REVIEWS · SAILING TRIPS

Top 15 Sailing Trips

18 tours  ·  from $45 a head

Good sailing trips fill up weeks ahead and the great ones go first. Below: the 15 to book early, what each includes and how they differ.

Fuerteventura: Magic Catamaran Trip with Food and Drinks - Watching for Dolphins and Pilot Whales
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Fuerteventura: Magic Catamaran Trip with Food and Drinks

1.Fuerteventura: Magic Catamaran Trip with Food and Drinks

★★★★★★★★★★4.5 · 1,504 reviews · 4 hours · from $91Our pick

Set out from Morro Jable aboard the 23-meter Magic Select for dolphin and whale watching, a swim off Jandía, Mozarabic chicken with rice and vegetables, and an open bar. Expect music, friendly multilingual crew, and a lively group atmosphere, with pickup from selected resorts.

“pirates were amazing. totally kept our attention. food wasn't great but maybe suited everyone”

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Whale watching and listening Eco-Catamaran Tour with Food Tasting - What the catamaran ride feels like
Cruises & Boat Tours, Food Tours Around the World, Food Tours in Spain, Food Tours in Tenerife, Sailing, Tour Reviews, Tours, Whale Watching

Whale watching and listening Eco-Catamaran Tour with Food Tasting

2.Whale watching and listening Eco-Catamaran Tour with Food Tasting

★★★★★★★★★★5.0 · 1,447 reviews · 3 hours (approx.) · from $48Top rated

From Puerto Colón, sail Tenerife’s south coast with a multilingual crew, including captains Angel and Victor. Look for pilot whales and dolphins, listen to them underwater, then stop for swimming. Sandwiches and unlimited drinks are included, but bring your own snorkel gear.

“Great boat trip saw whales,flying fish and had dolphin swimming and playing at front of the boat.crew very friendly and full of knowledgeable information about the wildlife and island.would go on this again”

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Gran Canaria: Fun Catamaran Cruise with Food and Drinks - Cruising the southwest coast for one hour
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Gran Canaria: Fun Catamaran Cruise with Food and Drinks

3.Gran Canaria: Fun Catamaran Cruise with Food and Drinks

★★★★★★★★★★4.6 · 1,019 reviews · 4.5 hours · from $88

Spend 4.5 hours aboard Afrikat, cruising from Puerto Rico along Gran Canaria’s southwest coast. You’ll swim and snorkel in a sheltered bay, eat chicken wraps and pasta salad, and enjoy unlimited beer, sangria, soft drinks, juice, coffee, and water. Optional jet skis, parasailing, donut rides, and speedboat trips cost extra.

“Fantastic day from start to finish. Staff were superb and made sure we had everything we needed. The food and unlimited drink kept the family fuelled. The chance to do all the water activities made it such a fun day. Would highly recommend 😀👍”

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Gran Canaria: Catamaran Day Trip with Food and Drinks - The first stop is built for swimming and water sports
1-Day Tours, Cruises & Boat Tours, Food Tours Around the World, Food Tours in Spain, Sailing, Tour Reviews

Gran Canaria: Catamaran Day Trip with Food and Drinks

4.Gran Canaria: Catamaran Day Trip with Food and Drinks

★★★★★★★★★★4.8 · 845 reviews · 4.5 hours · from $97

Sail from Puerto Rico along Gran Canaria’s southwest coast on a spacious catamaran with a multilingual crew. You’ll stop to swim, snorkel, kayak, and paddleboard, then enjoy seasonal food and unlimited beer, sangria, soft drinks, and water. Morning trips include lunch, while afternoon trips feature tapas.

“Boat trip perfect. The welcome by staff was excellent and the crew were very helpful and kind. The food on the boat was good for the experience. I highly recommend the experience.”

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Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB - What Comes With the $44.99 Price
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Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

5.Oahu Catamaran Waikiki Sunset on 40 Foot Catamaran: Food and BYOB

★★★★★★★★★★5.0 · 836 reviews · 2 hours (approx.) · from $44Best value

Set sail from Honolulu at 5:15 pm for a two-hour sunset cruise on a 40-foot catamaran. Captain Krash, Carlos, or another friendly crew member may guide the trip, with pupus, music, Waikiki views, and BYOB drinks for adults 21 and older. Dogs Sushi and Mona may add to the fun.

“Great time. Captain Crash and Shannon made the sailing very comfortable. It was awesome seeing Waikiki and Diamond Head from the ocean during the sunset.”

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Full-Day Catamaran Cruise to Hvar & Pakleni Islands with Food and free Drinks - Hvar gives you two hours on land
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Full-Day Catamaran Cruise to Hvar & Pakleni Islands with Food and free Drinks

6.Full-Day Catamaran Cruise to Hvar & Pakleni Islands with Food and free Drinks

★★★★★★★★★★5.0 · 670 reviews · 10 hours (approx.) · from $119

Cruise from Split aboard the Summer Blues catamaran for three swim stops, a guided walk through Hvar, lunch, snacks, and unlimited beer, wine, soft drinks, water, and coffee. The day shifts from quiet sea time to a lively music and dance party on the return. Guides may include Mia, Manuela, or Jelena.

“Absolutely LOVED this. An early start but a great day chilling out on the boat, swimming, and dancing. They had pool noodles, and face masks for those that wanted, and the cree really tried to make it a great day for all. Totally recommend it.”

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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

7.Tenerife: Sailboat Tour Whale Watching Food and Snorkeling

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

Join Salvador, Rafa, or another Roulette Charters crew member for a three-hour sail from Puerto Colón. The 12-meter Roulette carries no more than 10 passengers, giving you room to watch pilot whales, dolphins, turtles, and seabirds, then swim, snorkel, and enjoy sandwiches, cake, and drinks.

“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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Whale watching and listening Eco-Catamaran Tour with Food Tasting - What the catamaran ride feels like
Cruises & Boat Tours, Food Tours Around the World, Food Tours in Spain, Food Tours in Tenerife, Sailing, Tour Reviews, Tours, Whale Watching

Whale Watching and Listening Eco Catamaran Tour with Food Tasting

8.Whale Watching and Listening Eco Catamaran Tour with Food Tasting

★★★★★★★★★★5.0 · 543 reviews · 5 hours (approx.) · from $71

Set out from Costa Adeje with White Tenerife for five hours of whale and dolphin watching, marine-life commentary, drinks, lunch, and a swim stop near Los Gigantes or Masca Bay. The crew may include Miguel, Carlos, Nacho, Diego, Maria, or Angel, and the boat carries up to 64 people.

“Great, experienced, humorous crew. Lots of whales AND dolphins seen in the wild. The crew was also strongly requested NOT to admire the animals in various water parks and to further support the suffering of these captive marine mammals with the entrance fee. We were very satisfied Danke, Gracias, Thank you🙏Auto-translated”

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Punta Cana: Saona Island Catamaran Tour with Food & Open Bar - The early road transfer from Punta Cana
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Punta Cana: Saona Island Catamaran Tour with Food & Open Bar

9.Punta Cana: Saona Island Catamaran Tour with Food & Open Bar

★★★★★★★★★★3.5 · 380 reviews · 8 hours · from $67

Spend a long day from Punta Cana on Saona Island, with hotel pickup, a speedboat or catamaran, a 30-minute stop at the Natural Swimming Pool, buffet lunch, and drinks. Guides speak six languages. Indiana Jones is one of the named hosts praised for his energy and warm welcome.

“The tour Guide was excellence and Saona Island is unbelievable.”

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From Puerto de Mogán: Sailboat Trip with Food and Drinks - What the four-hour route feels like
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From Puerto de Mogán: Sailboat Trip with Food and Drinks

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

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

Join Marek and Dagmara aboard a 49-foot sailing boat for four relaxed hours from Puerto de Mogán. You can help steer, watch the sails fill, stop to snorkel near a quiet beach, and enjoy a prepared lunch with soft drinks, beer, and wine. Pickup is available across southern Gran Canaria.

“Wonderful trip, something different from mass tourist experience. The 49 feet sailboat is beautiful, well maintained, very clean, and equipped appropriately. There’s not many experiences like cruising under full sails. The crew, Dagmara and Marek, were great. Real experts with charming personalities, sharing lot of knowledge with us. We were sailing near southern part of the island, with some majestic views of rocky cliffs and hidden villages, and we snorkeled in a quiet bay on our way back. As a bonus, nice lunch was waiting for us on board. One person had just his birthday, so we sang him a song, like proper sailors :) Overall, beautiful experience. Thank you!”

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Barcelona: Sailing Tour + Food, Drinks, Swim & Sunset Option - Sailing past the harbor and Barcelona’s beaches
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Barcelona: Sailing Tour + Food, Drinks, Swim & Sunset Option

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

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

Join a small group of up to 10 for a two-hour Barcelona sailing trip from Port Vela. Your English or Spanish speaking crew serves pinchos, cold cuts, and two drinks, then stops for a Mediterranean swim when conditions allow. Choose a daytime or sunset departure.

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

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Gran Canaria: Afternoon Catamaran Cruise with Food & Drink - Coastal views and the approach to Mogán
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Gran Canaria: Afternoon Catamaran Cruise with Food & Drink

12.Gran Canaria: Afternoon Catamaran Cruise with Food & Drink

★★★★★★★★★★4.6 · 139 reviews · 4.5 hours · from $91

Spend 4.5 hours aboard Afrikat from Puerto Rico, cruising Gran Canaria’s southwest coast toward Mogán. You’ll swim and snorkel in a clear bay, eat a chicken wrap and pasta salad, and enjoy unlimited beer, sangria, soft drinks, juice, coffee, and water. Optional jet skis, parasailing, donut rides, and a captain-led speedboat trip cost extra.

“This was hands down the BEST boat trip we have been on! we love a catamaran boat trip where ever we go on holiday and this did not disappoint! The Afrikat crew were all incredible from start to finish. The owner Potter is a laugh and a half and made the trip that extra special! The cocktails were AMAZING! My favourite was the screaming orgasim lol 🤣!! You could also do a variety of water sports and pay with your card or apple pay which was fab as I don't carry cash with me. We did the jet skis, speed boat and the donut rides and wow we were sore…”

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Milos: Full-Day Catamaran Cruise with Food and Open Bar - Meeting the Together catamaran in Adamantas
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Milos: Full-Day Catamaran Cruise with Food and Open Bar

13.Milos: Full-Day Catamaran Cruise with Food and Open Bar

★★★★★★★★★★4.8 · 102 reviews · 10 hours · from $281

Spend 10 hours aboard the catamaran Together with Odysseus A. Cruises, sailing from Adamantas around Milos and Poliegos. Swim at Kalogries, Kleftiko, Gerakas, and the Blue Lagoon, with onboard breakfast, lunch, fruit, coffee, and unlimited beer, wine, soft drinks, and water.

“The boat tour was fantastic! So many beautiful sites around the island. Captain George was very knowledgeable and and wonderful host. The food was good. The music playlist was great!”

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Barcelona: Coastline Sailing with Swim Toys w/ Food & Drinks - The first hour: Barcelona from the water
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Barcelona: Coastline Sailing with Swim Toys w/ Food & Drinks

14.Coastline Sailing with Swim Toys w/ Food & Drinks

★★★★★★★★★★4.9 · 60 reviews · from $81

Join a skipper at Marina Vela for a four-hour Barcelona sailing trip limited to nine people. You’ll cruise the waterfront, stop to swim, snorkel, and use paddleboards, then return with snacks and up to two drinks. Morning, afternoon, and sunset departures are available, with guides including Lucas and Martin.

“It was fun! We had a good time sailing, swimming and enjoyed the snacks”

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From can Pastilla : Sailing boat trip with Food & Drinks - Finding La Mejillonera at Can Pastilla
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From can Pastilla : Sailing boat trip with Food & Drinks

15.From can Pastilla : Sailing boat trip with Food & Drinks

★★★★★★★★★★4.9 · 42 reviews · 4 hours

Join a private four-hour sailing trip from Can Pastilla with a Spanish-speaking skipper such as Fran, Miguel, or Martin. Swim at Cala Blava, enjoy tapas and drinks at Cala Vella, and use the included snorkeling gear and paddleboard. The boat holds up to 12 people and has mattresses for sunbathing.

“Fran was incredible! We had the best time celebrating our friend’s birthday. He took great care of us and we really enjoyed the aperitif that he prepared. A total joy and a great way to celebrate a special occasion. Thank you Fran and Manuel for a lovely sailing trip.”

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