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 - The Maritime Museum of San Diego, established in 1948, preserves one of the largest collections of historic sea vessels in the United States. Located on the San Diego Bay, the centerpiece of the museum’s collection is the Star of India, an 1863 iron bark.
What's Included
  • Water, soft drinks, and snacks included
  • Selection of beer (IPA and Lager) and white wine
What's Not Included
  • Gratuities
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…

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
(305 Ratings)
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Jeff1111111111111
Jul 6, 2025
Perfect anniversary sail - Phil was a great captain! He did a great job navigating around all the holiday traffic with ease and very laid back. There was a nice selection of drinks. Others on the boat brought their own snacks. That’s a really good idea. Beautiful trip around the harbor and near downtown (and up close near Midway). Really nice size sail boat with 6 of us and captain. Would definitely do it again!
Review provided by Tripadvisor
G9497ocjulieh
Jul 4, 2025
Best Captain and Sailboat - Captain Phillip is very humble but a total bad ass!! The boat he restored is amazing and if you want a very personal experience with the best boat and Captain in San Diego then this is the trip for you!! Thanks Captain! We will be back. Your Texas friends
Review provided by Tripadvisor
Debbie_o
Jul 2, 2025
Great Sailing Trip - Overall great trip! Everyone really enjoyed themselves and the captain was knowledgeable about the area and any other questions we asked him.
Review provided by Viator
Richard_k
Jun 28, 2025
Do it, worth the time!!! - Captain Phillip was awesome. Our experience was amazing Viator is asking me to enter 49 more characters
Review provided by Viator
Tammi_b
Jun 24, 2025
Great Sunset Cruise! - Captain Phillip was top notch! Clean yacht, well stocked with snacks and refreshments, great stories. ABSOLUTELY AMAZING!! THANK YOU CAPTIAN PHILLIP!!!!
Review provided by Viator
Anniesl252ng
Jun 22, 2025
Amazing cruise! - Captain Phillip was incredible! Super nice and down to earth guy. We chose his boat because we loved the Vintage look over the modern boats. The boat was beautiful! The views were incredible and captain Phillip was such a great host! I would recommend him to anyone wanting to do a sailboat cruise in the area!
Review provided by Tripadvisor
Voyager547200
Jun 6, 2025
Wonderful Experience! - We had a wonderful trip with Captain Phillip! Highly recommend! Beautiful boat, beautiful views, and a beautiful night!
Review provided by Tripadvisor
Ben_c
Jun 5, 2025
Philip was knowledgeable... - Philip was knowledgeable about the Bay, sailing, and was very kind and funny. We went when it was cloudy and missed the sunset, but I would still recommend it!
Review provided by Viator
Terra_m
Jun 2, 2025
Always Chasing Sunsets! - Captain Phillip was amazing. We really enjoyed sailing the harbor. We had the most beautiful sunset the pictures don't it justice. A very romantic and peaceful evening. Great ending to our 26th wedding anniversary❤️
Review provided by Viator
Meander71689
Jun 1, 2025
Love it!!! - Very relaxing and enjoyable evening on the charming boat. Would recommend to anyone who likes sailing. Don’t forget sweaters, it could be cold on the water after sunset.
Review provided by Tripadvisor
From $125
up to 6 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).