The Best Sailboat Rentals Near San Mateo

42 Sailing Monohull Tours in Sausalito

Our afternoon with Rick was simply spectacular. We were able to experience all of San Francisco's microclimates, and special spots... fog and fog horns from the Golden Gate, heeling over in the bay with great wind, stunning views of the city, other fun sailboat regattas, calm and warmth of the back side of Angel Island...all while having lovely lite apps, fun conversation and James Taylor tunes. :) Rick is a great captain; we all certainly felt safe and confident in his knowledge, skills and ability. And he keeps beautiful Gentle Storm in tip top shape. We will be back for more adventures, Rick!

Adventure aboard 48' Luxury Fountaine Pajot Catamaran

Memorable charter experience!! Kolohe is a beautiful spacious vessel. Captain Sebastian and Charlie were tremendous hosts to our party. They also lead us to a dolphin pool with over a few hundred dolphins swimming along us. Unforgettable charter and will return to experience again!

Luxury 40" Sail Catamaran | New Discounted Summer Prices | Alameda

The boat is quite beatiful and new. And what is more impressive is the great service during the whole trip. Thank you so much! We seldom see fantastic service like yours. Not only in-time, convenient, but also from heart. The amenities on the boat is awsome, too! We had an unforgettable experience at my husband's 40th birthday.

Pearson 323 Day Sailing Cruising Adventure in Marina Del Rey

We had a wonderful afternoon sailing off the coast with Gustavo. We couldn’t have had a more friendly and knowledgeable captain. It’s a beautiful boat and even exceeded our high expectations. Thank you Gustavo!

Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

Mark is an experienced captain with a great personality. He made us feel right at home on his boat, provided delicious food, and was really good with the kids. He was accommodating, fun and we can’t wait to sail with him again!

30ft Catlina Sailboat Charter in Alameda CA

Captain Brad knows what he’s doing. He has great communication and his boat rides are fun! I definitely recommend him if you are looking for a boat ride in the Bay Area.