San Diego Bay Sailing: Historic Sloop Adventure

Experience the beauty of a sunset sail on a traditional sailing yacht in San Diego. Book a private tour for up to six passengers and enjoy white wine, beer, snacks, and stunning harbor views.

Duration: 2 hours, 30 minutes
Cancellation: 24 hours
Highlights
  • Maritime Museum of San Diego - Founded in 1948, the Maritime Museum of San Diego boasts one of the largest collections of historic sea vessels in the U.S. Situated on San Diego Bay, its highlight is the Star of India, an iron bark from 1863.
  • Coronado Bridge - Known locally as the Coronado Bridge, the San Diego–Coronado Bridge is a prestressed…
What's Included
  • Water, soft drinks, and snacks included
  • Selection of beer (IPA and Lager) and white wine
What's Not Included
  • Gratuities
  • Parking
Additional Information

Embark on a unique San Diego sailing adventure aboard Liberty, a classic Friendship sloop replica inspired by a 1904 yacht. Enjoy an exclusive San Diego sunset sail or afternoon tour on San Diego Bay, limited to just six guests, ensuring a serene small-group experience away from the bustling harbor cruises. Guests can relax on a San Diego Bay sailing…

Location
Safe Harbor Sunroad
Harbor Island Drive
Our departure point is located at: Safe Harbor Sunroad Marina 955 Harbor Island Drive, San Diego, 92101.    Gate #1 Docks A-D
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(336 Ratings)
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1 star
Mary_m
Mar 3, 2026
Couples celebrating anniversary and birthday - Phil is an expert captain—been sailing since childhood in Maine. He’s very personable, and his authenticity put my anxieties at ease. The trip through the bay was smooth and offered beautiful views of the city. We saw lots of seals sunbathing on a deck and barking at each other. Lots of relaxing fun and beauty everywhere.
Review provided by Viator
Timgrc
Feb 23, 2026
Sail Liberty and none other - Do not go on any other harbor cruise or sail except Sail Liberty. Cpt, Philip is a joy to be with and knows his stuff to provide a safe and memorable trip. The Liberty is a beautiful boat and well maintained. We enjoyed the sunset sail, but any trip aboard the Liberty will be well worth it. A great way to end a vacation to San Diego.
Review provided by Tripadvisor
Go598135
Feb 16, 2026
Relaxing Sail - The boat was very quaint but comfortable. Captain Philip was knowledgeable and very friendly. It was a great relaxing time.
Review provided by Tripadvisor
Mikaela_h
Feb 2, 2026
Captain Phillip’s sailing... - Captain Phillip’s sailing tour was beautiful! My husband and I went out along the bay with our two other friends and it was an incredible experience! The views, the sailboat, everything was top tier. Will definitely be doing this again in the future and I recommend if you want an intimate personal experience, this is the tour to do! Thank you again!
Review provided by Viator
Tour657440
Dec 7, 2025
A Ride to Remember: - Amazing experience!! I went with my boyfriend for his birthday and we had a blast! This was a lot more relaxing and enjoyable than I expected. I knew it would be great from the reviews, but reading reviews doesn't do it justice! Its worth trying out and booking a slot. My expectations were exceeded, especially as a person with motion sickness. The ride was smooth and easy for me to manage. To continue, the boat itself is uniquely structured. Ive never been on a boat that looks like this! Being a year 1904 styled vintage boat made the experience all the more fun. Definitely give this a try!
Review provided by Tripadvisor
Carlos
Nov 8, 2025
Great scenic sunset cruise on vintage sail boat - Phillip was very friendly and accommodating. We were able to connect our music to the sound system and personalize our experience. Would highly recommend.
Review provided by Tripadvisor
Cherieb645
Nov 1, 2025
Sailing the Liberty in San Diego Bay - Captain Phillips gave us an exceptional experience on his sailboat Liberty in the San Diego harbor. We saw a couple of dolphins and sea lions and a beautiful sunset. We highly recommend this tour.
Review provided by Tripadvisor
Wanderer10164721252
Oct 28, 2025
Amazing time on beautiful sailboat - Captain Phillip did an amazing job! My wife and I had a great time on the beautiful sailboat! Such great views and memories made! I would highly recommend!
Review provided by Tripadvisor
Stephanie_h
Oct 25, 2025
Was a wonderful evening... - Was a wonderful evening sail. Had the sail up almost the entire time- which is not common for other ‘sailings’ I’ve had in the past. Captain Philip has a love for sailing and is very knowledgeable.
Review provided by Viator
Angela_h
Oct 21, 2025
Best evening with beautiful view! - Amazing experience! The captain was so much fun. The views were amazing. The group was so much fun that we went to dinner together afterwards. Would definitely recommend! And will do it again when we're in San Diego.
Review provided by Viator
From $135
up to 6 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).