Sailing Yacht Charters Around the World: Our 15 Picks

Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks

1.Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks

★★★★★★★★★★5.0 · 1,109 reviews · 2 hours (approx.) · from $61Our pick

Sail Lisbon’s Tagus River at sunset on a spacious 50-foot yacht, with two drinks, Portuguese cheese, historic sights, and a friendly crew.

“It was a fun and relaxing journey up and down the river. The Captain was very informative and Very fun. His first mate was very nice too. ☺️. We were a little late getting to boat because of traffic and they even waited for us.”

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Lisbon Sailing Tour on a Luxury Sailing Yacht with 2 Drinks

2.Lisbon Sailing Tour on a Luxury Sailing Yacht with 2 Drinks

★★★★★★★★★★5.0 · 703 reviews · 2 hours (approx.) · from $46Best value

Review of Lisbon’s 2-hour luxury yacht cruise, with Belem sights, two drinks, Portuguese snacks, small groups, price, and booking tips.

“It was a lot of fun, and it was great to see Lisbon from a different perspective. Our hosts, Jose and Cris, were so much fun and very entertaining. They made sure we had plenty of wine and fun. Thank you for a great time.”

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Luxury Yacht Cruises, Luxury Yacht Cruises in Portugal, Portugal Yacht Cruises, Sailing Yacht Charters, Sailing Yacht Charters in Portugal, Sunset Yacht Cruises, Sunset Yacht Cruises in Portugal, Tour Reviews, Vilamoura Yacht Cruises, Yacht Cruises

Sunset on a Luxury Sailing Yacht from Vilamoura (Max 12 Guests)

3.Sunset on a Luxury Sailing Yacht from Vilamoura (Max 12 Guests)

★★★★★★★★★★5.0 · 383 reviews · 2 hours 30 minutes (approx.) · from $60

Review of Vilamoura’s small-group sunset sail, with cliffs, snacks, drinks, music, swimming, practical tips, and honest value advice.

“Was a great experience and both crew members were lovely and chatted away and made the experience even better. They pointed out sights along the way and even gave us information on Portugal's history. They also asked us about ourselves and made the full experience really enjoyable. Would definitely come again simply for the crew”

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Cabo San Lucas Yacht Cruises, Dining Experiences, Dinner Yacht Cruises, Luxury Yacht Cruises, Luxury Yacht Cruises in Cabo San Lucas, Luxury Yacht Cruises in Mexico, Mexico Yacht Cruises, Sailing Yacht Charters, Tour Reviews, Yacht Cruises

Cabo San Lucas Luxury Sailing Yacht and Dinner with a Chef

4.Cabo San Lucas Luxury Sailing Yacht and Dinner with a Chef

★★★★★★★★★★4.5 · 290 reviews · 3 hours (approx.) · from $199

Cabo sunset yacht cruise with dinner, premium drinks, Arch views, and practical advice on food, crowd size, comfort, and value.

“Crew was amazing, food was excellent! Would recommend 10/10. Attentive to drink orders and the ship was clean!”

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Greece Yacht Cruises, Lunch Experiences, Sailing Yacht Charters, Sailing Yacht Charters in Greece, Tour Reviews, Yacht Cruises, Yacht Cruises with Lunch and BBQ, Yacht Cruises with Lunch in Greece

Day sailing Skiathos Skopelos with lunch on Rainbow yacht

5.Day sailing Skiathos Skopelos with lunch on Rainbow yacht

★★★★★★★★★★5.0 · 262 reviews · 7 hours (approx.) · from $163

Sail from Skiathos to Skopelos on Rainbow yacht with swim stops, Greek food cooked onboard, drinks, and relaxed island views.

“We had an amazing day on the rainbow yacht. Lots of stops for swimming and snorkelling, the food was great and we were given plenty of drinks. The hosts were lovely and welcoming. Highly recommend!”

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Algarve Yacht Cruises, Luxury Yacht Cruises, Luxury Yacht Cruises in Portugal, Portugal Yacht Cruises, Sailing Yacht Charters, Sailing Yacht Charters in Portugal, Sunset Yacht Cruises, Sunset Yacht Cruises in Portugal, Tour Reviews, Tours, Yacht Cruises

From Vilamoura: Sunset Tour on a Luxury Sailing Yacht

6.Sunset Tour on a Luxury Sailing Yacht

★★★★★★★★★★4.7 · 249 reviews · 2.5 hours · from $58

Review of Vilamoura’s 2.5-hour sunset yacht cruise, with Falésia cliffs, welcome drinks, snacks, swimming, and practical booking tips.

“From the beginning we were welcomed aboard. They ask to take your shoes off whilst on board. The crew were friendly and everything was explained, we were well informed. We left and the whole experience was relaxing and updated with knowledge of the local area. It’s not too many people, room for everyone. We enjoyed our snack and drink. We got good photos. We loved this experience.”

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Mallorca Yacht Cruises, Sailing Yacht Charters, Sailing Yacht Charters in Spain, Spain Yacht Cruises, Tour Reviews, Tours, Wine Tours, Yacht Cruises

Alcudia: Sailing Yacht Excursion with Wine & Tapas

7.Alcudia: Sailing Yacht Excursion with Wine & Tapas

★★★★★★★★★★4.4 · 236 reviews · 4 hours · from $147

Review of Alcudia’s four-hour yacht trip to Cap de Formentor, with homemade tapas, wine, snorkeling, SUP, and hands-on sailing.

“Es war das perfekte Geburtstagsgeschenk für meinen Mann. Die Zeit war rundum gelungen. Vielen Dank an dieser Stelle an Jörn, dessen Art als Guide und Käpten den Tag zu einem tollen Erlebnis für uns gemacht hat :)”

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Private Yacht Charters, Sailing Yacht Charters, Thailand Yacht Cruises, Tour Reviews, Yacht Cruises

Private Sailing Yacht Charter by Independence from Koh Samui

8.Private Sailing Yacht Charter by Independence from Koh Samui

★★★★★★★★★★5.0 · 215 reviews

Review of Independence yacht charter from Koh Samui, with private sailing, food, drinks, swimming, snorkeling, and Ang Thong options.

“Our family had an amazing day on the Independence boat. The owner (Luca) and his crew were so thoughtful and kind. The morning calm water so beautiful. We enjoyed spending time on the beach and snorkelling. The food prepared for us was out of this world tasty! The delightful Prosecco made my day. We HIGHLY recommend this adventure!”

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Cabo San Lucas Yacht Cruises, Mexico Yacht Cruises, Sailing Yacht Charters, Tour Reviews, Tours, Yacht Cruises

Private Sailboat tour in Cabo San Lucas with Papillon Yachts

9.Private Sailboat tour in Cabo San Lucas with Papillon Yachts

★★★★★★★★★★5.0 · 198 reviews · 3 hours (approx.)

Review of Papillon Yachts’ private Cabo sailboat tour, with Arch views, snorkeling, open bar, snacks, transport, and practical booking advice.

“Really nice experience! My whole family love it! Thanks for all the crew! Will refer to friends definitely!”

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Greece Yacht Cruises, Rhodes Yacht Cruises, Sailing Yacht Charters, Sailing Yacht Charters in Greece, Tour Reviews, Yacht Cruises

Day Cruise by a Sailing Yacht to the most beautiful bays or Rhodes (Small Group)

10.Day Cruise by a Sailing Yacht to the most beautiful bays or Rhodes (Small Group)

★★★★★★★★★★5.0 · 197 reviews · 6 hours (approx.) · from $120

Cruise Rhodes by small sailing yacht to Anthony Quinn, Traganou, and Ladiko bays, with swimming, Greek food, drinks, and hotel pickup options.

“We had a WONDERFUL day in Rhodes on a sailing yacht under the command of Captain Dimitri and First Mate Despina. They made us feel welcome, took us to three beautiful swimming coves, and treated us like royalty. The highlight was when our group floated in a beautiful little cove with Greek bazoukia music playing in the background, followed by a delicious lunch of pastischio, Greek salad, and birras! We were on a seven day cruise to the Greek islands and all 10 of agreed our day with Captain Dimitri and Despina was the highlight of the week. Efharisto Para Poli!”

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Croatia Yacht Cruises, Hvar Yacht Cruises, Island Hopping Yacht Trips, Island Hopping Yacht Trips in Croatia, Sailing Yacht Charters, Sailing Yacht Charters in Croatia, Tour Reviews, Yacht Cruises

Half Day Sailing on a comfort yacht around Hvar and Pakleni islands- small group

11.Half Day Sailing on a comfort yacht around Hvar and Pakleni islands- small group

★★★★★★★★★★4.5 · 194 reviews · 4 hours (approx.) · from $90

Review of Hvar’s half-day sailing trip to the Pakleni Islands, with small groups, two swim stops, practical tips, price, and honest drawbacks.

“This was a fantastic experience. The crew were extremely friendly and knowledgeable. They gave us loads of realty interesting information about sailing and Croatia, and gave us some really fun sailing. It helped that it was a breezy day so we got some exciting sailing done, whilst feeling safe in their hands at all times. We stopped in a gorgeous couple of spots for a bit of swimming/snorkelling. Thoroughly recommended !”

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1-Day Tours, Bay and Coastal Yacht Cruises, Greece Yacht Cruises, Lunch Experiences, Sailing Yacht Charters, Sailing Yacht Charters in Greece, Tour Reviews, Yacht Cruises, Yacht Cruises with Lunch and BBQ, Yacht Cruises with Lunch in Greece

From Skiathos Marina: Yacht Sailing Day Trip with Lunch

12.From Skiathos Marina: Yacht Sailing Day Trip with Lunch

★★★★★★★★★★4.8 · 180 reviews · 8 hours · from $175

Review of Skiathos yacht sailing day trip with lunch, swimming, snorkeling, SUP, Greek food, and small-group sailing to Skopelos.

“Brilliant day - great guides, beautiful locations, wonderful swimming spots. Food and drink provided was fantastic, would highly recommend to anyone visiting Skiathos, well worth the money! Thank you! 😊”

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France Yacht Cruises, Sailing Yacht Charters, Tour Reviews, Yacht Cruises, Yacht Cruises with an Open Bar

Yacht Me Up – Private All-Inclusive Cannes Sailing Fever

13.Yacht Me Up – Private All-Inclusive Cannes Sailing Fever

★★★★★★★★★★5.0 · 175 reviews · 3 hours 30 minutes (approx.)

Review of Yacht Me Up’s private Cannes sailing cruise, with snorkeling, SeaBob, food, fireworks, pricing, itinerary, and practical booking tips.

“We had an Amazing time at the Yacht. Mr Brice and his companion were the most hospitable person we’ve ever met in Europe. They will make you feel like it’s your boat. He is a true captain. It’s a must do activity if you are travelling in the south of France. The fireworks were so mesmerizing. Mr Brice is a wonderful person, he made us feel quite comfortable at the Yacht. The 3 hours journey is something one will never forget. I am definitely going to recommend my friends travelling to Cannes. Thank you once again Mr Brice you were a great host.”

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Historical Tours, Sailing Yacht Charters, Sailing Yacht Charters in the USA, Tour Reviews, USA Yacht Cruises, Yacht Cruises

Sailing on Historic Schooner Yacht in Salem, MA

14.Sailing on Historic Schooner Yacht in Salem, MA

★★★★★★★★★★5.0 · 172 reviews · 2 hours (approx.)

Sail Salem Sound aboard a classic schooner, help raise the sails, see Marblehead and islands, and enjoy a relaxed two-hour coastal outing.

“My fiancé and I had such a wonderful time. Everything was perfect. The entire crew were absolutely wonderful. They were so informative, friendly, and made the experience a very memorable one. The schooner was very well taken care of. They provided non alcoholic beverages and also had a bar available as well. They made us feel right at home. Would highly recommend!”

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2-Hour Experiences, Lisbon Yacht Cruises, Luxury Yacht Cruises, Luxury Yacht Cruises in Portugal, Portugal Yacht Cruises, Sailing Yacht Charters, Sailing Yacht Charters in Portugal, Sunset Yacht Cruises, Sunset Yacht Cruises in Portugal, Tour Reviews, Tours, Yacht Cruises

Lisbon: 2-Hour Sunset Sailing Tour on Luxury Sailing Yacht

15.2-Hour Sunset Sailing Tour on Luxury Sailing Yacht

★★★★★★★★★★4.9 · 171 reviews · 2 hours · from $70

Review of Lisbon’s 2-hour sunset yacht cruise, with Belém Tower, Alfama, sparkling wine, practical tips, value, and booking advice.

“We had a lovely tour with Pedro and Monica! They are very friendly and have a lot of knowledge about the city, history and surroundings which they shared with a smile on their face! Its a nice way to explore the city from a different perspective. Although the sun was not shining, we had a nice afternoon!”

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