By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.
Page 10 of 41 • 964 listings
972
Miami
Florida
730
Cancún
Quintana Roo
524
Isla Mujeres
Quintana Roo
375
Tampa
Florida
352
Puerto Vallarta
Jalisco
349
Lake Michigan
United States
346
Los Angeles
California
334
Miami Beach
Florida
333
Cabo San Lucas
Baja California Sur
313
Marina
Cabo San Lucas
309
Nuevo Vallarta
Nayarit
281
Chicago
Illinois
250
Cartagena
Bolivar
245
Saint Petersburg
Florida
245
Marina Vallarta
Puerto Vallarta
240
Tampa Bay
Florida
231
Clearwater
Florida
209
Chesapeake Bay
United States

Ashley
Private Sailing Charters Aboard a 40ft Trimaran – Explore PEC by Wind
We had an absolutely incredible time on our catamaran charter with Captain David! He truly went above and beyond to make our birthday celebration memorable. The highlight of the trip was when he sang each of us a unique, personalized happy birthday song, it was such a thoughtful and fun touch that we will never forget. If you want a captain who is professional, attentive, and knows how to make an experience truly special, book with Captain David. Highly recommended!
RG
Ryan
Private Party Catamaran | Up to 12 Guests | San Diego Bay
Amazing trip! First, the boat is beautiful. We had Captain Andy who was a great host. Helped us make a quick itinerary and we were on our way! Stopped for a swim before we headed back towards the harbor. I will be booking one of these trips again and would book this same one if I’m in San Diego.
JK
James
Set Sail on a classic 36' S2 in Chicago for up to 6 Guests
Ted was the captain of the boat and was excellent. He made our ride very enjoyable and stayed out for the fireworks at the end which was amazing. Kids loved the experience too!
BS
Brooke
Sailing Charters in Wilmington NC
Oliver is an amazing captain! My husband and I celebrated our anniversary aboard Oliver’s sailboat and it was an amazing experience. He’s extremely personable, knowledgeable, and safe! We loved having the opportunity to help steer, put sails up, and dock the boat. We also loved the relaxing moments where we could soak up the sun and the view! We will definitely be booking other Oliver again and highly suggest him for anyone looking to do a boat ride in Wilmington. This is a must do!!
JK
Jorn
Sailing Charters in Wilmington NC
I would recommend this to anyone that would like the experience and feeling of being on a sailboat in a safe and peaceful manner. Captain Oliver was knowledgeable and a very pleasant person. More wind would have been appreciated but who’s in control of that.
CB
Cassandra
Sail in Modern Luxury Beneteau Oceanis 37 Yacht
Brian was an amazing host! We had a great time celebrating a birthday and Brian couldn’t have been more accommodating and pleasant. His boat is immaculate and very well kept. He even let us drive the boat and taught us some things about sailing. We would highly recommend Brian!