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Tours/San Diego/San Diego Sailing Cruise Small Group 6 Guests Classic Yacht

San Diego Sailing Cruise Small Group 6 Guests Classic Yacht

5.0(85)San Diego2h 30min
VIATOR5.0(47)TRIPADVISOR5.0(38)
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
+39 photos
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht
San Diego Sailing Cruise Small Group 6 Guests Classic Yacht

At a glance

Duration
2h 30min
Price from
$125 / person
Rating
5.0 / 5 · 85 reviews
Languages
EN
Group
Small group, up to 6
Cancellation
Free cancellation
Meeting point
Our departure point is located at: Safe Harbor Sunroad Marina 955 Harbor Island Drive, San Diego, 92101.    Gate #1 Docks A-D
Confirmation
Instant

Prices checked on Sep 11, 2026Things to do in San Diego

Description

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.

Tour Options

Afternoon Sail
Sunset Sail
  • Enjoy a sunset sail aboard a classic yacht.

Itinerary

Pass by

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.

Pass by

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.

Pass by

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

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.

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.

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.

Pass by

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.

Highlights

Soda/Pop
Bottled water
Snacks
Beer, White Wine

What's included

Included
Soda/Pop
Bottled water
Snacks
Beer, White Wine
Not included
Gratuities
Parking

Traveller Ratings

5.0
85 reviews
5
83
4
2
3
0
2
0
1
0

Important Information

  • 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

Frequently asked questions

How long does San Diego Sailing Cruise Small Group 6 Guests Classic Yacht take?

San Diego Sailing Cruise Small Group 6 Guests Classic Yacht lasts about 2h 30min. The itinerary has 7 stops.

How much does San Diego Sailing Cruise Small Group 6 Guests Classic Yacht cost?

Prices start at $125 per person for this San Diego experience, booked through Viator with the price shown before checkout. There are 2 booking options, so the final price depends on the option you choose.

Can I cancel San Diego Sailing Cruise Small Group 6 Guests Classic Yacht for free?

Yes. Cancel at least 1 day before the start for a full refund. Later cancellations are non-refundable.

Where does the tour start?

The meeting point is Our departure point is located at: Safe Harbor Sunroad Marina 955 Harbor Island Drive, San Diego, 92101.    Gate #1 Docks A-D . Hotel pickup is not part of this experience.

What languages is San Diego Sailing Cruise Small Group 6 Guests Classic Yacht offered in?

The experience is available in EN.

Is this a private or a group tour?

It is a small-group experience with a maximum of 6 participants.

Is the tour suitable for children?

Infants and small children can ride in a pram or stroller

Is the tour wheelchair accessible?

Wheelchair accessible Transportation options are wheelchair accessible All areas and surfaces are wheelchair accessible

Reviews(85)

W
Wander780119
August 10, 2026
Sunset Cruise with Captain Phil

We had a most enjoyable sailing adventure with Captain Phil. His sailboat is a true gem and his many years of sailing and stories of his on-the-water adventures were most entertaining. He sailed us past every unique feature in the harbor with a great depth of knowledge. We'd take this sunset cruise again in a heartbeat.

Operator response

Thank you for the wonderful review! It was a pleasure having you aboard Liberty for a sunset sail on San Diego Bay. I’m glad you enjoyed the boat, the stories, and exploring the unique sights around the harbor. Liberty is a special classic sailboat, and sharing both her character and my love of sailing with guests is something I truly enjoy. Thank you for choosing Sail Liberty and for recommending the sunset cruise. I’d be happy to welcome you back aboard for another memorable San Diego sailing experience anytime. Captain Phil

M
Melissa M
July 11, 2026
Wonderful and relaxing

Great captain, was timely, lovely snacks and drinks.

Operator response

Thank you for sailing with me aboard Liberty. It means a great deal to know you enjoyed the views, the hospitality, and the atmosphere. Sharing this beautiful harbor with guests is one of the best parts of what I do.

J
Jaime_P
July 2, 2026
Relaxing Sailing Experience

Beautiful sail boat and friendly captain. Snacks and beverages provided. Fantastic trip, highly recommend

Operator response

Sometimes a sail just comes together perfectly, and it sounds like yours was one of those. Liberty is a 41-foot Friendship Sloop and she earns every compliment she gets.

S
Scott B
June 1, 2026
Perfect Sunset Cruise

Such a wonderful trip! Phil has crafted a fantastic expedience on his beautifully kept classic boat with great hospitality, snacks, and tremendous views of San Diego Bay. With only six guests, this classic sloop provides the perfect cozy and comfortable cruise that seems inspired by her historical pedigree. Highly recommend!

Operator response

Thank you for such a thoughtful review! I'm delighted that you enjoyed the experience aboard our classic sloop. Preserving her history and character while providing a comfortable and memorable sail is truly a labor of love, so it's especially rewarding to hear that came through during your time on the water. I'm glad you enjoyed the hospitality, snacks, and the beautiful views of San Diego Bay. One of my favorite parts of sailing with small groups is being able to offer a more personal and relaxed experience that larger tour boats simply can't match. Captain Phil

A
andreeab882
April 17, 2026
Lovely sunset experience

The views were exceptional and we even got to see a bunch of dolphins! Phil also made the experience enjoyable as he is so kind and really enjoys what he does. The seating area is small but there's room to move around to get pictures, etc. The experience was definitely well worth it

Operator response

It was a great night in the bay. I am glad that you had such a wonderful time. Capt. Phil

E
Ethan_G
December 29, 2025
Absolutely Magical!

One of the best sailing tours I have ever done. Captain Phillip was amazing; he brought us to some beautiful sights and knew so much about the area. I would absolutely take the tour with him in a heartbeat. This is a top San Diego experience!

Operator response

Thank you for sailing with me. I’m glad the experience felt a little magical for you. Sometimes the bay, the wind, and a quiet boat all come together just right. I appreciate you coming out for a sail aboard Liberty. — Captain Phil

A
AJ_V
October 26, 2025
Chillest Captain

Do yourselves a favor and book with Captain Phil! Gorgeous boat and gorgeous scenery with several sea lion sightings. Phil is super chill and provided a very relaxed and fun evening with ample drinks and snacks.

Operator response

I’m happy to hear you had such a great time! The bay is one of my favorite places, and it’s always fun to share it with good company.

T
Timothy_M
October 20, 2025
Philip was great. The...

Philip was great. The itinerary wasn't well described and only included a couple slow laps around the bay, no ocean sailing/sunset or sailing description/instruction.

Operator response

Thank you for sharing your feedback. I’m glad you enjoyed sailing with me and appreciate your honest comments. Our tours are designed as relaxed scenic sails within beautiful San Diego Bay, rather than instructional or ocean sailing trips. I’ll make sure to clarify that more clearly in our descriptions so future guests know exactly what to expect.

N
N96SJlarryb
October 18, 2025
Relaxing

A wonderful relaxing sail on the bay. The skipper/owner did a super job with local history and information. Would recommend to anyone. Fabulous, fabulous, fabulous

Operator response

Thank you! Captain Phillip will be so happy to hear this. We're glad you had a relaxing and memorable cruise.

D
Darlene_W
September 9, 2025
Sunset Cruise

Very pleasant and relaxing sight seeing trip on a beautiful boat. Captain Philip was very accommodating.

Operator response

I am glad that you had a great time.

$125/ person
5.0(85)
Duration2h 30min
LanguagesEN
TicketMobile or paper ticket accepted
Travellers1–6 pax
ConfirmationInstant
OperatorSail Liberty
Book on Viator →
Booking on the official Viator website
Free cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

1+ days before100% refund
0–1 days before0% refund
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