San Diego Sailing Sunset and Afternoon Classic Yacht
Overview
2 hours 30 minutes
Mobile ticket
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.
Additional Info
Infants are required to sit on an adult’s lap
Suitable for all physical fitness levels
Restroom on board
Traditional sailboat with wooden mast, gaff rigging, classic decor
What To Expect
San Diego Convention Center
The San Diego Convention Center is a striking waterfront venue known for its modern architecture and iconic sail-like rooftop. Located in the heart of downtown along San Diego Bay, it hosts major events like Comic-Con International, trade shows, and conventions. Spanning over 2.6 million square feet, it features expansive exhibit halls, meeting rooms, and a scenic outdoor terrace with panoramic bay views. Its prime location offers easy access to the Gaslamp Quarter, making it a vibrant hub for both business and entertainment.
San Diego Bay Walk
The San Diego Baywalk along North Harbor Drive is a scenic waterfront promenade perfect for a relaxing stroll after your sailing excursion. Lined with palm trees, public art, and stunning bay views, it offers a lively atmosphere with street performers, waterfront dining, and landmarks like the USS Midway Museum and the Maritime Museum of San Diego. Visitors can unwind at outdoor cafés, watch boats glide by, or simply take in the beautiful coastal sunset.
Options
Afternoon Sail
Enjoy an afternoon sail aboard a classic sailing yacht.
Sunset Sail
Sunset sail aboard a classic yacht.
What‘s Included
Beer, wine and soft drinks
Bottled water
Alcoholic Beverages
Snacks
Gratuities
Parking
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Reviews
6 reviews
Total reviews and rating from Viator & Tripadvisor
Beautiful
Venture654557,Jun 13, 2026
- Review from Tripadvisor
5.00Lovely evening on a beautiful boat.
Best way to see San Diego bay⛵️
abajax,Jun 9, 2026
- Review from Tripadvisor
5.00Captain Philip is a great host. My wife and I throughly enjoyed the experience. It was our first time on sailboat and we want to do it again. I will recommend this experience to all my family and friends.
Girl's trip in San Diego....
Carol F,Aug 27, 2025
- Review from Viator
5.00Girl's trip in San Diego. Had a wonderful sunset sail! Enjoyed the sites and learning about the area.
Sail around the bay
46edmunds,Aug 11, 2025
- Review from Tripadvisor
5.00Phil was knowledge and made us feel at home. Drinks and snack were a plus. 10 out of 10. Will rebook with him. Created many great memories.
The most perfect memory on the water
253madeleinep,Jun 19, 2025
- Review from Tripadvisor
5.00Phillip was amazing! This was one of the most memorable and romantic experiences my boyfriend and I have had together. The Liberty is a stunning work of art, and the views and company were incredible. We have every intention of sailing with Phillip again. Thank you!
Perfect way to spend your evening!
I9636QZjoanw,Apr 3, 2023
- Review from Tripadvisor
5.00Amazing tour! We had a blast and couldn’t have asked for a better captain! Phil loves what he does and it shows! We learned so much about the area as well! Absolutely beautiful :)
Related Experiences
Operated by Sail Liberty