Under sail · SAILING TOURS WITH LUNCH

15 Sailing Trips with Lunch Worth Flying For

81 sailing trips  ·  seats from $12 each

Paella at anchor, grilled fish in a Cretan cove, a barbecue on a catamaran deck. These 15 sails feed you properly, and each one says what is cooked and where the boat stops to eat it.

Lloret de Mar: Catamaran Sailing Cruise with BBQ and Drinks - The first hour, Costa Brava cliffs and coves
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Lloret de Mar: Catamaran Sailing Cruise with BBQ and Drinks

1.Lloret de Mar: Catamaran Sailing Cruise with BBQ and Drinks

★★★★★★★★★★4.5 · 3,812 reviews · 4 hours · from $59Top of the fleet

Board at Lloret de Mar’s beachside promenade for a four-hour Costa Brava cruise with swimming, snorkeling, a floating mattress, BBQ, and drinks. Morning departures suit families, while afternoon and Saturday celebration trips bring a stronger party mood. English, Spanish, and French support is available.

“Absolutely amazing unforgettable You cant go wrong with this purchase”

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Los Cabos Luxury Sailing, Snorkel and Lunch Cruise - The first coastal views and El Arco
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Los Cabos Luxury Sailing, Snorkel and Lunch Cruise

2.Los Cabos Luxury Sailing, Snorkel and Lunch Cruise

★★★★★★★★★★5.0 · 3,515 reviews · 4 hours (approx.) · from $149Best loved

Spend about four hours aboard a small luxury sailboat from San Jose del Cabo, with snacks, an open bar, snorkeling, paddleboards, and lunch. The route may include Santa Maria Bay, Chileno Bay, and El Arco. Crew members such as Cesar, Israel, Michelle, Joe, and Captain Poncho have earned warm praise for friendly service.

“The crew and sailing were fabulous as was the food. Pictures and whale spottings were great. Snorkeling was disappointing and we could not get on the beach where we anchored!! Ugg!”

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Premium Morning Snorkel Sail with Champagne Brunch - Breakfast with mimosas sets the pace
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Premium Morning Snorkel Sail with Champagne Brunch

3.Premium Morning Snorkel Sail with Champagne Brunch

★★★★★★★★★★4.5 · 2,036 reviews · from $85

Spend four hours sailing from Pelican Pier with breakfast, mimosas, lunch, an open bar, and three snorkeling stops. You can swim with tropical fish, look for sea turtles and a shipwreck, or try the third-lung air system. The crew, including captains and mates such as Johnny and Andy, keeps the mood lively and safety focused.

“The crew was LITT!! Very professional and super fun!! Looking forward to go for great vibes BOOK THEM”

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Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch - From Adamas to Sarakiniko’s white rock
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Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch

4.Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch

★★★★★★★★★★4.9 · 1,646 reviews · 10 hours · from $147

Spend 10 hours circling Milos and visiting Polyaigos, with swim stops at Gerakas and Kleftiko, snorkel gear, lunch, snacks, and drinks included. Guides such as Dora, Niki, and Alexandra share island stories, while the crew adjusts the route when wind makes the northern coast rough.

“Best trip we have ever been on! The boat was amazing, the food was amazing (we were fed fresh yummy food multiple times and there was unlimited drinks). Our tour guide Dora was amazing, very friendly and knowledgeable about the tour stops. She made the tour great! Couldn’t recommend enough, she even taught us traditional Greek dances - amazing vibes and very fun. The tour stops were amazing, 3 amazing places to swim. Kleftiko is a must visit, swimming into the caves is a highlight! - 10/10 would recommend, worth the money!”

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Santorini: Sailing Catamaran Cruise with BBQ and Drinks - A catamaran built for sun, shade, and easy movement
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Santorini: Sailing Catamaran Cruise with BBQ and Drinks

5.Santorini: Sailing Catamaran Cruise with BBQ and Drinks

★★★★★★★★★★4.7 · 1,452 reviews · 5 hours · from $117

You’ll cruise Santorini aboard a luxury catamaran with an English or Greek-speaking crew, stopping at Red Beach, Mesa Pigadia, Palea Kameni, and the hot springs. Expect three swim stops, snorkeling gear, towels, a BBQ, wine, soft drinks, and sunset views. Maria, Neta, and Liz are among the crew members praised for warm, attentive service.

“This was excellent!!!! We wished there was an all day option. The crew on board, our driver, the people answering all my crazy questions on WhatsApp, were fantastic. They were even able accommodate a vegan diet which we were so thankful for as well. This is a top notch company and it shows. For anyone visiting Santorini looking for a great cruise look no further.”

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Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Dia Island is best enjoyed from the water
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Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

6.Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

★★★★★★★★★★4.8 · 1,405 reviews · 1 hour - 390 minutes · from $35Lowest fare aboard

Choose a shared half-day sail to Dia Island, a private yacht trip, or a one-hour coastal cruise from Heraklion. The Dia route includes lunch, unlimited water, soft drinks and local wine, plus snorkeling, paddleboards, and optional fishing. Crew members may include Stavroula, Dennis, Mido, or Miso.

“A very choppy crossing to the island. Very well handled by the skipper though The boat was comfortable and safety was well looked after Food was very good. Would have been nice to have beer as an option perhaps Time went very quickly”

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Luxury Catamaran sailing with welcome Drinks Tapas Max10-12Person - Sailing along Palma’s coast
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Luxury Catamaran sailing with welcome Drinks Tapas Max10-12Person

7.Luxury Catamaran sailing with welcome Drinks Tapas Max10-12Person

★★★★★★★★★★5.0 · 1,339 reviews · 4 hours (approx.) · from $119

Join Sail Palma for a four-hour catamaran trip from La Lonja Marina with a maximum of 10 to 12 people. Expect fresh tapas, a welcome drink, music, coastal views, and time to swim, snorkel, or paddleboard. The crew may include hosts such as Isaac, Linda, Stefan, Federico, or Valentina, depending on the departure.

“We had a great time...beautiful scenery and 2 opportunities to have some swim time. Our crew of Isaac and Rosie were amazing. Friendly and attentive..anything we needed or wanted was taken care of. We would highly recommend this tour.”

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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks - Leaving Ammoudi or Athinios for the caldera
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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

8.Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

★★★★★★★★★★4.5 · 1,105 reviews · 5 hours (approx.) · from $95

Spend about five hours sailing from Ammoudi or Athinios, with hotel pickup, swims near the volcano, Red Beach and White Beach, plus a BBQ buffet, Santorinian wine, soft drinks and music. The later departure may include sunset views toward Oia. Expect a lively boat with up to 55 passengers, shade, restrooms and snorkeling gear.

“Not sure this was the right trip for us. Didn't know was a party catamaran. However the company running this do have a more semi private opinion The BBQ was very good, actually enjoyed it and the crew was very good too Just the experience was not enough. A bit more could have been better The snorkeling equipment was not clean”

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Barcelona: Unique Sunset Sailing Tour with Tapas & Open Bar - What the two-hour trip feels like
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Barcelona: Unique Sunset Sailing Tour with Tapas & Open Bar

9.Barcelona: Unique Sunset Sailing Tour with Tapas & Open Bar

★★★★★★★★★★4.7 · 959 reviews · 2 hours · from $66

Set sail from Port Olimpic on a 12-meter yacht for two hours of Barcelona coastline views, sunset light, Spanish tapas, and an open bar with cava, wine, beer, sangria, and soft drinks. Your skipper may include basic sailing, local sights, or even music, making this a good fit for couples, friends, solo visitors, and photographers.

“Wow!!! What a fab trip we had. Stunning weather, great company & our captain was so lovely & friendly. Food & drink was such a lovely touch too. Would highly recommend & definitely do again & again 😀”

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Adamas: Kleftiko Sailing Day Trip with Snorkeling and Lunch - Leaving Adamas and passing the fishing villages
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Adamas: Kleftiko Sailing Day Trip with Snorkeling and Lunch

10.Adamas: Kleftiko Sailing Day Trip with Snorkeling and Lunch

★★★★★★★★★★4.8 · 713 reviews · 8 hours · from $170

Spend eight hours sailing west from Adamas with Excellent Yachting, stopping at Kalogries, Kleftiko, and Agios Dimitrios. The crew provides snorkeling gear, underwater photos, a RIB cave tour, breakfast snacks, Greek lunch, and drinks. Captains such as Giannis and guides including Christos, Dionysis, and the two Georges add island stories and plenty of good humor.

“Great value for money and the guides are full of laughs. Great day great company, I would highly recommend”

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Key West Sunset Sail: Dolphin Watching, Wine, and Tapas - Passing Mallory Square and Key West landmarks
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Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

11.Key West Sunset Sail: Dolphin Watching, Wine, and Tapas

★★★★★★★★★★4.5 · 699 reviews · 2 hours 30 minutes (approx.) · from $89

Set out from Key West’s Historic Seaport for a 2.5-hour catamaran cruise past Mallory Square, Fort Zachary Taylor, and Sunset Key. The crew, including captains such as Daniel and hosts such as Jordan or Gracie, serves wine, champagne, beer, soda, and small bites. Dolphins are possible, not promised.

“Wonderful experience, excellent hors d’oevres, drinks, beautiful sunset, well worth the price - would have liked to be under sail instead of engine for the trip”

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Half-Day Snorkel Sail Tour with Caribbean Lunch - Catalina Bay gives beginners an easy start
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Half-Day Snorkel Sail Tour with Caribbean Lunch

12.Half-Day Snorkel Sail Tour with Caribbean Lunch

★★★★★★★★★★5.0 · 693 reviews · from $107

Sail from Piet’s Pier Bar on a spacious Red Sail catamaran for three Aruba snorkel stops, including Catalina Bay, Malmok Reef, and the SS Antilla wreck. You get instruction, gear, snacks, a Caribbean buffet, and an open bar. Captains and crew such as Dion, Richard, Liz, and Junior keep the trip social and safety-minded.

“Awesome crew, great service. Enjoyed the snorkeling stops and the gear was very good quality. Great food and drink as well. Would highly recommend this tour company!”

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Full-Day Whitsunday Sail and Snorkel Adventure with Lunch - Snorkeling, Banana Boats, and Beach Time
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Full-Day Whitsunday Sail and Snorkel Adventure with Lunch

13.Full-Day Whitsunday Sail and Snorkel Adventure with Lunch

★★★★★★★★★★5.0 · 653 reviews · from $142

Join Red Cat Adventures aboard Tongarra for a full day from Airlie Beach to Langford Island. Snorkel with provided gear and stinger suits, enjoy lunch and snacks, try a banana boat ride, walk the beach, and return at sunset. Guides such as Nat, Cooper, Charlotte, Jarrod, and Patrick may lead the day, depending on the departure.

“Long sail time, for the amount of snorkel time, great food very nice and help full staff. Use plenty o f sunscreen.”

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Ko Olina Catamaran Sail and Snorkel with Lunch - Sailing along Oahu’s west coast
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Ko Olina Catamaran Sail and Snorkel with Lunch

14.Ko Olina Catamaran Sail and Snorkel with Lunch

★★★★★★★★★★5.0 · 630 reviews · 3 hours (approx.) · from $195

Set out from Ko Olina Marina on a 53-foot catamaran for a three-hour sail, reef snorkeling, lunch, and drinks. Crew members such as Captain Todd, Matt, and Kai are known for attentive help in the water and on deck. You may spot spinner dolphins, sea turtles, whales, and tropical fish. Waikiki pickup is available as an upgrade.

“The experience was great. The family really enjoyed it. We saw lots of species of tropical fish. Make sure you grab food for the fish.”

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Mykonos Sail Cruise to Rhenia, Guided Tour of Delos, Lunch&Drinks - Rhenia: clear water, a golden beach, and a yacht ladder
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Mykonos Sail Cruise to Rhenia, Guided Tour of Delos, Lunch&Drinks

15.Mykonos Sail Cruise to Rhenia, Guided Tour of Delos, Lunch&Drinks

★★★★★★★★★★4.5 · 608 reviews · 6 hours (approx.) · from $145

Spend about six hours sailing from Mykonos to Rhenia and Delos. Swim from the yacht in clear Aegean water, use the free snorkel gear, eat lunch with wine and soft drinks, then tour Delos with a licensed English-speaking guide. The group can reach 35 people, though yacht size and numbers vary.

“Thld was the highlight of our trip--swimming in the Mediterranean Sea with my son. The crew of Chris, Thanos and The Captain (I don't want to butcher his name) was incredibly hospitable with our 3 yr old. The only very minor complaint was the extended 2 hrs stay on Delos given the heat, but that's just Greece. The whine was minor, and my child just hung at the boat. Hopefully you are as lucky as us and we were with 2 other amazing families that we really enjoyed sharing the boat with......the other boat looked miserable based on the demanding and rude guests at check-in (lol & dodged that boat).…”

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