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San Diego Sailing Cruise Small Group 6 Guests Classic Yacht

5.085 reviewsDowntown San Diego

  • 2h 30m
  • Free cancellation up to 24h before
  • Guided in English
  • Instant confirmation

Highlights

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. Sunset sail — watch the sky change over the water as the city lights come on. Afternoon sail — open skies, warm sun, and the city in full view. 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.

Inclusions

What's included

  • Soda/Pop
  • Bottled water
  • Snacks
  • Beer, White Wine

What's not

  • Gratuities
  • Parking

Itinerary

  1. Sail around the Star of India The World’s oldest active sailing ship, the Star of India, is docked at the Maritime Museum of San Diego and is the featured attraction of this special museum.

    Passes by

  2. Sail under the bow of the aircraft carrier Midway for an out-of-this-world experience. The USS Midway Museum is an experience the whole family can enjoy. There are 60 exhibits, dozens of restored aircraft, flight simulators and much more.

    Passes by

  3. Seaport Village is home to 14 acres of waterfront shopping, dining, and entertainment. You can spend several hours day or night visiting the unique shops and enjoy a delicious meal as you watch the sun go down over the harbor

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  4. Coronado Island offers a perfect mix of relaxation and adventure after your sailing excursion. Visitors can stroll along the famous Coronado Beach, known for its sparkling sand, explore the historic Hotel del Coronado, or browse charming shops and cafés in Coronado Village. Outdoor enthusiasts can bike along scenic paths, kayak in the bay, or take in stunning skyline views from Centennial Park. Whether you’re looking to unwind or explore, Coronado provides a picturesque coastal escape.

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  5. The Coronado Bridge is an iconic 2.1-mile-long curved bridge connecting downtown San Diego to Coronado Island. Rising 200 feet above the bay, it offers breathtaking panoramic views of the San Diego skyline, bay, and naval ships. A striking architectural landmark, it provides a scenic drive and serves as the gateway to Coronado’s beautiful beaches, charming shops, and the historic Hotel del Coronado.

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  6. The Rady Shell at Jacobs Park is a stunning open-air concert venue on the San Diego waterfront. With its futuristic, seashell-inspired design, it offers breathtaking bay and skyline views while hosting performances by the San Diego Symphony and world-renowned artists. Located in Embarcadero Marina Park South, it provides a unique outdoor music experience with premium seating, picnic areas, and top-tier acoustics, making it a must-visit destination for live entertainment lovers.

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  7. he 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.

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Cancellation

Free cancellation up to 24 hours before the experience starts, for a full refund.

Reviews

5.0

  • 583
  • 42
  • 30
  • 20
  • 10

Ratings come from 85 reviews collected by our booking partner. They are travellers' own words, in the order they were written — never reordered to flatter the experience.

Know before you go

Meeting point
Our departure point is located at: Safe Harbor Sunroad Marina 955 Harbor Island Drive, San Diego, 92101.    Gate #1 Docks A-D
Pickup
Everyone meets at the starting point; there is no pickup.
Ticket type
Mobile or paper ticket accepted
Group size
Up to 6 travellers
Operated by
Sail Liberty
  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Public transportation options are available nearby
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Suitable for all physical fitness levels

How it compares in San Diego

  • Its from-price is 19% above the median of the 530 experiences we list in San Diego.
  • Its length is typical for the group.
  • By number of reviews it ranks 79 of 530.
  • The operator lists free cancellation on it.

About San Diego

San Diego is a sunny Pacific port city in southern California, with long beaches, a park of museums, a Victorian Gaslamp district and the border close by.

San Diego is where Spanish settlers founded California's first mission and presidio in 1769, remembered today in Old Town. Balboa Park holds museums, gardens and Spanish-style buildings from the 1915 exposition, with the zoo beside it. The Gaslamp Quarter's Victorian streets, a restored waterfront, Coronado's grand seaside hotel and a retired aircraft carrier turned museum are other landmarks.

Top-ranked sights in San Diego: Downtown San Diego, USS Midway Museum, Coronado.

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Special offers in San Diego

Was/now prices come from the operator, never from us.

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