San Diego Sailing Sunset and Afternoon Classic Yacht
Overview
Skip the crowded tour boats. Liberty carries just six guests and that changes everything.
Sail San Diego Bay aboard a classic 41-ft Friendship sloop with Captain Phil, a USCG-licensed captain with 55 years of sailing experience. Whether you choose an afternoon sail or stay for sunset, the experience is calm, unhurried, and genuinely personal — less like a tour, more like being invited onto a private yacht.
Take in the San Diego skyline, Coronado Bridge, and USS Midway from the water — no narration script, no rushing, just the bay at its best.
Afternoon sail — open skies, warm sun, and the city in full view.
Sunset sail — watch the sky change over the water as the city lights come on.
Ideal for couples and travelers who want an authentic, uncrowded San Diego sailing experience.
All sails are 2.5 hours.
Included: craft beer, California white wine, soft drinks, and packaged snacks.
Paid marina parking available. Gratuity for the captain is appreciated and not included.
What's Included
- Snacks
- Alcoholic beverages Alcoholic Beverages
- Bottled water
- Beer, wine and soft drinks
- Gratuities
- Parking
Meeting Location
955 Harbor Island Drive
San Diego, CA 92101, USA
Detailed check-in instructions, including the exact address, are provided with your booking confirmation.
This activity ends back at the meeting point.
What To Expect
Book Online
Safe & secure Easy breezy Hassle‑free
San Diego Convention Center (pass by)
San Diego Bay Walk (pass by)
Cabrillo National Monument (pass by)
Coronado Island (pass by)
Shelter Island (pass by)
Coronado Bridge (pass by)
The Rady Shell At Jacobs Park (pass by)
Seaport Village (pass by)
USS Midway Museum (pass by)
Additional Info
- Confirmation is instant and will be received at time of booking
- Suitable for all physical fitness levels
- Infants are required to sit on an adult’s lap
- Restroom on board
- Traditional sailboat with wooden mast, gaff rigging, classic decor
- This tour/activity will have a maximum of 6 travelers
Frequently Asked Questions (9)
Q: Will I get seasick on San Diego Sailing Sunset and Afternoon Classic Yacht?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-37126P7
Traveler Photos
Reviews
Average 5.00 out of 5 stars based on 9 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor
Additional Info
Similar Tours & Activities

With over 38 years of experience sharing our love of sailing with San Diego visitors, we are prepared to offer you a memorable day on...
$119

Family-friendly experience where you can learn about life in tide pools from a marine biologist with over 20 years of combined science, education, and museum...
$34

We're located just a few minutes walk to the magnificent La Jolla Cove. Which is a protected marine wildlife preserve, steaming with aquatic life and...
$30

We are based in San Diego and we are designed for families. Our whole mission is to bring families closer together. We want to put...
$975
Travelers Who Bought This Tour Also Bought

Explore America's #1 Ballpark on one of our daily guided tours. Experience the ballpark as only players and staff do. Led by a tour guide,...
$43

Experience the ultimate San Diego sailing adventure with a spacious catamaran cruise, offering your choice of a relaxing daytime sail or a breathtaking sunset sail....
$119

Family-friendly experience where you can learn about life in tide pools from a marine biologist with over 20 years of combined science, education, and museum...
$34

We're proud to have an out-going team of seasoned guides who spend their lives around the ocean! We also offer quality dive gear and the...
$55







