Private Sailing Charters Worldwide: The 15 Best Boats to Book

Private Day Sailing Boat Charter - Leaving Kalkara and Entering the Grand Harbour

★★★★★★★★★★5.0 · 662 reviews · 8 hours 30 minutes (approx.) Our pick

Sail Malta’s Grand Harbour to Comino on a private yacht with swimming, snorkeling, paddleboards, secluded bays, and optional barbecue lunch.

“Great experience! We booked a discovery day for 3 (2 adults 1 kid). The boat was perfect so was the captain. It was a private cruise. We could customize our trip but also received good advice from the captain. The landscapes, lagoons, sailing experience were great. Wonderful attention was given to my kid who could sail and fish on the boat (asked for the latter at booking stage) BBQ on the boat was perfect, I recommend also the Maltese platter, delicious. Activities on the boat were as expected, swimming in turquoise water in the lagoons, paddle board, diving from the boat, etc. I have zero reason to NOT recommend this…”

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Los Gigantes Whale Watching Charter by Sail Boat

2.Los Gigantes Whale Watching Charter by Sail Boat

★★★★★★★★★★5.0 · 608 reviews · 3 hours (approx.) · from $90Best value

Sail from Los Gigantes for pilot whales, dolphins, cliffs, snorkeling, lunch, and drinks on a small-group Tenerife charter for up to 10.

“Amazing service from the start. Pick-up at our hotel, very nice boat and outstanding tour guides with great knowledge of all the marine life and surroundings.”

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Private Sailboat + Captain for a Day Experience

3.Private Sailboat + Captain for a Day Experience

★★★★★★★★★★5.0 · 582 reviews · 3 hours (approx.)

Review of Bacalar’s private 3-hour sailboat tour, with swimming, cenotes, kayaking, drinks, fruit, sailing lessons, and a flexible route.

“Perfect balance of sailing, swimming, sight seeing and education about the lagoon. Abraham and David were fantastic!”

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Barcelona Private Sailing with Open Bar & Snacks (max 9)

4.Barcelona Private Sailing with Open Bar & Snacks (max 9)

★★★★★★★★★★5.0 · 440 reviews · 1 to 10 hours (approx.)

Review of Barcelona private sailing for up to nine, with a skipper, drinks, snacks, skyline views, swimming, timing tips, and honest value advice.

“Daniel was very professional and accommodating. He had plenty of snacks and wine. He asked what we would like to do and made sure we were happy and satisfied.”

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Private sailing tour of Bacalar Lagoon

5.Private sailing tour of Bacalar Lagoon

★★★★★★★★★★5.0 · 403 reviews · 3 hours (approx.)

Review of Bacalar’s private three-hour sailing tour, with cenotes, Pirate Canal, Bird Island, swimming, fruit, drinks, price tips, and practical advice.

“It was a wonderful tour guided by Leo and Sas. The colors of the lagoon are impressive and the boat trip is pretty nice. Our hosts were kind, took us to the best spots and prepared a table of delicious fruits. I highly recommend the tour.”

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Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten

6.Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten

★★★★★★★★★★5.0 · 402 reviews

Review of a private St. Maarten catamaran charter with snorkeling, lunch, open bar, beach stops, and personal service for up to eight.

“We had a wonderful experience! Michael was very helpful! There was a issue with the catamaran needing work done, but Michael went the extra mile and got us set up with another catamaran. We had the best experience, delicious lunch, beautiful beaches and an authentic Painkiller!”

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Barcelona Private Sailing Tour with Drinks for Family and Friends

7.Barcelona Private Sailing Tour with Drinks for Family and Friends

★★★★★★★★★★5.0 · 389 reviews · 2 hours (approx.) · from $151

Review of Barcelona’s private two-hour sailing tour, with cava, snacks, swimming, water toys, city views, pricing, and practical booking tips.

“Great time, David was fantastic as our skipper and overall guide. Swimming in the main part of the sea was fun, albeit a little rough in open waters, but absolutely loved it.”

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Fort Lauderdale Sailing Charter

8.Fort Lauderdale Sailing Charter

★★★★★★★★★★5.0 · 387 reviews · 4 hours (approx.) · from $150

Review of Fort Lauderdale Sailing Charter with Captain Dan: private sailing, ocean views, swimming, local stories, and practical booking tips.

“This trip with Captain Dan was excellent! Unfortunately due to mother nature we couldn't head out to sea but Captain Dan is a true pro when it comes to sailing and we were very well looked after, and he took us all through the waterways of fort lauderdale and as near to the sea as possible. We saw many great sites and had a really chilled 4 hours on the boat. Would highly recommend this tour amd if we come back to fort lauderdale, we would definitely do this trip again in the hope we could get out to sea!🌊 thanks Captain Dan for a memorable trip.”

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Private Luxury Catamaran Yacht. Full or Half Day Charter – Sail, Beach, Snorkel.

9.Private Luxury Catamaran Yacht. Full or Half Day Charter – Sail, Beach, Snorkel.

★★★★★★★★★★5.0 · 386 reviews

Review of a private St. Thomas catamaran charter with snorkeling, beach time, drinks, water toys, and flexible island-hopping for up to 12.

“Such a relaxing and wonderful way to spend the day! Loved snorkeling in areas that we've never gone to. Honeymoon beach is our new favorite spot!”

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4-Hour Fort Lauderdale Sailing Charter

10.4-Hour Fort Lauderdale Sailing Charter

★★★★★★★★★★5.0 · 311 reviews · 4 hours (approx.) · from $148

Review the Fort Lauderdale Sailing Daffy charter, with mansion views, ocean sailing, hands-on lessons, onboard amenities, and practical tips.

“We booked this for a bachelorette party (5) and had a blast—even with choppy water out at sea and one of us getting seasick. Captain Charlie was a unique character but knew how to operate the sailboat with ease. He took amazing photos of our group in the canal and of the bride driving the boat, which became the perfect memory saver for the excursion. If you are sensitive to bolder personalities and don’t have a wide sense of humor, I would recommend a different experience.”

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Afternoon Luxury Catamaran Sailing and Charter Cruise from Bridgetown

11.Afternoon Luxury Catamaran Sailing and Charter Cruise from Bridgetown

★★★★★★★★★★5.0 · 269 reviews · from $175

Review of Calabaza’s Barbados sunset catamaran cruise, with turtle snorkeling, shipwrecks, premium drinks, canapes, pickup, and practical tips.

“There’s so much delicious food and drinks. The staff made sure your hand had a drink in. This was THE best experience.”

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Ibiza & Formentera Private Catamaran Full-Day Sailing Tour

12.Ibiza & Formentera Private Catamaran Full-Day Sailing Tour

★★★★★★★★★★5.0 · 242 reviews · 8 hours (approx.)

Review of Ibiza and Formentera’s private catamaran tour, with route details, price advice, lunch tips, swimming stops, and practical booking information.

“Realmente fue una mala experiencia sentimos que el costo versus el beneficio no se justifica una comida carísima que le recomendamos no pedir es preferible llevar la comida porque cobra €65 por una tabla de jamones que realmente no los vale”

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2 Hours Private Sailing Tour in Lisbon

13.2 Hours Private Sailing Tour in Lisbon

★★★★★★★★★★5.0 · 242 reviews · 2 hours (approx.)

Review of Lisbon’s private two-hour sailing tour, with Belém landmarks, Cristo Rei, drinks, pricing, timing, and practical booking advice.

“We had an unforgettable sunset sailboat ride in Lisbon! The views were stunning but what really made the experience stand out was the incredible staff. They were friendly, welcoming, and clearly passionate about what they do — they made us feel safe, relaxed, and completely taken care of the entire time. They answered all our questions, and even let our daughter get involved a bit. By the end of the trip, she was absolutely captivated — I think she may have found a new passion for sailing! It was peaceful, beautiful, and truly memorable. We’d recommend this experience to anyone visiting Lisbon.”

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Lisbon: Private Sailing City & Sunset Tour

14.Private Sailing City & Sunset Tour

★★★★★★★★★★5.0 · 238 reviews · 2 hours · from $106

Review of Lisbon’s private 2-hour sailing tour, with sunset views, wine, city history, 25 de Abril Bridge, Belém, Alfama, and practical tips.

“We booked this cruise same day and it was the best decision! Me and my 2 girlfriends had the most amazing time! Paolo was the best guide, funny, knowledgeable and kept the chilled white wine flowing! I highly recommend this private cruise! It kicked off our trip in Lisbon in the best way possible!”

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