Private sailboat charters in San Diego

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With or without captain
0 - $1,300+
Boat length
0 - 60+ ft
Boat power
0 - 400+ hp
Construction year
2002 - 2023
50 Max MI
6 sailboats available

Sailboat - 13.72m — Hunter - Deck Salon (2011)

From $3,298 per day


Sailboat - 6.71m — Catalina - 22 (1986)

From $966 per day


Sailboat - 12.8m — Catalina - 42 (1995)

From $805 per day


Sailboat - 19.81m — Stephens Brothers Yawl - 65 (1938)

From $3,582 per day


Sailboat - 10.36m — Hunter - 336 (1995)

From $1,216 per day


Sailboat - 9.14m — Sailboat - Catalina 30 (2010)

From $1,216 per day

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Sailboat charters in San Diego - A different kind of adventure

Set sail on your sailboat charter in San Diego with Ocean Evasion. See the city from a different perspective with this sailing experience. From whale watching to exploring San Diego bay, spending time on the water is one of the highlights of visiting this city. So start planning your sailboat rental in San Diego!

Ocean Evasion makes boat rentals easy and organized, so you can focus on enjoying the sparkling waters of this California coastal city bay without any worries. The coastal city is defined by the embarcadero, a charming island, a peninsula, and a graceful bridge.

How much is it to rent a sailboat in San Diego?

A San Diego sailboat rental can vary in price depending on various factors such as the characteristics of the boat, the year of construction, and any services or amenities that are added.

What is there to see in San Diego?

San Diego is the perfect place to go sailing! The mild climate and steady winds makes it easy to sail in this coastal city. There are plenty of things to explore and see along the Pacific coast, and what a better way to see your favorite places then to create your private sailing tour.

Are you planning on taking your loved one on a sailboat charter in San Diego? Create your private sunset sail with beverages and snacks or even dinner! You could also start your sailing charter in the morning and try catching your own fish for dinner. Then right before sunset why not go whale watching? The date night you’ve always dreamed of awaits!

If you’re planning your San Diego sailing day in a large group, there is also plenty of things to do. Whether you want to go sport fishing, scuba diving, snorkeling, or other even just go sunbathing, there is something for everyone.

Rent a sailboat with a captain in San Diego

Set sail in San Diego with or without a captain on your sailing charter. You have complete freedom to choose whether you want to enjoy your sailboat charter in San Diego with a captain, crew, or a bareboat charter.

If you want to bareboat charter, you will need a valid boating license for the boat you are renting. Likewise, chartering a sailboat in San Diego with a captain and crew is a great idea if you want to sit back and relax while someone else takes the responsibility of sailing!

What is the best time to go to San Diego?

San Diego's weather gets a little cooler during the winter months and warmer. The temperature during the summer months of June to October ranges from lows of 62°F to highs of 76°F. The temperature during the winter months of November to May, the weather instead ranges from lows of 50°F to highs of 67°F.

In San Diego, sailboat charters are always a good idea! The steady wind make it a great boating area so you can explore the Pacific Ocean in all of its glory.

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