Around the world · SAILING YACHT CHARTERS

Sailing Yacht Charters Around the World: 15 to Book

89 charters  ·  from $41 a head

Sails up, engines off, and a day that moves at the speed of the wind. The 15 below range from a shared afternoon on a gulet to a crewed yacht for your own group, priced and clear about how much actual sailing happens.

Los Cabos Luxury Sailing, Snorkel and Lunch Cruise - Santa Maria Beach and Playa el Chileno
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Los Cabos Luxury Sailing, Snorkel and Lunch Cruise

1.Los Cabos Luxury Sailing, Snorkel and Lunch Cruise

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

Sail from San José del Cabo along the rugged coast toward Santa Maria or Chileno Bay, with snacks, an open bar, snorkeling, paddleboards, and lunch onboard. Guides such as Joe, Poncho, Cesar, and Israel have earned praise for attentive service. Expect a small group of up to 16 people.

“Great tour. Exceeded our expectations for everything. Quality of boat was great, snorkeling and sailing was great. Good exceeded our expectations and we got to see a lot of whales. Including 2 fully breach. Would 100% recommend”

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Isla Mujeres Luxury Sailing: Adults Only or Family Friendly - What the open bar really adds
Cancun Yacht Charters, Island Hopping Yacht Trips, Island Hopping Yacht Trips in Cancun, Island Hopping Yacht Trips in Mexico, Luxury Yacht Cruises, Luxury Yacht Cruises in Cancun, Luxury Yacht Cruises in Mexico, Mexico Yacht Charters, Sailing Yacht Charters, Tour Reviews

Isla Mujeres Luxury Sailing: Adults Only or Family Friendly

2.Isla Mujeres Luxury Sailing: Adults Only or Family Friendly

★★★★★★★★★★4.5 · 3,418 reviews · 5 hours 30 minutes (approx.) · from $129

Sail from Cancun to Isla Mujeres on a catamaran with hotel pickup, open bar, light lunch, snorkeling when conditions allow, and free island time. Choose a family-friendly or adults-only departure, but confirm the option carefully, since the adult-only policy has caused confusion for some bookings.

“Best trip ever. The entire booking process was easy. The catamaran was so much fun. The Island visit was spectacular! The captain and the crew were fun and tended to your safety while making aure you have a great time. Very organized 👌”

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Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer - Red Beach brings the first burst of color
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Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

3.Santorini Sunset Luxury Sailing Catamaran Cruise with BBQ, drinks, transfer

★★★★★★★★★★5.0 · 1,170 reviews · 5 hours (approx.) · from $133

Spend about five hours aboard a spacious catamaran with hotel pickup, swimming stops at Red and White beaches, volcanic hot springs, snorkeling, a freshly cooked Greek barbecue, and unlimited drinks. Choose the sunset sailing for sea views of Oia, with room for no more than 20 people.

“The trip was great! Good food, vine, beer and soft drinks. Nice and friendly staff. I wish the weather and water would be warmer, but hey its November...I highly recommend to take this tour. Especially sunset one.”

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Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks - Boarding the yacht in Belém
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Lisbon Sunset Sailing Tour on Luxury Sailing Yacht with 2 Drinks

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

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

Spend about two hours sailing from Belém on a 50-foot yacht with a captain and host. You’ll pass Belém Tower, the Discoveries Monument, Alfama, and the 25th of April Bridge while hearing stories in English and enjoying two drinks, Portuguese cheese, and chouriço.

“Great cruise. Tiago the guide was very knowledgeable and engaging. Would definitely recommend it. Viator ticket rent very clear which company we were sailing with but we figured it out.”

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Sliema: Gozo/Comino Blue Lagoon Gulet Cruise w/ Lunch+Drinks - Comino’s Blue Lagoon: beautiful, busy, and worth seeing
Bay and Coastal Yacht Cruises, Bay and Coastal Yacht Cruises in Malta, Lunch Experiences, Malta Yacht Charters, Sailing Yacht Charters, Sailing Yacht Charters in Malta, Tour Reviews, Yacht Charters

Sliema: Gozo/Comino Blue Lagoon Gulet Cruise w/ Lunch+Drinks

5.Sliema: Gozo/Comino Blue Lagoon Gulet Cruise w/ Lunch+Drinks

★★★★★★★★★★4.4 · 748 reviews · 7.5 hours · from $88

Sail from Sliema aboard the wooden Turkish gulet Fernandes for a full day around Malta, Comino, and Gozo. You’ll get two swim stops, a buffet lunch, snacks, and unlimited beer, wine, soft drinks, and water. Captain Brian may add local stories and lively music along the way.

“Great tour, not too much people, lovely boat and the lunch buffet was really nice and so was the snacks. Great staff and good value for money. Covers the important places. I bought the extra speedboat tour to the caves for €15 which was really worth it, so fun! Overall a really good tour, highly recommend!”

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Lisbon Sailing Tour on a Luxury Sailing Yacht with 2 Drinks - Belem Tower and the monuments of Portugal’s sea age
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Lisbon Sailing Tour on a Luxury Sailing Yacht with 2 Drinks

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

★★★★★★★★★★5.0 · 703 reviews · 2 hours (approx.) · from $46Cheapest seat

Join a two-hour Lisbon sailing trip from Belem aboard a comfortable 50-foot yacht. A captain and host guide you in English and other languages past Belem Tower, the Discoveries Monument, Alfama, and more, with two drinks and Portuguese cheese included.

“Our captain, Sebastian and his assistant were wonderful! My husband and I sailed with a family of four from France and had a lovely afternoon, despite the overcast weather. We had great conversation, interesting history and nice views. Sebastian is fluent in at least four languages, so he provided fantastic descriptions for everyone. The sailboat is large and very accommodating.”

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Private Day Sailing Boat Charter - Blue Lagoon, beautiful but busy
Malta Yacht Charters, Sailing Yacht Charters, Sailing Yacht Charters in Malta, Tour Reviews, Yacht Charters

Private Day Sailing Boat Charter

7.Private Day Sailing Boat Charter

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

Spend about 8.5 hours on a private sailing boat from Kalkara Marina with a skipper such as David, Terry, Nick, or Maurizio. Sail toward Comino, stop for swimming and snorkeling, use the paddleboards, and shape the day around calm bays, caves, and your preferred pace.

“James was a fantastic skipper and we all had a wonderful time. The snorkelling in the bay was fantastic and kids (11 and 2 1/2) were both fully entertained all day. The food, especially the swordfish, was beautifully cooked. Exceptional.”

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Kissamos: Balos & Gramvousa Luxury Catamaran Sailing Cruise - Leaving Kissamos with breakfast on board
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Kissamos: Balos & Gramvousa Luxury Catamaran Sailing Cruise

8.Balos & Gramvousa Luxury Catamaran Sailing Cruise

★★★★★★★★★★4.9 · 516 reviews · 7 - 8.5 hours · from $229

Sail from Kissamos to Balos Lagoon and Gramvousa Island aboard a modern catamaran for up to 22 people. Expect sunbeds, shaded lounges, SUPs, snorkeling gear, local food, an open bar, and attentive English-speaking crew such as Dimitri, Jessica, and Yiannis. Transfers are included from Georgioupoli to Kissamos.

“The guide Captain Janus and his crew were very good! They provided our group of 8 an awesome day with swimming in beautiful waters and walking on beautiful beaches. They prepared lots of snacks and food, and the beer and vino were great! I will receive this trip and this crew to my clients!”

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Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer - The volcano and Palea Kameni
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Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer

9.Santorini Luxury Sailing Catamaran Cruise with BBQ, Drinks and Transfer

★★★★★★★★★★4.5 · 422 reviews · 5 hours (approx.) · from $133

Cruise Santorini’s caldera aboard a catamaran for about five hours, stopping near the hot springs, White Beach, and Red Beach. Your crew serves a Greek barbecue with wine, beer, and soft drinks, while towels, snorkeling gear, and hotel transfers simplify the day. Routes can change with weather.

“We had a great day with sunset Oia! Pick up and drop off from the hotel was made so easy and straightforward. The bbq on the boat was nice and authentic. The staff were great and explained the history of every stop on the boat. Great day overall! Highly recommended.”

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Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten - Coffee, croissants, and the first coastal miles
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Private Full-Day Luxury Sailing Catamaran Charter in Sint Maarten

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

★★★★★★★★★★5.0 · 402 reviews

Spend seven hours aboard a private catamaran with Captain Mike and host Elmira. You’ll snorkel, swim, paddleboard, enjoy a charcoal BBQ lunch, and follow the coast toward Little Bay, Long Bay, and Tintamarre, with plans adjusted for weather.

“Captain Mike and Elmira were super friendly and informative when touring the island. Kids loved the snorkeling spots picked out and all of us devoured the delicious food! Would highly recommend red baron charters.”

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Fort Lauderdale Sailing Charter - The New River tour shows Fort Lauderdale from the water
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Fort Lauderdale Sailing Charter

11.Fort Lauderdale Sailing Charter

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

Captain Dan takes your private group from 937 Mandarin Isle through Fort Lauderdale’s New River, past grand homes and yachts, then toward the Atlantic. Bring your own food and drinks, learn basic sailing, swim if conditions allow, or simply relax aboard the Wind Pirate.

“Captain Dan is knowledgeable about local history of the water and real estate. The best investment of time for our week. You could not have a better host and hostess.”

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Sunset on a Luxury Sailing Yacht from Vilamoura (Max 12 Guests) - Falésia Beach from the water
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Sunset on a Luxury Sailing Yacht from Vilamoura (Max 12 Guests)

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

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

Set sail from Vilamoura for 2.5 hours along the Algarve coast. Your skipper points out Falésia Beach, a tiny sea-access beach, and a fishing village marking the change from sandy shore to rocky cliffs. Expect a welcome drink, Portuguese snacks, music, and a small group of up to 12 people.

“Perfect way to unwind after a long day of sightseeing. Lovely time, small group onboard and crew was very hospitable.”

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Private Luxury Sailing Cruise in Los Cabos with Lunch and Open Bar - El Arco and Land’s End from the water
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Private Luxury Sailing Cruise in Los Cabos with Lunch and Open Bar

13.Private Luxury Sailing Cruise in Los Cabos with Lunch and Open Bar

★★★★★★★★★★5.0 · 363 reviews · 4 hours (approx.)

Set sail from San Jose del Cabo on a private 4-hour cruise for up to 15 people. You’ll pass El Arco, swim and snorkel in a bay, use paddleboards, and enjoy seafood ceviche, pasta, appetizers, and an open bar. Crew members may include Roger, Pablo, Victor, or Miguel.

“Pablo and his crew were fantastic! Professional and fun to spend the day with. Food serviced was wonderful.”

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Port Douglas: Sunset Sailing Cruise on Luxury Catamaran - Sailing the Coral Sea with the Daintree in view
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Port Douglas: Sunset Sailing Cruise on Luxury Catamaran

14.Port Douglas: Sunset Sailing Cruise on Luxury Catamaran

★★★★★★★★★★4.6 · 342 reviews · 1h 30m · from $66

Board Sailaway’s luxury catamaran at 4:30pm for a smooth 90-minute sail from Port Douglas. You’ll receive a beer, wine, champagne, or soft drink, plus hot and cold canapés, while the crew takes you along the Coral Sea with views toward the Daintree Rainforest.

“The sunset cruise was excellent with great crew awesome food cold drinks and a location to die for. What more would you want. The boat was spotlessly clean. 10 out of 10.”

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Lanzarote: Luxury Sailing Excursions to Papagayo - Two hours in the Papagayo bay
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Lanzarote: Luxury Sailing Excursions to Papagayo

15.Lanzarote: Luxury Sailing Excursions to Papagayo

★★★★★★★★★★4.8 · 333 reviews · 4 hours · from $88

Sail from Puerto Calero to Papagayo on a four-hour Catlanza catamaran trip. You get two hours in a sheltered bay for swimming, snorkeling, kayaking, paddleboarding, and a slide, plus hot pasta, salad, bread, Canarian potatoes, and included drinks. Yoga and dolphin sightings are possible extras.

“Our recent sailing trip was an amazing experience! The energy on board was fantastic, and the staff was incredibly friendly and welcoming, making everyone feel at ease right from the start. One of the best parts was the unlimited drinks throughout the trip, which kept the good vibes going. Lunch was a simple but tasty affair—pasta with tomato sauce and a fresh salad (no meat), which hit the spot perfectly after some time on the water. A little tip: if you want to secure the best spot on the boat, make sure to queue up by the kiosk after collecting your tickets from the main office. The boat can fill…”

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