Sailing trips · PRIVATE

Top 15 Private Sailing Trips in the World

130 trips  ·  from $39 a head

Good private sailing trips fill up weeks ahead and the small-group boats go first. Below: the 15 to book early, what each includes on board and how they differ.

Barcelona Helicopter, Sailboat & Old Town Private Walking Tour - Plaça de Catalunya and the walk into the Gothic Quarter
Barcelona Sailing Trips, Helicopter Tours, Private, Sailing Trips, Spain Sailing Trips, Tour Reviews, Tours, Walking Tours

Barcelona Helicopter, Sailboat & Old Town Private Walking Tour

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

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

Start with a guided walk through Passeig de Gràcia, Plaça de Catalunya, and the Gothic Quarter, then take a boat transfer to the heliport for a short flight over Barcelona’s coast. Guides vary, with Jimena, Carlos, Roger, Mirko, Han, Oscar, and Lucas praised for warmth and clear commentary.

“Booked this trip due to high ratings, it was a good experience for a day I didn’t get the persons name that was texting to check we could attend, but they were very friendly! Mirko (who you spend the day with) is very friendly and gave us a walking tour of the city taxi ride to the heli pad, and a taxi to the boat Only con is missing the timing for the upgraded boat, if you have any upgrades tell Mirko at the start of the day as you may need to go first on the helicopter or taxi around earlier”

Check availability →Read our full review

Miami: 2 Hour Private Yacht Cruise - Bayside Marketplace from the Water
2-Hour Experiences, Luxury Yacht Cruises, Luxury Yacht Cruises in Miami, Luxury Yacht Cruises in the USA, Miami Sailing Trips, Private, Private Sailing Charters, Private Sailing Charters in Miami, Private Sailing Charters in the USA, Tour Reviews, USA Sailing Trips

Miami: 2 Hour Private Yacht Cruise

2.2 Hour Private Yacht Cruise

★★★★★★★★★★5.0 · 899 reviews · 2 hours (approx.) · from $98

Take a private two-hour yacht ride from Miami with only your party aboard. Cruise past Bayside Marketplace and Star Island, play your own music, bring food and drinks, and use the onboard restroom. Captain and fuel fees cost extra, so check the full price before booking.

“We did a night ride. We really enjoyed ourselves seeing the Water seeing all the lights definitely a time to remember.”

Check availability →Read our full review

Dubai 3 Hour Private Luxury Yacht Charter with Jet Ski Option - Palm Jumeirah and the approach to Atlantis
3-Hour Experiences, Dubai Sailing Trips, Jet Skis, Luxury Yacht Cruises, Luxury Yacht Cruises in Dubai, Luxury Yacht Cruises in United Arab Emirates, Private, Private Sailing Charters, Private Sailing Charters in Dubai, Private Sailing Charters in United Arab Emirates, Tour Reviews, United Arab Emirates Sailing Trips, VIP

Dubai 3 Hour Private Luxury Yacht Charter with Jet Ski Option

3.Dubai 3 Hour Private Luxury Yacht Charter with Jet Ski Option

★★★★★★★★★★5.0 · 886 reviews

Share a three-hour private yacht charter from Dubai Marina with up to 10 people. Expect red-carpet boarding, crew service, drinks, a restroom, and views of Bluewaters Island, Ain Dubai, Atlantis, Palm Jumeirah, and Burj Al Arab. Add a one-hour Jet Ski session for riders aged 16 and older.

“This was an amazing experience. When we arrived, check in process was easy. Everything we had added such as balloons and BBQ lunch was all ready and presented as promised. The crew on the yatch was exceptional Suchin being one of them. I highly recommend this excursion.”

Check availability →Read our full review

Barcelona Sailing: Light Snacks & Open Bar with Private Option - Port Vell landmarks before open water
Barcelona Sailing Trips, Drinking Tours, Private, Sailing Trips, Sailing Trips with an Open Bar in Barcelona, Sailing Trips with an Open Bar in Spain, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Barcelona, Sailing Trips with Lunch in Spain, Sailing Trips with Open Bar & Drinks, Spain Sailing Trips, Tour Reviews

Barcelona Sailing: Light Snacks & Open Bar with Private Option

4.Light Snacks & Open Bar with Private Option

★★★★★★★★★★5.0 · 874 reviews · 2 hours (approx.) · from $53Best value

Set sail from Marina Port Vell in a yacht limited to 10 people. Your skipper and crew serve cava, wine, beer, soft drinks, and light snacks while sharing local stories. Expect views of Montjuïc, Tibidabo, the Sagrada Família, Barceloneta, and the open Mediterranean, with swimming when weather allows.

“You HAVE to book this excursion. It’s a fantastic way to enjoy the mediterranean with great company. First, the instructions are VERY clear and organized. Be sure to review these (you’ll get a What’s App text the day before). It was precise and easy to follow. I took the wrong bus there but my uber driver ended up knowing where to go and dropped me exactly at the address provided. The safety & game plan for the day were clearly demonstrated and explained by boat staff! It was helpful to relax and enjoy the day! Definitely get in the front of the boat for awesome pics! I made friends with…”

Check availability →Read our full review

Dubai: Private Luxury Yacht Tour on a 50-Foot Yacht - Leaving Dubai Marina with a 15-minute safety briefing
Dubai Sailing Trips, Luxury Yacht Cruises, Luxury Yacht Cruises in Dubai, Luxury Yacht Cruises in United Arab Emirates, Private, Tour Reviews, Tours, United Arab Emirates Sailing Trips, VIP

Dubai: Private Luxury Yacht Tour on a 50-Foot Yacht

5.Private Luxury Yacht Tour on a 50-Foot Yacht

★★★★★★★★★★4.9 · 724 reviews · 2 - 8 hours

Take a private 50-foot yacht from Dubai Marina for 2 to 8 hours, with stops near Burj Al Arab, Palm Jumeirah, Atlantis, and Ain Dubai. Your English-speaking crew can serve drinks, cook food on the electric BBQ, take photos, and adjust the route for weather.

“I loved ittt?!!! The team everyone was lovely I will definitely be booking again”

Check availability →Read our full review

Private Luxury Yacht 55FT Rental in Cancun - Leaving the Nichupte Lagoon
Cancun Sailing Trips, Luxury Yacht Cruises, Luxury Yacht Cruises in Cancun, Luxury Yacht Cruises in Mexico, Mexico Sailing Trips, Private, Tour Reviews, VIP

Private Luxury Yacht 55FT Rental in Cancun

6.Private Luxury Yacht 55FT Rental in Cancun

★★★★★★★★★★5.0 · 684 reviews · 1 to 8 hours (approx.)

You get a private 55-foot Sea Ray, licensed captain, two sailors, a steward, snorkel gear, paddle board, floating mat, drinks, and room for up to 20. Choose 1 to 8 hours, bring food and alcohol, and add Playa Norte or a beach club on longer trips.

“Rafael, Francisco and Marisol were hands down the best! Great crew! Kept the drinks coming! Very informative! Great operators. You can tell they are very experienced! We will 100% book with them again. This yacht was perfect for 11 ppl. Plenty of space! Sound system was great! July 25th, 4pm sailing and perfect for sunset cruise home! If you run out of time for beer and drinks or ice they have it at the marina for purchase! The yacht was in perfect condition with restrooms on board. We anchored at Isla Mujeres and they put the lily pad out for us. I recommend brining a football!”

Check availability →Read our full review

Private Day Sailing Boat Charter - Starting at Kalkara Marina and entering Valletta Grand Harbour
Malta Sailing Trips, Private, Private Sailing Charters, Sailing Trips, Tour Reviews

Private Day Sailing Boat Charter

7.Private Day Sailing Boat Charter

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

Sail from Kalkara Marina with a private skipper such as David, Terry, Nick, or Maurizio. Spend the day around Comino, Crystal Lagoon, Blue Lagoon, St. Paul’s Bay, and Valletta Grand Harbour, with swimming, snorkeling, paddleboards, and an optional barbecue.

“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…”

Check availability →Read our full review

Dubai: Private Yacht Cruise for Unforgettable Memories - Choosing between one hour and two hours
Dubai Sailing Trips, Luxury Yacht Cruises, Luxury Yacht Cruises in Dubai, Luxury Yacht Cruises in United Arab Emirates, Private, Private Sailing Charters, Private Sailing Charters in Dubai, Private Sailing Charters in United Arab Emirates, Tour Reviews, United Arab Emirates Sailing Trips

Dubai: Private Yacht Cruise for Unforgettable Memories

8.Private Yacht Cruise for Unforgettable Memories

★★★★★★★★★★5.0 · 612 reviews · 1 - 8 hours

Sail privately from Dubai Harbour on a 34-foot yacht with a captain and crew. Choose a one-hour Marina route or a two-hour cruise toward Burj Al Arab or Atlantis, with bottled water, music, photo stops, and sunset views. Abinesh, Salman, Sameer, and Sonny are among the hosts praised for friendly service.

“Excellent. I would recommend this experience if you would like to get a pictueresque overview of the city. Very friendly service.”

Check availability →Read our full review

50' Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience - Choosing four hours or seven hours on the water
Catamaran Cruises, Catamaran Cruises in St Thomas, Catamaran Cruises in the US Virgin Islands, Luxury Yacht Cruises, Private, Sailing & Snorkeling Trips, Sailing and Snorkeling Trips in St Thomas, Sailing and Snorkeling Trips in the US Virgin Islands, St Thomas Sailing Trips, Swimming & Beach Sailing Trips, Tour Reviews, US Virgin Islands Sailing Trips, VIP

50′ Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience

9.50′ Luxury Yacht. Private Full or Half Day Catamaran Snorkel, & Beach Experience

★★★★★★★★★★5.0 · 606 reviews

Take up to 12 people aboard SY Sirena from Red Hook for a private half or full day around St Thomas, St John, and nearby cays. Your captain shapes the route around snorkeling, beaches, turtles, lunch, or quiet coves. The boat includes floats, snorkel gear, a restroom, soda, beer, water, and rum punch.

“Captain Maddy and Roe where absolutely amazing. Friendly helpful and fun. Loved the boat especially the bean bag chairs”

Check availability →Read our full review

Lagoon 39ft Private Catamaran 5hr - El Cielo Full Experience - What a five-hour schedule can include
Bay, Harbour & Coastal Sailing, Catamaran Cruises, Catamaran Cruises in Mexico, Cozumel Sailing Trips, Mexico Sailing Trips, Private, Private Sailing Charters, Private Sailing Charters in Mexico, Tour Reviews

Lagoon 39ft Private Catamaran 5hr – El Cielo Full Experience

10.Lagoon 39ft Private Catamaran 5hr – El Cielo Full Experience

★★★★★★★★★★5.0 · 600 reviews · 5 hours (approx.)

Spend five hours aboard a private Lagoon 39 catamaran from Cozumel’s FONATUR Marina. Your crew handles lunch, snacks, drinks, snorkeling gear, and a paddleboard while the captain shapes the day around El Cielo, reef stops, and calm sandbar water. Groups of up to 15 can book the boat.

“This was the highlight of our trip, Hugo, Marco, Felipe and David went above and beyond to accommodate us. Perfect communication. We were greeted right at the beginning, we were treated like kings and queens on board. We could not have asked for anything more. We had snacks served to us in the water as we snorkeled. The best lunch we’ve ever eaten. We have traveled to many countries with our entire family and they said this was the best day they ever had. I booked this company because of the great reviews and now I know why. Very highly recommended. These four men were absolutely the reason why I…”

Check availability →Read our full review

Private Sailboat + Captain for a Day Experience - Cenote de la Bruja and Bacalar’s Darker Water
Bacalar Sailing Trips, Mexico Sailing Trips, Private, Sailing Trips, Tour Reviews

Private Sailboat + Captain for a Day Experience

11.Private Sailboat + Captain for a Day Experience

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

Spend about three hours on a private sailboat in Bacalar Lagoon with up to six people. Your bilingual crew can teach basic sailing or steer you toward quiet swimming spots, Cenote Cocalitos, Cenote de la Bruja, Bird Island, Pirate Canal, and the stromatolites. Fruit, drinks, beer, safety gear, and a kayak are included.

“Bacalar was the best part of our trip! Captain Belu was so kind, knowledgeable, and cared so much for her sailboat. We learned so many interesting facts and the kids loved snorkeling in the clear, blue waters. The area/town is stunning and charming. It was paradise!”

Check availability →Read our full review

Private Premium Yacht 46FT Rental in Cancún - One and two hours: a short Cancun cruise
Cancun Sailing Trips, Luxury Yacht Cruises, Luxury Yacht Cruises in Cancun, Luxury Yacht Cruises in Mexico, Mexico Sailing Trips, Private, Tour Reviews

Private Premium Yacht 46FT Rental in Cancún

12.Private Premium Yacht 46FT Rental in Cancún

★★★★★★★★★★5.0 · 579 reviews · 1 to 8 hours (approx.)

Cruise Cancun’s Nichupté Lagoon and Caribbean coast aboard a private 46-foot yacht with a captain, sailors, snorkeling gear, paddleboard, and floating mat. Choose 1 to 8 hours. Longer trips can include snorkeling, Playa Norte, Punta Sur, and lunch on Isla Mujeres.

“It was wonderful from beginning to eat staff and captain was great. I recommend them. I will rebook with them”

Check availability →Read our full review

Private Dubai 2 Hours Luxury Yacht Charter with BBQ Option - Leaving From Dubai Marina
2-Hour Experiences, BBQ, Dubai Sailing Trips, Luxury Yacht Cruises, Luxury Yacht Cruises in Dubai, Luxury Yacht Cruises in United Arab Emirates, Private, Private Sailing Charters, Private Sailing Charters in Dubai, Private Sailing Charters in United Arab Emirates, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Dubai, Sailing Trips with Lunch in United Arab Emirates, Tour Reviews, United Arab Emirates Sailing Trips, VIP

Private Dubai 2 Hours Luxury Yacht Charter with BBQ Option

13.Private Dubai 2 Hours Luxury Yacht Charter with BBQ Option

★★★★★★★★★★5.0 · 560 reviews

You’ll cruise Dubai Marina on a private yacht with a captain and two crew members, passing Bluewaters Island, Ain Dubai, JBR, and Burj Al Arab. The two-hour charter is private for your group of up to 15, with soft drinks, bring-your-own snacks, and an optional BBQ cooked onboard.

“Fabulous early evening, cruise around the Palm Jumarria ! The staff and the captain were very hospitable, and the two hour cruise was breathtaking”

Check availability →Read our full review

Private tasting in the Douro (1 to 7 people) on a yacht for yourself - Under the Infante Bridge and into Porto’s riverfront
Food & Drink, Luxury Yacht Cruises, Luxury Yacht Cruises in Porto, Luxury Yacht Cruises in Portugal, Porto Sailing Trips, Portugal Sailing Trips, Private, Tour Reviews

Private tasting in the Douro (1 to 7 people) on a yacht for yourself

14.Private tasting in the Douro (1 to 7 people) on a yacht for yourself

★★★★★★★★★★5.0 · 559 reviews · 2 hours (approx.)

Board a private yacht at Marina do Freixo for a two-hour Douro cruise. Your crew may include hosts such as Paulo, Christina, Daniel, or Luca. Expect a welcome drink, Port and green wine, cheese, cured meats, homemade tomato jam, bridge views, and a possible sunset at Foz.

“Daniel did a great job as our host on a nice water craft where we enjoyed the most beautiful views of Porto and learned so much. We were spoiled with delicious “green” local wine and a charcuterie with natural local cheese and meat selections. I can’t imagine a better way to experience this port city- and we were fortunate to have a guide that felt like a friend sharing stories and history.”

Check availability →Read our full review

Dubai Yacht Tour - Boat Trip upto 12 guests Private event - Leaving from Dubai Harbour, not Dubai Marina
Dubai Sailing Trips, Luxury Yacht Cruises, Luxury Yacht Cruises in Dubai, Luxury Yacht Cruises in United Arab Emirates, Private, Tour Reviews, Tours, United Arab Emirates Sailing Trips

Dubai Yacht Tour – Boat Trip upto 12 guests Private event

15.Dubai Yacht Tour – Boat Trip upto 12 guests Private event

★★★★★★★★★★4.8 · 557 reviews · 1 - 5 hours

Book a private Serene Yachts cruise for up to 12 people, with 1 to 5 hour routes from Dubai Harbour. Your crew can include hosts such as Adil, Captain Manoj, or Captain Subbu. Expect landmark views, music, Wi-Fi, soft drinks, towels, and optional BBQ service.

“Just wrapped up an amazing yacht trip! The ride was fantastic-so smooth and fun. Huge shoutout to the crew, who were some of the nicest, most polite guys you could hope for. They made a great experience even better. Definitely book with them!”

Check availability →Read our full review

Porto: Private Yacht Tour with Wine, Snacks & 6 Bridges - Starting at Freixo Marina
Luxury Yacht Cruises, Luxury Yacht Cruises in Porto, Luxury Yacht Cruises in Portugal, Porto Sailing Trips, Portugal Sailing Trips, Private, Private Sailing Charters, Private Sailing Charters in Porto, Private Sailing Charters in Portugal, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Porto, Sailing Trips with Lunch in Portugal, Tour Reviews, Tours, Wine Tours

Porto: Private Yacht Tour with Wine, Snacks & 6 Bridges

17★ 5.0Private Yacht Tour with Wine, Snacks & 6 Bridges515 reviews
Private Catamaran from Cancun to Isla Mujeres for up to 13 People - Starting at Marina Las Perlas in Cancun
Cancun Sailing Trips, Catamaran Cruises, Catamaran Cruises in Cancun, Catamaran Cruises in Mexico, Island Hopping Sailing Trips, Island Hopping Sailing Trips in Cancun, Island Hopping Sailing Trips in Mexico, Mexico Sailing Trips, Private, Private Sailing Charters, Private Sailing Charters in Cancun, Private Sailing Charters in Mexico, Tour Reviews

Private Catamaran from Cancun to Isla Mujeres for up to 13 People

18★ 5.0Private Catamaran from Cancun to Isla Mujeres for up to 13 People497 reviews
Porto: Private Yacht Cruise with Local Wine, Snacks and 6 Bridges - Luís I Bridge, Porto’s great river landmark
Luxury Yacht Cruises, Luxury Yacht Cruises in Porto, Luxury Yacht Cruises in Portugal, Porto Sailing Trips, Portugal Sailing Trips, Private, Private Sailing Charters, Private Sailing Charters in Porto, Private Sailing Charters in Portugal, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Porto, Sailing Trips with Lunch in Portugal, Tour Reviews, Wine Tours

Porto: Private Yacht Cruise with Local Wine, Snacks and 6 Bridges

19★ 5.0Private Yacht Cruise with Local Wine, Snacks and 6 Bridges489 reviews
Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers - White Beach and Mesa Pigadia: the best time for swimming
BBQ, Catamaran Cruises, Catamaran Cruises in Greece, Catamaran Cruises in Santorini, Drinking Tours, Greece Sailing Trips, Private, Private Sailing Charters, Private Sailing Charters in Santorini, Sailing Trips with an Open Bar in Greece, Sailing Trips with an Open Bar in Santorini, Sailing Trips with Lunch & BBQ, Sailing Trips with Lunch in Greece, Sailing Trips with Lunch in Santorini, Sailing Trips with Open Bar & Drinks, Santorini Sailing Trips, Tour Reviews

Santorini Private Catamaran Cruise with BBQ, Open Bar & Transfers

21★ 5.0Santorini Private Catamaran Cruise with BBQ, Open Bar & TransfersFrom $665476 reviews

New in Private

★ 4.9Private Sailboat Tour with Lagoon SwimmingFrom $10263 reviews
★ 4.82-Hour Private Yacht Cruise around Burj Al-Arab45 reviews
★ 5.0Tulum Luxury Escape – 4h All Inclusive on 43′ Private Yacht165 reviews
★ 5.0Private 40′ Bali Catamaran – Drinks & Food Included348 reviews
★ 5.0All-Inclusive Sunset Sail – Semi Private – Only 6 GuestsFrom $12990 reviews
★ 5.0Brac Island One-Day Trip with the Sailboat Nana – Private Tour99 reviews
★ 5.0a day on a luxury private yacht41 reviews
★ 5.0Capri Private Yacht Tour from Sorrento, Capri & PositanoFrom $62235 reviews
★ 5.0Capri Exclusive Premium Semi-Private Luxury TourFrom $34441 reviews
★ 5.0Lisbon Sunset Sensations on a Private Sailing Boat with wine&snacksFrom $7962 reviews
★ 5.0Private Yacht Cruise to Dolphin House with Lunch : HurghadaFrom $150120 reviews
★ 4.8Private Sunset Sailboat Tour with Drinks29 reviews
★ 4.5Private Sailboat with Tapas, Open Bar & Music36 reviews
★ 5.0Private Yacht Sea Ray all-inclusive charter in Cabo154 reviews
★ 5.0Full-Day Private Sailing Cruise Puerto Vallarta with Snorkeling111 reviews

Keep browsing

Catamaran Cruises409Sunset Sailing Cruises187Luxury Yacht Cruises185Sailing & Snorkeling Trips136Island Hopping Sailing Trips120Private Sailing Charters91
Scroll to Top

Every kind of sailing day

Pick the boat, the hour on the water or the country.

Kinds of boat

Catamaran CruisesYacht CruisesPrivate ChartersAll Sailing TripsBay and Harbour Sails

What is on board

Open BarLunch and BBQDinner CruisesParty SailsSunset Sails

In the water

Sail and SnorkelSwim StopsWhales and DolphinsIsland Hopping

Big sailing countries

SpainThe USAGreeceMexicoPortugal