Classic Yacht Harbor Tour: Wine-Inclusive Experience
52 Ratings
San Diego
Experience the beauty of San Diego's harbor on a classic yacht tour with Sail Liberty. Enjoy a wine-inclusive sail on our 1904-replica sloop and see all the highlights of the harbor. Book a private tour for a more personalized experience.
Duration: 2 hours, 30 minutes
Cancellation: 1 day learn more
  • Maritime Museum of San Diego - Embark on a journey aboard the Star of India, the globe’s most ancient seafaring vessel still in operation, anchored at the Maritime Museum of San Diego, which serves as the centerpiece of this unique museum.
  • USS Midway Museum - Navigate beneath the bow of the Midway aircraft carrier for a surreal adventure. The USS Midway Museum offers an engaging experience for the entire family, featuring over 60 exhibits, a collection of restored aircraft, interactive flight simulators, and much more.
  • Seaport Village - Spanning 14 acres along the waterfront, Seaport Village offers a plethora of shopping, dining, and entertainment options. Dedicate a few hours, whether during the day or evening, to explore the eclectic stores and savor a sumptuous meal while witnessing the sunset over the harbor.
What's Included
  • Carbonated beverages
  • Bottled water
  • Beer, White Wine
  • Snacks
What's Not Included
  • Gratuities
  • Marina parking will be around $12
Additional Information

Sail Liberty provides first-class sailing experiences for a maximum of six guests. Embark on an indelible harbor voyage on our authentic 1904-style sloop. Its wooden mast and teak enhancements make it a widely photographed sailboat within the harbor. Our well-received intimate group harbor tours are inclusive of white wine, assorted beers, non-alcoholic beverages, and light fare. Experience all the notable sights of the harbor while we navigate using age-old methods aboard a unique and historic vessel, unparalleled in San Diego.
For an exclusive trip, simply reserve all six spaces.

Safe Harbor Sunroad
Harbor Island Drive
We will meet at the gate for docks A-D Marina parking will be around $12
Cancellation Policy

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

Customer Ratings
(52 Ratings)
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1 star
Jan 1, 2024
Can’t miss sailing in San Diego - Captain Phillip did a great job offering interesting information about the harbor and the Naval Base. His lifelong love of sailing is evident in his tale about the refurbishing of the Liberty.
Review provided by Viator
Oct 22, 2023
Best San Diego Bay Experience by Far! - Sailing around the San Diego bay in the Liberty sloop was very relaxing and the sights were beautiful. Captain Philip is very courteous and amiable, and happily engages his guests in all sorts of dialogue with a sincere smile. Forget those impersonal bay tours on crowded boats. Spend a little more and experience the bay as it should be--on a classic sailing vessel captained by an experienced and friendly sailor.
Review provided by Viator
Aug 21, 2023
Loved this small group sailboat cruise!! - Captain Phillip was incredible! Extremely knowledgeable about the San Diego Bay, it’s history, the sights and the area in general. The boat is super cool. The trip was idyllic. Highly recommend!
Review provided by Viator
Jul 9, 2023
Relaxing and Enjoyable Afternoon Sail - Wonderful sailing experience around San Diego bay. Captain Philip was very hospitable and offered snacks and refreshments for our afternoon sail. He also shared information about the Bay Area as we were in town visiting. Would highly recommend for a quiet and peaceful afternoon sail if the loud and crowded “party boats” are not what you seek.
Review provided by Viator
Jun 30, 2023
Glorious Cruise of San Diego Bay - Thank you Captain Philip for a perfect day on the bay on the beautiful Liberty. Such a pristine boat! We enjoyed your extensive knowledge of everything from identifying transit ships, naval history of ships in port, and sailing etiquette in the harbor. We would recommend your professional service to anyone looking for a quality, traditional sailing tour of San Diego Bay!
Review provided by Tripadvisor
May 26, 2023
One of a kind vintage sailboat - Amazing time with captain Phil! He was so knowledgeable about all things sailing so we feel incredibly safe, but he was also really knowledgeable on the local area and kept it very entertaining. He was so friendly and kind that it really helped us. Have an amazing experience for our anniversary. There were tons of snacks and drinks as well
Review provided by Viator
May 4, 2023
Fantastic day on the bay! - Was lucky to end up with just my dad and I as passengers. It was a great tour around the bay with sea lions and even a dolphin sighting. Captain Philip was really laid back and had a lot to share about the area and sailing. Would highly recommend.
Review provided by Viator
Apr 26, 2023
Affordable private charter - Perfect weather, great captain, easy fun day on the water- also exposure to authentic sailing. highly recommend. great adventure for the price.
Review provided by Tripadvisor
Feb 14, 2023
Beautiful sail boat - Beautiful trip around the harbor. Captain Phil is warm and friendly with a beautiful boat. It’s obvious how much he loves to sail and that makes the experience even better.
Review provided by Viator
Feb 14, 2023
Relaxing sailboat ride. - Captain Philip was great. He was very relaxed and informative about all of the local surroundings. My husband and I went with our great friends and there was one other couple there. All 7 of us turned out to be around the same age with adult kids and a lot in common. It was a little chilly on the water but the sun was out and it was beautiful. We laughed a lot and had a wonderful time.
Review provided by Viator
Select Date and Tickets
up to 6 guests
1 Adult
April 2024