Mediterranean · SAILING

Sailing Trips Around the Mediterranean: 15 to Book

94 tours  ·  from $12 a head

Engine off, sails up, and a skipper who knows where the wind drops. The 15 trips below range from a two-hour harbour sail to a full day under canvas, with prices and the real amount of sailing in each.

Malaga: Catamaran Sailing Trip with Sunset Option - Watching the sun fade behind the mountains
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Malaga: Catamaran Sailing Trip with Sunset Option

1.Malaga: Catamaran Sailing Trip with Sunset Option

★★★★★★★★★★4.4 · 8,613 reviews · 1 - 1.5 hours · from $16Our pick

Sail from Malaga for 1 to 1.5 hours on a spacious catamaran, watching the sun fade behind the mountains as the city lights appear. You can choose a cruise with or without a light show, and select the cava option for a drink onboard. English and Spanish speaking crew are provided. Live music runs on selected dates until mid-September.

“This was a lot of fun. Sitting on the nets was extra fun when the waves came in... totally worth doing this experience when you're here!”

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Valencia: Sailing Catamaran Cruise with Sunset Option and DJ - What you actually see from the water
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Valencia: Sailing Catamaran Cruise with Sunset Option and DJ

2.Valencia: Sailing Catamaran Cruise with Sunset Option and DJ

★★★★★★★★★★4.1 · 4,270 reviews · 1 hour - 90 minutes · from $17

Join Mundo Marino at Valencia’s port for a 1 to 1.5-hour catamaran ride along the Mediterranean coast. Choose a daytime trip or sunset sailing with a glass of cava. You’ll see the City of Arts, Miquelet, and Valencia’s skyline from the water. Selected seasonal Wednesday departures add a live DJ.

“This was great. I dont drink alcohol ao my Cava was easily submitted with Coke. it did get a little nippy but i should've brought a cardigan. Only thing to note is that the provider is entitled to change the boat without notice which means we werent on a Catamaran. It didnt impact my experience peroanally but it is something to be aware of.”

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Lloret de Mar: Catamaran Sailing Cruise with BBQ and Drinks - Choosing the right departure time
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Lloret de Mar: Catamaran Sailing Cruise with BBQ and Drinks

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

★★★★★★★★★★4.5 · 3,812 reviews · 4 hours · from $59

Sail from Lloret de Mar along the Costa Brava for four hours, passing cliffs, caves, beaches, and fishing villages before stopping to swim and snorkel. The crew serves a self-service BBQ with burgers, marinated chicken, pasta, salad, fruit, beer, sangria, soft drinks, and water. Choose a family morning, adult afternoon, or Saturday celebration departure.

“It was really good and recommended, it is more oriented to young people because you can enjoy more the party, so the perfect age is between 20-30”

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Heraklion: Dia Island Sailboat Cruise with Swimming and Meal - Three and a half hours in Dia’s protected waters
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Heraklion: Dia Island Sailboat Cruise with Swimming and Meal

4.Dia Island Sailboat Cruise with Swimming and Meal

★★★★★★★★★★4.8 · 2,579 reviews · 5.5 hours · from $95

Sail from Heraklion’s Old Venetian Harbour to Dia Island aboard a yacht limited to 14 people. Captain Petros and crew members such as Sofia, Giannis, Mariana, and Manos provide English guidance, water equipment, a Mediterranean meal, and unlimited drinks. Choose a morning swim or an afternoon cruise with golden sunset light.

“This was a top notch experience: I strongly recommend this sunset boat trip!”

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Barcelona Sailing Cruise - What the 75-minute cruise feels like
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Barcelona Sailing Cruise

5.Barcelona Sailing Cruise

★★★★★★★★★★4.4 · 2,230 reviews · 1h 15m · from $20

Meet at the City Sailing Barcelona ticket office for a 75-minute coastal cruise aboard a classic Turkish gulet. Choose the rooftop, interior lounge, or aft chill-out area, enjoy one Aperol Spritz, and use the onboard bar for extra drinks and snacks. English and Spanish hosts are available, though this is mainly a relaxed ride rather than a guided sightseeing tour.

“Really enjoyed this little trip. Nice way to see Barcelona from the sea. Enjoyed the spritz too. I got the small one included and paid €8 for another.”

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Barcelona: Midday or Sunset Sailing with Open Bar and Snacks - What the two-hour route feels like
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Barcelona: Midday or Sunset Sailing with Open Bar and Snacks

6.Barcelona: Midday or Sunset Sailing with Open Bar and Snacks

★★★★★★★★★★4.9 · 2,044 reviews · 2 hours · from $33

Sail from Marina Port Vell for two hours with a professional skipper and crew, an open bar, light snacks, music, and views of Barcelona from the Mediterranean. Choose a shared cruise for up to 10 people or a private charter. Sunset trips are especially appealing, while daytime departures allow swimming when conditions are good.

“We had such a good experience on this excursion. Would highly recommend and would do again. Had a gorgeous view of the Barcelona shoreline, great hosts, good snacks, and unlimited drinks. The perfect outing!”

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Malaga: Catamaran Sailing Cruise with Swimming & Optional DJ - What the 90-minute itinerary feels like
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Malaga: Catamaran Sailing Cruise with Swimming & Optional DJ

7.Malaga: Catamaran Sailing Cruise with Swimming & Optional DJ

★★★★★★★★★★4.2 · 2,022 reviews · 1.5 hours · from $23

Spend 90 minutes aboard Mundo Marino’s catamaran in Malaga Bay, taking in coastal views, drinks from the onboard bar, and a possible swimming stop. Choose the DJ option for music and dancing. Routes vary with the wind and weather, and the crew speaks Spanish and English. Arrive early for the best chance at a front net seat.

“Had an amazing time! Went as a group of 6 for our girls holiday, hosts were super lovely and the overall trip was fantastic. Drinks in board were fairly priced and the swimming (although kept to a small area for safety I presume) was super enjoyable. I would highly recommend this activity and it is incredible value for money. Would 100% recommend and book again!”

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Barcelona: Sunset Sailing Cruise with Live Music - Sunset, skyline, and the return toward port
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Barcelona: Sunset Sailing Cruise with Live Music

8.Barcelona: Sunset Sailing Cruise with Live Music

★★★★★★★★★★4.2 · 1,787 reviews · 1.5 hours · from $27

Spend 90 minutes on Barcelona’s Mediterranean coast aboard a classic wooden Turkish gulet. You’ll watch the skyline from the water, listen to live music, and buy drinks or snacks at the onboard bar. Performers vary, with past sailings featuring Gustavo, also called Gus, on guitar, harmonica, and vocals.

“The singer had fantastic voice, the sunset view was stunning and the overall vibe was very pleasant. The boat itself was cozy and the crew was welcoming. Great choice for romantic boat ride.”

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Cambrils: Costa Daurada Sail Catamaran Cruise - Choosing between one, three, and five hours
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Cambrils: Costa Daurada Sail Catamaran Cruise

9.Cambrils: Costa Daurada Sail Catamaran Cruise

★★★★★★★★★★4.4 · 1,765 reviews · 1 - 5 hours · from $12Best value

Join Creuers Costa Daurada at Cambrils port for a relaxed catamaran ride along the Costa Daurada. Choose a one-hour sail, a three-hour cruise with swimming and snorkeling, or a five-hour outing with a barbecue menu. Drinks include cava, beer, sangria, soft drinks, and water.

“Loved it! Organisation and staff were great. Food and drink well worth the money. Would have been nice to have had longer for swimming in the sea but understand the logistics with serving food then travelling back. Would highly recommend!”

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Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch - Leaving Adamas and passing Arkoudes
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Adamas: Milos & Polyaigos Full-Day Sailboat Tour with Lunch

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

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

Spend about 10 hours on a small-group cruise from Adamas, circling Milos and visiting Polyaigos, Gerakas, Kleftiko, Sykia, and Vani. You will swim, snorkel, eat pasta and salad, and hear island stories from guides such as Dora, Niki, and Alexandra. The boats carry up to 25 people, with routes adjusted for weather.

“This was an amazing experience! Milos is gorgeous in and of itself but Dora made the day extra fun! The music and food were both great and shout out to captain George! Dora had a fabulous assistant on board helping to serve us as well! The stops were amazing for swimming and sightseeing and Dora explained many things in a fun and interactive way. Definitely recommend if you want to fill up your day with fun and swims (and some jumps!)”

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Santorini: Sailing Catamaran Cruise with BBQ and Drinks - From Thera to Vlychada Port
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Santorini: Sailing Catamaran Cruise with BBQ and Drinks

11.Sailing Catamaran Cruise with BBQ and Drinks

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

Spend five hours aboard a luxury catamaran from Vlychada, with stops at Red Beach, Mesa Pigadia, Palea Kameni, and Santorini’s volcano. You’ll get hotel transport, snorkeling gear, towels, a BBQ, and drinks. Morning and sunset departures are available, with guides speaking English and Greek.

“The most amazing day and experience. The food was amazing Liz. The staff were exceptional would highly recommend.”

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Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch - Dia Island, a swimming stop with a quiet feel
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Heraklion: Sailboat Cruise to Dia Island with Drinks & Lunch

12.Sailboat Cruise to Dia Island with Drinks & Lunch

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

Sail from Heraklion to Dia Island on a shared yacht trip with lunch, local wine, soft drinks, snorkeling gear, paddleboards, and optional fishing. You get about four to six hours on the water, with crew such as Stavroula, Dennis, or Mido. Private and one-hour coastal options are also available.

“The activity was very well organised (10/10) as well as the pick up and drop off service.”

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Barcelona Helicopter, Sailboat & Old Town Private Walking Tour - The Gothic Quarter and Barcelona Cathedral
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Barcelona Helicopter, Sailboat & Old Town Private Walking Tour

13.Barcelona Helicopter, Sailboat & Old Town Private Walking Tour

★★★★★★★★★★5.0 · 1,395 reviews · 4 hours (approx.) · from $513Top rated

Start with a guided walk from Eixample through Passeig de Gràcia, Plaça de Catalunya, and the Gothic Quarter. Then reach the port, board a helicopter for a roughly 6 to 7 minute coastal flight, and finish with a public boat ride. Guides such as Jimena, Carlos, Han, and Mirko have led departures.

“Great experience!! I was lucky to have a nice group of people The tour guide explained everything very well and clearly Love it I’ll recommend it ERICK…..03/12/2024”

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Luxury Catamaran sailing with welcome Drinks Tapas Max10-12Person - Tapas, drinks, and the meaning of luxury
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Luxury Catamaran sailing with welcome Drinks Tapas Max10-12Person

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

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

Sail from La Lonja Marina in Palma aboard a catamaran limited to 10 to 12 people. Expect a welcome drink, homemade tapas, music, swimming, snorkeling, paddleboards, and time at anchor in a clear-water bay. Day trips last about four hours. Captain and host names vary, with Isaac, Christiane, Valentina, and others mentioned in recent trips.

“What an absolutely unforgettable catamaran trip! From start to finish, everything was perfect — the food was fresh, delicious, and beautifully prepared, the service was attentive and flawless, and the whole experience felt effortless thanks to the team. Special mention to our main contact, who was always so kind, friendly, and quick to help with every detail — truly above and beyond. And of course… we can’t forget the captain. Not only did he steer us smoothly across the waves, but let’s just say the view at the helm was just as appealing as the scenery around us. 😏⛵️ A perfect mix of luxury, fun, and a little flirtation with…”

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Valencia: Sailing Catamaran with Swimming & Optional DJ - Sunbathing on the catamaran’s nets
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Valencia: Sailing Catamaran with Swimming & Optional DJ

15.Valencia: Sailing Catamaran with Swimming & Optional DJ

★★★★★★★★★★4.2 · 1,310 reviews · 1h 30m · from $25

Cruise Valencia’s coast aboard a spacious catamaran, stretch out on the suspended nets, and stop for a swim in the sea. The 90-minute trip includes English and Spanish crew, with an optional DJ setting the mood. Drinks and food cost extra, and the meeting point depends on your booking option.

“This was a nice activity I did on my last day. The boat is very spacious so can hold many people and there are 6 beds outside to sunbathe. The guys on board seemed friendly and left you to do whatever you wanted. I had a beer on board which was nice and cold. Only wish we had more time! For the price it was definitely worth it.”

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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks - Red Beach by boat, with time to swim
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Sunset Sailing Catamaran Cruise in Santorini with BBQ and Drinks

17★ 4.5Sunset Sailing Catamaran Cruise in Santorini with BBQ and DrinksFrom $951,105 reviews

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