We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.
Page 16 of 40 • 950 listings
912
Miami
Florida
622
Cancún
Quintana Roo
468
Isla Mujeres
Quintana Roo
423
Tampa
Florida
394
Miami Beach
Florida
376
Los Angeles
California
370
Lake Michigan
United States
292
Cabo San Lucas
Baja California Sur
288
Puerto Vallarta
Jalisco
281
Chicago
Illinois
269
Fort Lauderdale
Florida
264
Nuevo Vallarta
Nayarit
261
Saint Petersburg
Florida
257
Marina
Cabo San Lucas
256
Hollywood
Florida
247
Dania Beach
Florida
235
Clearwater
Florida
234
Tampa Bay
Florida
Elisabeth
Come Aboard and Sail Optimystic-Experience the breeze w/Lunch, Wine and Cheese
Charles & Renee were amazing! We booked last minute and enjoyed an awesome afternoon on The Optimystic in Chesapeake Bay!! We can’t wait to sail again!! Charles is an excellent Captain and host. A good teacher as well! Have an awesome winter!! See you in the Spring!! Charlie, Beth and Sam (Class of 2026) ⚓️⚓️⚓️
KF
Karly
36ft Beneteau Private Sailing Charter – Explore Mystic and Fisher's Island
We booked a 2 hour boat trip to celebrate my parents retirement and Francisco was amazing! The boat was beautiful, clean and exactly as listed. He was an incredibly gracious host and took us on a lovely sail! Will definitely be back!
JM
Julie
No tie-ups: 39' Sailboat, Catalina 380 with huge cockpit
Great vessel. Everything we needed! Amazing deck hand and Captain (Georgia and Matt). They made our air and water show experience incredible!
NB
Nicole
20ft Bayliner VR5 Boat in Rockville, IN
First time renting a boat through this platform - would definitely do it again. HIGHLY recommend Peter. Communication was excellent from the get go... easy to schedule, easy to pick up/meet, boat and equipment was in great condition...we had everything we needed for a great day on the lake. Would DEFINITELY rent from him again. As we stopped past the marina to fill up, the worker said, "nice boat." When we told him it was a rental he was shocked and said it was way nicer than anything they rented out. Highly recommend!
WF
Wayne
Kelly was professional and courteous for the booking and all questions that came afterward and very accommodating when we wanted to preview the boat, working with the caterer, etc. Captain Cesar and the entire crew were wonderful and very helpful during the entire trip. It was a great experience! Thank you!
Lauren
Christmas Boat Parade Pirate Ship Cruise in Newport Beach, California
We had a really fun trip through the harbor and down the coast for my husband’s Birthday. Captain Andrew was able to find the sweet spot between sharing interesting information and allowing us to enjoy the natural scenery. The kids loved how all the other boats wanted to sail up to ours to yell “Argghhhh!l” and “Ahoy!!!”