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 an unforgettable journey with Captain Phil aboard Liberty, a magnificent replica of a 1904 gaff-rigged friendship sloop. This elegant vessel is a sight to behold, boasting exquisite woodwork, bronze fixtures, and intricate rigging that highlight the exceptional craftsmanship of a bygone era.
With over 50 years of sailing expertise, Captain Phil…

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
(325 Ratings)
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Dayna_t
Sep 22, 2025
Best Sunset Cruise in San Diego! - This experience is peaceful, intimate, and serene. The experience is filled with Great San Diego Bay history and amazing views given by Captain Phillip.
Review provided by Viator
K9535wbnicolem
Sep 7, 2025
Awesome sunset vintage yacht harbor cruise! - We went on a wonderful tour of the San Diego harbor last Thursday! A gorgeous sunset, the city’s lights, and an up-close view of air craft carriers. Our Captain’s hospitality was great! He shared facts about the harbor and his ship, which is absolutely beautiful! He provided drinks (beer, white wine, soda and water), as well as snacks. Overall, it was a wonderful evening, and we enjoyed ourselves! Thank you for a memorable evening!
Review provided by Tripadvisor
Aiden_c
Sep 7, 2025
Great sunset cruise - Had an amazing time! The small group made the cruise feel really cozy and personal. Drinks and snacks were great, and the sunset views were beautiful. Definitely recommend captain Philip is a good dude
Review provided by Viator
Walkman_w
Sep 3, 2025
Great night on the water, lot's of fun - San Diego Bay is a beautiful area with great views of the sky line, sailing racers, and the local sea lion posing on a buoy. The evening was topped off with a sunset over the water. Captain Phil is very knowledgeable about the area, also single handed the Liberty with all sails up and gave a tutorial of the Bay area. All in all, a fantastic night on the water.
Review provided by Viator
Michael_s
Aug 25, 2025
Philip was great very... - Philip was great very personable, and the boat/ship was awesome! Great view of the San Diego skyline. Highly recommend this trip.
Review provided by Viator
Euri
Aug 23, 2025
Amazing, relaxing and indispensable. - The boat is beautiful, the story about its restoration is impressive. The Captain is extremely friendly, skilful and precise in the moments and ways to offer a great tour.
Review provided by Tripadvisor
Annette_p
Aug 18, 2025
Great sailing - The boat was beautiful and the cruise was great. Max 6 folks was great. We enjoyed the other guests and laughed for 2 hours. Of course the wine helped!! Would so again!
Review provided by Viator
Grandtour14723902768
Aug 15, 2025
An intimate and beautiful experience - Captain Phil was an absolutely wonderful guide and host. His passion for sailing and appreciation for the sport was contagious. With just three couples and Captain Phil on the vintage yacht, the 2 hour tour was an intimate, beautiful experience shared by all. His vessel will take you up close and personal to the shoreline views and features of San Diego Bay.
Review provided by Tripadvisor
Colleenlb6503ny
Aug 11, 2025
A lovely, relaxing evening! - This special evening on the water was everything we hoped for—peaceful, intimate, and breathtaking. With just six guests plus the seasoned Captain Philip, it felt like a private escape rather than a crowded party boat. If you're looking to skip the loud crowds and soak in the serenity of the sea, this is the sail for you. Captain Philip, a lifelong sailor with a wealth of knowledge, made us feel completely at ease as we glided across San Diego Bay. Even as longtime locals, we discovered new perspectives and hidden gems that made the experience fresh and genuinely fun. Whether you're visiting or a native San Diegan, this sunset sail is a must-do!
Review provided by Tripadvisor
Sheryl_d
Aug 7, 2025
The sunset sail with... - The sunset sail with Captain Phillip is the highlight of our trip so far. Well worth every penny and highly recommend
Review provided by Viator
From $125
up to 6 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).