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Sailing

Explore San Diego activities, attractions and tours. San Diego sailing are listed below. Browse all San Diego activities by category.

Small-Group Sunset Sailing Experience on San Diego Bay

Enjoy an evening sailing under the sunset on a relaxing sailing cruise with a unique perspective on San Diego that you can only get from the water.  Our San Diego Bay Sunset Sailing Cruises provide an up-close and personal view of the scenic waterfront architecture, military crafts, historical ...

423 reviews

2.5 Hours of Fun: Catamaran Sunset Sail

Catamarans really are more fun to sail with the special bow nets designed for sunbathing, and lounging around watching sea life, and water rush by. The swift and stable ocean design ensures a comfortable, and exhilarating ride without the rolling and leaning that often causes seasickness on other ...

78 reviews

Small-Group San Diego Sunset Sailing Excursion

Set sail from San Diego on this small-group sailing tour on a sunset sail on the open ocean. This three-hour adventure on a Catalina sailboat is limited to six (6) guests allowing you a comfortable, semi-private experience (or, purchase all 6 tickets and grab five friends to have a completely ...

465 reviews

Small-Group San Diego Afternoon Sailing Excursion

This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit back, relax and enjoy the complimentary beer, soft drinks and snacks as you soak in the warm sun ...

415 reviews

San Diego's Best Sunset Sail

Sail liberty sunset cruises offer an exclusive small group sailing adventure for up to six individuals. Immerse your family and friends in the many sights of San Diego Bay, while enjoying the personalized touch of a family-owned venture. Sail liberty offers an unparalleled adventure that combines ...

236 reviews

Luxury Sailing Tour of San Diego's Bay and Coastal Waterways

This is an engaging and unique, small group tour, of San Diego's beautiful bay and coastal waterways. You'll be on a beautiful Catalina 34' Sailboat enjoying the fresh air and best that San Diego has to offer. On your adventure you'll see many types of sea life as well as learn a little about the ...

165 reviews

2-Hour Private Sailing Experience in San Diego Bay

Spend time with the people you love most, on a boat! Whether you're throwing a special event or you just want to get back to nature, the sea is the place to be. 42 foot sailing yacht 'Mojave' is the perfect place for birthday parties, anniversaries, honeymoons, family vacations, engagements, or ...

119 reviews

Small-Group Yacht Sailing Experience on San Diego Bay

Set sail with your Captain aboard our sail yacht and see some of San Diego's finest highlights as we set sail from Sunroad Resort Marina on Harbor Island. We'll sail along Sailing in San Diego Bay we often see Sea Lions and occasionally Dolphins frolicking, and we always have a fantastic time! ...

120 reviews

San Diego Sunset Sailing Excursion

Experience the stunning beauty of San Diego Bay at sunset! Our boat charter mono hull is the perfect vessel for a sunset sail, with space for up to 6 passengers. As we sail through the calm waters of the bay, keep your eyes peeled for the possibility of seeing playful dolphins, majestic sea lions, ...

54 reviews

2.5-Hour Catamaran Sail Adventure

With over 35 years of experience sharing our love of sailing with San Diego visitors, we are prepared to offer you a memorable day on the sea. 2.5 hour tour length is perfect for seeing all the beautiful sights. Catamarans really are more fun to sail with the special bow nets designed for ...

18 reviews