San Diego Sailing Trips

San Diego Sailing Trips

Cruises, Sailing & Water Tours See all

Only Show: Day Cruises | Dinner Cruises | Dolphin & Whale Watching | Duck Tours | Sailing Trips | Sunset Cruises

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Small-Group San Diego Sunset Sailing Excursion

5 star rating: Highly Recommended 1 Reviews

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-style sailboat ...  Read more

Location: San Diego, California
Duration: 3 hours

From USD $84.99

Small-Group San Diego Afternoon Sailing Excursion

5 star rating: Highly Recommended 29 Reviews

Set sail from San Diego on this small-group sailing tour! This three-hour adventure on a Catalina-style sailboat is limited to just six people, ...  Read more

Location: San Diego, California
Duration: 3 hours

From USD $84.99

Private Sailing Excursion from San Diego

5 star rating: Highly Recommended 4 Reviews

Set out on a private, relaxing 2-hour sailing excursion from San Diego on a fully restored, 36-foot (11-meter) Cal Jensen yacht. Sail past the Maritime ...  Read more

Location: San Diego, California
Duration: 2 hours

From USD $67.69

San Diego Sunset Sail

This guided tour is driven by a licensed captain and is limited to a small group of up to 6 passengers, making it an intimate experience. Watch as the sun ...  Read more

Location: San Diego, California
Duration: 2 hours

From USD $103.24

Romantic Sunset Sailing Cruise

5 star rating: Highly Recommended 1 Reviews

Treat that special someone to a romantic sailing cruise on beautiful San Diego Bay. Watch the sunset from the deck of a sailing yacht as you drift past Point ...  Read more

Location: San Diego, California
Duration: 3 hours 30 minutes

From USD $79.00

San Diego Bay Sailing Tour

San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. Why not enjoy this natural wonder aboard a beautiful sailing ...  Read more

Location: San Diego, California
Duration: 3 hours 30 minutes

From USD $79.00

Small-Group San Diego Sailing Trip

This guided tour is driven by a licensed captain, and only takes up to 6 passengers at a time, which allows for an intimate experience.

Location: San Diego, California
Duration: 2 hours

From USD $91.64

2 Hour San Diego Bay Sailing Adventure

Take in the sights, sounds and stories of the bay on a relaxing sailing cruise with a unique perspective on San Diego that you can only get from ...  Read more

Location: San Diego, California
Duration: 2 hours

From USD $79.00

Half Day Local Fishing Trips in San Diego

Fishing is a first class fun and thrilling way to spend your vacation time while in San Diego. With twenty plus years’ experience locally and offshore, we ...  Read more

Location: San Diego, California
Duration: 5 hours 30 minutes

From USD $690.00

Private San Diego Sailing Adventure

Embark on this private San Diego sailing adventure and enjoy an intimate sail. Take in the coastal sights and famous San Diego landmarks from a different ...  Read more

Location: San Diego, California
Duration: Flexible

From USD $75.00

Private Sailing Charter for up to 6 Passengers

San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. Why not enjoy this natural wonder aboard a beautiful ...  Read more

Location: San Diego, California
Duration: 4 hours

From USD $299.00

San Diego Bay Sunset Sail

Enjoy an evening sailing under the sunset on a relaxing sailing cruise with a unique perspective on San Diego tha tyou can only get from the water.  Our ...  Read more

Location: San Diego, California
Duration: 2 hours

From USD $79.00

San Diego Half-Day Marine Wildlife Tour with Lunch

Join this guided whale watch tour on a classically restored sailing yacht. Come see marine wildlife in their natural habitat. This is a small group ...  Read more

Location: San Diego, California
Duration: 4 hours

From USD $172.84

San Diego Private Sailing Tour

Join this tour on the San Diego Bay for a memorable Sunset aboard a private 37ft sail yacht. Our sail yacht can accommodate up to 6 of your friends and family ...  Read more

Location: San Diego, California
Duration: 2 hours

From USD $399.00
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Only Show: Day Cruises | Dinner Cruises | Dolphin & Whale Watching | Duck Tours | Sailing Trips | Sunset Cruises

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