SAILING WORLDWIDE
The best days on the water.
The 15 most popular small-group sails tours. What each sail costs, how long you are on the water, and which crews run it well.
Premium Santorini catamaran with BBQ, open bar, and multiple swim stops, including hot springs. Includes transfers and small-group comfort.
Most Popular“The crew was fantastic! Food was great and views and experiences were wonderful! I get a little seasick and they helped me and took such great care of us all.”
Small-group Bosphorus yacht cruise in Istanbul with sunset timing, audio guide, mini pizza, fruits, tea and coffee.
“I had the pleasure of taking the Bosphorus Sunset Cruise in Istanbul, and it was truly an unforgettable experience. The yacht tour provided stunning views, from the Old Town to Dolmabahce Palace and Maiden Tower — absolutely breathtaking. The service was exceptional, with fresh snacks, fruits, and drinks provided throughout the journey. A special thank…”
Small-group catamaran in Punta Cana with snorkeling in a nature reserve, a shallow sandbar floating bar, snacks, drinks, and pickup.
“Excellent experience. As described. Very attentive boat crew. We got picked up at RIU and transit was very smooth.”
Key West small-group sunset sail with wine and hors d’oeuvres: up to eight wines, five beers, and a calm, romantic 2-hour cruise.
“Excellent cruise! Don’t hesitate, book this one! Plenty of different wines with hors d’oeuvres. We had a great time! Beautiful scenery. Crew was awesome!”
Small-group Santorini catamaran cruise with BBQ, open bar, hotel transfers, and swimming stops at hot springs and White Beach.
“The crew were very accommodating and courteous. The food was outstanding and very fresh. I highly recommend this excursion!”
Sail Fuerteventura’s volcanic south on the Magic Deluxe. Small-group 4-hour cruise with open bar, chef lunch, and Jandía swim.
“Me and my friend went on the 10 o’clock trip yesterday. Genuinely a wonderful experience and both Karolina and Eloy were SUPER hosts and just were funny, lovely, and just so so welcoming. Really appreciate it We saw dolphins and had a swim after as well. Really nice time”
Small-group 5-hour catamaran cruise from Bridgetown with sea turtle snorkeling, shipwreck/reef stop, and lunch plus drinks.
“Great snorkeling trip! Highly recommend. We saw more different species of fish, as well as a few turtles, than I have seen snorkeling anywhere else.”
Small-group deluxe catamaran cruise from Morro Jable with dolphins, a swim stop, chef-prepared lunch, and included beer, wine, and Prosecco.
“Fantastic trip to see the dolphins, lunch was great. Captain and crew made the trip, funny and entertaining”
Small-group 2-hour sailing from Port Olímpic with cava, Catalan-style snacks, sea views, and time to swim in Barcelona.
“Horrible! Got to the boat and it was completely packed. Not room for but maybe 1 more person. The captain called someone and then told us it would be refunded. It was never refunded and had to file fraud charges.”
A small-group 2-hour sunset sail on Lisbon’s Tagus with live skipper commentary and a welcome drink, passing Belém to São Jorge.
“Sunset was absolutely stunning. I highly recommend doing this while in Lisbon. Another perspective to see the city.”
Small-group luxury catamaran to Saona Island plus Catuano snorkeling and Las Palmillas starfish pool, with pickup, lunch, and an open bar.
“I had a wonderful day! I highly recommend this excursion. The staff were great and the accommodation!”
Small-group San Diego sunset sailing from Shelter Island with beer, snacks, blankets, and big views of Point Loma, USS Midway, and Coronado.
“Was cold and the worker was not enthusiastic to go Out and stayed in the marina instead of showing the sights the tour said.”
Small-group San Diego harbor sailing with just six aboard a Catalina-style yacht. Beer, snacks, and your music on the water.
“Nice sailing experience, was chilly for us but they had blankets. Wish we could have seen more sea wildlife”
Small-group 4-hour Mallorca catamaran with homemade tapas, swimming time, snorkeling gear, and SUP boards. Cocktails available.
“Great half day on the water! Nadine and Helmut were absolutely wonderful. They were very welcoming, accommodating to unique needs, and professional. The food and drink were incredible (even for vegetarians)! Highly recommend booking!”
Sail Barcelona’s coast to Alella, then tour a family winery for four wine tastes and Catalan brunch in a small group.
“Winery was awesome! Boat captain: not so great. Not easy to find as there was no “tent” because he reversed the order of the trip”
The sailing ports worth the trip, grouped by the sea they sit on.
