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San Diego Sailing Sunset and Afternoon Classic Yacht

9 Reviews 5.00 out of 5 stars Based on 9 traveler reviews collected by Cool Shore Excursions and TripAdvisor | Recommended by 100% of reviewers | La Jolla, USA
Don't miss out!
On average, this is booked 25 (0) days in advance.

2 hours 30 minutes (approx.)
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Overview

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.

What's Included

  • Snacks
  • Alcoholic beverages Alcoholic Beverages
  • Bottled water
  • 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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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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San Diego Bay Walk (pass by)

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.
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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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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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Shelter Island (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 paddleboarding. 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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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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The Rady Shell At Jacobs Park (pass by)

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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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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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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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Suitable for all physical fitness levels
  • Infants are required to sit on an adult’s lap
  • Restroom on board
  • Traditional sailboat with wooden mast, gaff rigging, classic decor
  • This tour/activity will have a maximum of 6 travelers

Frequently Asked Questions (9)

Q: Will I get seasick on San Diego Sailing Sunset and Afternoon Classic Yacht?

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.

Still have questions?

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Activity code: C-37126P7

Traveler Photos

Reviews

5.00
9 reviews

Average 5.00 out of 5 stars based on 9 traveler reviews collected by Cool Shore Excursions and partner sites such as Cool Destinations and TripAdvisor

5 stars
9
4 stars
0
3 stars
0
2 stars
0
1 star
0
Don't miss out!
On average, this is booked 25 (0) days in advance.

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What's Included

Activity name

  • Snacks
  • Alcoholic beveragesAlcoholic Beverages
  • Bottled water
  • Beer, wine and soft drinks
  • Gratuities
  • Parking

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Suitable for all physical fitness levels
  • Infants are required to sit on an adult’s lap
  • Restroom on board
  • Traditional sailboat with wooden mast, gaff rigging, classic decor
  • This tour/activity will have a maximum of 6 travelers

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Activity name