing Boat Excursion with Food and Drinks

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

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

Sail from Morro Jable with a small group of up to eight people, led by hosts including Piotr and Captain Pedro. Expect coastal views, a swim and snorkel stop, a Canarian lunch, unlimited beer, wine, cava, champagne, and soft drinks, plus a chance to steer the yacht.

“We all really enjoyed the trip, 2 adults and 2 10-year-olds. Our captain was really easygoing and made us feel welcome and relaxed. On this occasion, we didn't get to see any dolphins, such is life, but we enjoyed the food and drinks, being on the sea and dropping anchor to swim near a lovely beach, and sailing back to see the island from a different perspective is fun. Also, the opportunity to sunbathe if that is your thing as well as the sea air and surf makes for an enjoyable and tiring day out.”

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From Puerto de Mogán: Sailboat Trip with Food and Drinks - Leaving Puerto de Mogán at 9:30
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From Puerto de Mogán: Sailboat Trip with Food and Drinks

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

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

Set sail from Puerto de Mogán for four relaxed hours with Marek and Dagmara. You can help steer, watch the sails fill, enjoy lunch with beer, wine, and soft drinks, then snorkel from a quiet southern beach. Hotel pickup is available across Gran Canaria’s main resort area.

“It was a wonderful experience,very well organized and very good food,,Aur guide of New Karolka (both,husband and wife) were amazing, from sailing to all the details about the area includind history of the place,they made aur trip a very pleasant and memorable experience. If you go to Canary Islands you have to take this trip! I was with my husband and friends,and we enjoyed every minute of the trip. Thank you!”

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Port : Sail, Sip & Savor : Douro Boat Tour With Wine Tasting - Leaving Marina da Afurada for the Arrábida Bridge
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Port : Sail, Sip & Savor : Douro Boat Tour With Wine Tasting

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

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

Sail from Marina da Afurada along the Douro with guides such as Inês, António, Sara, or Kukoo. Expect a relaxed two-hour cruise, port wine, snacks, Porto’s bridges, Ribeira, rabelo boats, and the Douro Estuary. The boat holds up to 10 people, making this a more personal choice than a large sightseeing cruise.

“Relaxing, informative, Great history lesson, liesurely fun, friendly, good port, easy and an adventure.”

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Barcelona: Sailing Cruise & Vineyard Tour with Wine Tasting - Starting at Port Olímpic
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Barcelona: Sailing Cruise & Vineyard Tour with Wine Tasting

11.Sailing Cruise & Vineyard Tour with Wine Tasting

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

Sail from Port Olímpic to Alella on a luxury sailboat with drinks and snacks, then visit Bouquet d’Alella for a guided vineyard walk, cellar tour, four organic wines, and Catalan bread, cheese, meat, and tomato brunch. Captains such as Roman and Raúl have helped make the sailing especially friendly, though rough seas can affect the ride.

“Favourite part of our trip. Thanks to Roman and the tour guide at the winery. Fun, informative and plenty of wine throughout. Book this activity! Handy tips for if you do book… The meeting point is a little bit confusing - it is run by a company called ABD and they will have a pop up gazebo in the port with ‘Get Your Guide’ on the side. If there are a lot of people on the tour they may flip the order of activities. The sailing is around 1hr45 and for us was relatively smooth. The bus back takes around only 20 mins. The food at the vineyard is excellent,…”

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Milos: Full-Day Sailboat Cruise with Food and Open Bar - Adamantas to the western coast
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Milos: Full-Day Sailboat Cruise with Food and Open Bar

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

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

Spend nine hours sailing from Adamantas around Milos, with stops at Kalogries, Kleftiko, Gerakas, Blue Bay, and Poliegos. You’ll swim, snorkel, eat breakfast and lunch, and enjoy beer, wine, soft drinks, and fruit. Captain George and crew members such as Minoas often lead the day, though routes and crew can change with weather.

“It was one of the best days of our trip! Minoas, George and Sam were fantastic!!! Highly recommend!”

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Sunset Sail from Traverse City with Food, Wine & Cocktails - What the picnic dinner really includes
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Sunset Sail from Traverse City with Food, Wine & Cocktails

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

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

Board the 63-foot Wind Dancer at 615 E Front St for a 2.5-hour sunset sail on Traverse Bay. Captain Nate, Captain Dan, and first mate Kate may share sailing stories and local history while you enjoy wine, beer, cider, cocktails, snacks, charcuterie, chips, and fudge. Vegetarian and gluten-free choices require advance notice.

“It most relaxing. It gives you a wonderful time to see the Traverse bay and enjoy good company and conversation. The crew is terrific, they give you service and friendship. The captain is very informative and the crew makes you feel at home. I will recommend this cruise to all my friends”

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Ben Tre Mekong Zig Zag: Scooter, Sailboat, and Food (Full day) - Riding through coconut gardens and village roads
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Ben Tre Mekong Zig Zag: Scooter, Sailboat, and Food (Full day)

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

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

Spend 6 to 7 relaxed hours exploring Ben Tre by scooter or tuk-tuk, with an experienced driver and local guide such as Chi or Mr Si. Visit village homes, coconut gardens, a market, and a quiet Mekong tributary. Lunch includes 4 to 5 fresh dishes, followed by hammock time, fruit drinks, street food, and a peaceful sailboat ride.

“Unforgettable experience! If you ever happen to visit Mekong Delta stay at Si's and Chung's house and use their co-operative, Mekong Zig Zag to tour around Mr Si was always quick on WhatsApp. He has arranged for a driver to meet us Read more”

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Barcelona: Sailing Tour + Food, Drinks, Swim & Sunset Option - Meeting at Port Vela by Barceloneta Beach
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Barcelona: Sailing Tour + Food, Drinks, Swim & Sunset Option

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

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

Meet your English- or Spanish-speaking host at Port Vela for a two-hour small-group sail with up to 10 people. Cruise Barcelona’s harbor and beaches, try pinchos and cold cuts, enjoy two wines, cava, or beers, and swim when sea conditions allow. Sunset departures add a beautiful end to the ride.

“Very friendly crew! Loved the swim and the food. Perfect way to meet other tourists”

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