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San Diego Private Yacht Charter on a Classic Sailboat

4 Reviews 5.00 out of 5 stars Based on 4 traveler reviews collected by Cool Destinations and TripAdvisor | Recommended by 100% of reviewers | San Diego, USA

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On average, this is booked 32 (0) days in advance.

2 hours 30 minutes (approx.)
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Overview

Book the entire boat for your group — no strangers, no shared space, just your crew and Captain Phil on San Diego Bay.
Liberty is a classic 41-ft Friendship sloop skippered by a USCG-licensed captain with 55 years of sailing experience. Your private charter delivers the most personal way to experience San Diego from the water — calm, unhurried, and entirely yours.
Included: craft beer, California white wine, soft drinks, and packaged snacks.
Sail past the San Diego skyline, Coronado Bridge, and USS Midway at your own pace. Ideal for celebrations, anniversaries, and groups who simply want the boat to themselves.
All private charters are 2.5 hours. Paid marina parking available. Gratuity for the captain is appreciated and not included.

What's Included

  • Snacks
  • Bottled water
  • Beer, white wine and soft drinks
  • Gratuities
  • Parking
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Meeting Location

Meeting point

955 Harbor Island Drive
San Diego, CA 92101, USA

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

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Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Safe & secure • Easy breezy • Hassle-free

Maritime Museum of San Diego (pass by)

The Maritime Museum of San Diego, located along the waterfront, is home to one of the world’s finest collections of historic ships. As you sail past, you’ll see iconic vessels like the Star of India, the world’s oldest active sailing ship, along with a replica of the 16th-century San Salvador and the impressive HMS Surprise, known from Master and Commander. The museum offers a glimpse into maritime history, making it a striking sight from the water.
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USS Midway Museum (pass by)

The USS Midway Museum, located in downtown San Diego along the Embarcadero, is a maritime museum housed aboard the USS Midway (CV-41), the longest-serving U.S. Navy aircraft carrier of the 20th century. Commissioned in 1945, the Midway served for 47 years, participating in significant military operations including the Vietnam War and Operation Desert Storm, before being decommissioned in 1992. The ship was transformed into a museum and opened to the public on June 7, 2004. Visitors to the museum can explore over 60 locations throughout the ship, including the engine room, galley, sleeping quarters, bridge, and flight control areas. The museum features more than 30 restored aircraft spanning 80 years of naval aviation history, interactive exhibits, and flight simulators. A self-guided audio tour, narrated by former Midway sailors, enhances the experience by providing personal insights into life aboard the carrier.
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Seaport Village (pass by)

Seaport Village is a charming waterfront destination in downtown San Diego, featuring boutique shops, waterfront dining, and live entertainment. With its cobblestone pathways, scenic bay views, and vibrant atmosphere, it’s a perfect spot for a leisurely stroll, shopping for unique souvenirs, or enjoying fresh seafood with a view. Located along the Embarcadero, Seaport Village offers a relaxing and picturesque escape by the bay.
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San Diego Convention Center (pass by)

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.
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Coronado Island (pass by)

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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Coronado Bridge (pass by)

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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Cabrillo National Monument (pass by)

The Cabrillo National Monument offers breathtaking panoramic views of San Diego Bay, the Pacific Ocean, and downtown San Diego. Located at the southern tip of the Point Loma Peninsula, this historic site commemorates Juan Rodríguez Cabrillo, the first European to explore the West Coast in 1542. Visitors can explore scenic coastal trails, tide pools, and the iconic Old Point Loma Lighthouse, making it a perfect post-sailing adventure for history and nature lovers alike.
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Shelter Island Park Shoreline (pass by)

Shelter Island is a peaceful waterfront retreat known for its marinas, parks, and stunning views of San Diego Bay and the city skyline. Visitors can enjoy a relaxing walk along the Shoreline Park promenade, dine at waterfront restaurants, or watch boats sail by from scenic picnic spots. The island is also a popular spot for fishing, kayaking, and stand-up paddle boarding. With its laid-back atmosphere and picturesque setting, Shelter Island is a great place to unwind after a day on the water.
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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Not recommended for travelers with poor cardiovascular health
  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • Boat is a traditional sailboat with wooden mast, gaff rigging, and classic decor

Frequently Asked Questions

(7)

Q: Will I get seasick on San Diego Private Yacht Charter on a Classic Sailboat?

A: If you have any doubts about becoming seasick on the water, we recommend taking a Dramamine® Motion Sickness Relief tablet the night before your trip. Some people recommend taking it the night before your cruise and then again that morning so you will not feel so drowsy. Read more Feb 2023

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

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Activity code: C-37126P2

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Reviews

5.00
4 reviews

Average 5.00 out of 5 stars based on 4 traveler reviews collected by Cool Destinations and partner sites such as Trustpilot, Viator, and TripAdvisor

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What's Included

Activity name

  • Snacks
  • Bottled water
  • Beer, white wine and soft drinks
  • Gratuities
  • Parking

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Public transportation options are available nearby
  • Not recommended for travelers with poor cardiovascular health
  • Travelers should have at least a moderate level of physical fitness
  • Infants and small children can ride in a pram or stroller
  • Infants are required to sit on an adult’s lap
  • Boat is a traditional sailboat with wooden mast, gaff rigging, and classic decor
  • Restroom is available on board
  • Operated by a business

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You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (PDT).

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