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Vintage Yacht Experience Small Group 6 passengers maximum

Recommended by 100% of travelers
Badge of Excellence
San Diego, USA
  • 2 hours 30 minutes (approx.)
  • Mobile ticket
  • Offered in: English

Why travelers loved this

5.0
·
· Ethan_G ·
Dec 2025
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!
· MariaTeresa_L ·
Aug 2025
Very relaxing ride through the SD harbor! Beautiful views, smooth sailing, and a peaceful atmosphere—highly recommend.

Overview

Set sail on the San Diego Harbor without spending a fortune on this dreamy small-group sailing tour. Climb aboard a replica 1904 yacht that's unlike any other in San Diego, and enjoy several hours of cruising the bay and harbor, from Seaport Village past the USS Midway Museum and other shoreline attractions. No sailing experience is required, as a captain handles the navigation so you can enjoy the voyage.
  • Easy and affordable way to experience sailing in San Diego
  • See San Diego's skyline and attractions from the water
  • Enjoy provided snacks and soft drinks on board
  • Replica 1904 sailboat offers unique vintage style

What's Included

  • Bottled water
  • Soda/Pop
  • Snacks
  • Alcoholic Beverages
    Beer, White Wine
  • Gratuities
  • Parking

Meeting and Pickup

Meeting point

  • Safe Harbor Sunroad
    955 Harbor Island Dr, San Diego, CA 92101, USA

    Our departure point is located at: Safe Harbor Sunroad Marina 955 Harbor Island Drive, San Diego, 92101.    Gate #1 Docks A-D

End point

This activity ends back at the meeting point.

Itinerary

Maritime Museum of San Diego (Pass By)

USS Midway Museum (Pass By)

Seaport Village (Pass By)

Coronado Island (Pass By)

Coronado Bridge (Pass By)

The Rady Shell At Jacobs Park (Pass By)

San Diego Convention Center (Pass By)

Additional Info

  • Confirmation will be received at time of booking
  • Wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Transportation is wheelchair accessible
  • Surfaces are wheelchair accessible
  • Most travelers can participate
  • This tour/activity will have a maximum of 6 travelers

Cancellation Policy

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

Traveler Photos

Gallery picture 1 (from a traveler's review)
Gallery picture 2 (from a traveler's review)
Gallery picture 3 (from a traveler's review)
Gallery picture 4 (from a traveler's review)
Gallery picture 5 (from a traveler's review)

Featured review

Ethan_G
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!

Reviews

5.0
based on 81 reviews
Total reviews and rating from Viator & Tripadvisor

Absolutely Magical!

Ethan_G, Dec 2025
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!

Response from Host, Mar 2026

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

Chillest Captain

AJ_V, Oct 2025
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.

Response from Host, Oct 2025

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.

Philip was great. The...

Timothy_M, Oct 2025
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.

Response from Host, Oct 2025

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.

Sunset Cruise

Darlene_W, Sep 2025
Very pleasant and relaxing sight seeing trip on a beautiful boat. Captain Philip was very accommodating.

Response from Host, Sep 2025

I am glad that you had a great time.

Beautiful day on the...

Darcy_H, Sep 2025
Beautiful day on the water. Captain Philip was extremely pleasant and cordial. Only negative was I was expecting more of a little tour with tidbits of information about what we were seeing. Regardless, it was wonderful

Response from Host, Sep 2025

Thanks for your review .

Very relaxing ride...

MariaTeresa_L, Aug 2025
Very relaxing ride through the SD harbor! Beautiful views, smooth sailing, and a peaceful atmosphere—highly recommend.

Response from Host, Sep 2025

Liberty is truly a smooth sailing boat . I'm glad that you had a great time on the water.

Amazing Afternoon Sail

Nicola_M, Jul 2025
Captain Phil is amazing! One of the best afternoons of our time here. Can’t recommend this highly enough.

Response from Host, Sep 2025

Wow I am glad that you had a great time on the water.

Fabulous

Harold_R, Jun 2025
Very Relaxing and informative, Simply Beautiful Experience and seeing yhe mountains and skyline ftom the water is amazing !

Response from Host, Jun 2025

We’re so glad you chose to spend your evening sailing with us. It’s wonderful to know you found it relaxing and memorable.

One of a kind Sail in SD Bay

Dolores_R, Oct 2024
Captain Phillip was low key, interesting and is clearly an experienced navigator of the SD Bay. The restored vintage sail boat was incredible.

Response from Host, Apr 2025

Thank you for your kind words! We're thrilled you enjoyed your time aboard our restored vintage sailboat.

Fifty two and Fabulous Birthday Celebration

Franshe_E, Oct 2024
Phillip our Captain was incredible! We sailed, listened to music, conversed, and I was even the Captain for a short period of time.

Response from Host, Apr 2025

Thank you for your wonderful review! We're so glad you had an incredible time sailing with Captain Philip.

Smooth cruising on a classic boat

Jeff_L, Oct 2024
We had a perfect day aboard the Liberty. With knowledgeable and capable Captain Philip at the helm, we got to see many of the sights of San Diego Bay - all without the noise of a motor. Philip is a wealth of knowledge about the area and about sailing. The trip as a wonderful afternoon, worth every penny we spent, and we are planning to book a other trip with him in the future.

Response from Host, Apr 2025

We appreciate you sailing with us and hope to welcome you aboard again soon!

Liberty

Sue_G, Aug 2024
Great trip. Highly recommended. Beautiful boat, lovely company, and very proficient and pleasant captain. Actually are second time on this tour.

Response from Host, Apr 2025

Thank you for sailing with us again! We're thrilled you had another great experience. We truly appreciate your recommendation and look forward to welcoming you aboard for a third trip!

Wonderful sailing experience!

David_C, Aug 2024
Very comfortable yet relaxed vessel, well stocked with snacks and drinks. Captain Phillip has a great personality that topped everything off.

Response from Host, Apr 2025

Thank you! We're glad you enjoyed the afternoon sailing tour.

Perfect sailing excursion

Jamie_L, Jul 2024
The whole experience was fantastic from the captain to the weather to the boat to the drinks and snacks. 10/10!!

Response from Host, Apr 2025

Now that’s the kind of review that makes us smile! Beautiful sunsets, good vibes, and snacks—what more could you need? Thanks for sailing with us.

A San Diego Must on Your Next Trip

YR_h, Jul 2024
Phil was very helpful explaining the safety features and what to expect to keep everyone safe. He was knowledgable about the bay and the surrounding points of interest. His hospitality was generous and the boat comfortable even for older bones. Definitely a field trip worth repeating for the whale watch and the sunset cruise.

Response from Host, Apr 2025

Thank you so much for the thoughtful review! We're thrilled you enjoyed your time on the water, and we’ll be sure to pass your kind words along to Phil — he’ll be happy to hear it! We're so glad the cruise was comfortable and memorable, and we’d love to have you back for another sunset or whale-watching trip anytime

Perfect!

Rogelio_C, May 2024
The weather was perfect and Captain Philip was courteous, friendly and skilled in the art of sailing.

Response from Host, Apr 2025

Thanks for joining us and for the great review. It means a lot to know you had a relaxing and scenic evening out on the bay. Come sail with us again anytime.

A wonderful tour of the San Diego Bay!

Todd_B, May 2024
Total Relaxation!! Captain Philip was very knowledgeable of the area and an entertaining host. Tour of the harbor and sights were fantastic!! This yacht was in great shape and very comfortable!! We were in such a cool place and enjoyed ourselfs on this wonderful tour! Having just 4 people on board was just perfect! Even 6 would still give everyone an enjoyable experience!! Captain Philip met us at the dock on-time and this was a professional excursion!!

Response from Host, Apr 2025

So glad you enjoyed the sunset cruise and all the little touches along the way. Captain Phil makes it special every time. Thanks for sharing your experience.

Intimate and personal experience

Reina_H, Apr 2024
It was such a wonderful experience to be on this beautiful boat with only my family. It was such a personal, intimate experience to have the experience all to ourselves. Captain Phil was extremely hospitable and was happy to answer all of our questions.

Response from Host, Mar 2025

I had a great time sailing with you.

Can’t miss sailing in San Diego

Russell_H, Jan 2024
Captain Phillip did a great job offering interesting information about the harbor and the Naval Base. His lifelong love of sailing is evident in his tale about the refurbishing of the Liberty.

Response from Host, Mar 2024

It's always a delight when guides share personal stories and insights, especially when it comes from a place of genuine love and experience. Learning about the refurbishing of the Liberty likely provided an interesting glimpse into the world of maritime history and restoration efforts.

Best San Diego Bay Experience by Far!

Sal_A, Oct 2023
Sailing around the San Diego bay in the Liberty sloop was very relaxing and the sights were beautiful. Captain Philip is very courteous and amiable, and happily engages his guests in all sorts of dialogue with a sincere smile. Forget those impersonal bay tours on crowded boats. Spend a little more and experience the bay as it should be--on a classic sailing vessel captained by an experienced and friendly sailor.

Response from Host, Apr 2025

It was a great afternoon trip it was sailing as is should be .

Loved this small group sailboat cruise!!

Michelle_S, Aug 2023
Captain Phillip was incredible! Extremely knowledgeable about the San Diego Bay, it’s history, the sights and the area in general. The boat is super cool. The trip was idyllic. Highly recommend!

Response from Host, Apr 2025

Thank you so much for your kind words! We're so glad you enjoyed the trip and had a great time with Captain Phillip. He really loves sharing his knowledge of the bay and its history. Hope to see you again soon!

Relaxing and Enjoyable Afternoon Sail

Jessica_P, Jul 2023
Wonderful sailing experience around San Diego bay. Captain Philip was very hospitable and offered snacks and refreshments for our afternoon sail. He also shared information about the Bay Area as we were in town visiting. Would highly recommend for a quiet and peaceful afternoon sail if the loud and crowded “party boats” are not what you seek.

Response from Host, Jul 2023

Thank you so much for your excellent review of our sailing tour! We're thrilled to hear that you had a fantastic experience on the water.

One of a kind vintage sailboat

Vincent_P, May 2023
Amazing time with captain Phil! He was so knowledgeable about all things sailing so we feel incredibly safe, but he was also really knowledgeable on the local area and kept it very entertaining. He was so friendly and kind that it really helped us. Have an amazing experience for our anniversary. There were tons of snacks and drinks as well

Response from Host, Jul 2023

It's wonderful to hear that you had an amazing time on our sailing tour. We appreciate your kind words and recommendation.

Fantastic day on the bay!

Kristen_C, May 2023
Was lucky to end up with just my dad and I as passengers. It was a great tour around the bay with sea lions and even a dolphin sighting. Captain Philip was really laid back and had a lot to share about the area and sailing. Would highly recommend.

Response from Host, Jul 2023

It's wonderful to hear that you had an amazing time on our sailing tour. We appreciate your kind words and recommendation.

Beautiful sail boat

Suzanne_M, Feb 2023
Beautiful trip around the harbor. Captain Phil is warm and friendly with a beautiful boat. It’s obvious how much he loves to sail and that makes the experience even better.

Response from Host, Jul 2023

Thank you for taking the time to leave such a wonderful review of our sailing tour. We're glad you enjoyed every moment.

Relaxing sailboat ride.

Joe_M, Feb 2023
Captain Philip was great. He was very relaxed and informative about all of the local surroundings. My husband and I went with our great friends and there was one other couple there. All 7 of us turned out to be around the same age with adult kids and a lot in common. It was a little chilly on the water but the sun was out and it was beautiful. We laughed a lot and had a wonderful time.

Response from Host, Jul 2023

We couldn't be happier to hear that you had a wonderful time on our sailing tour. Thank you for your positive feedback.

Perfect day in the San Diego Harbor

Bryan_F, Dec 2022
The yacht was a classic, wooden ship, so beautiful and well taken care of. Captain Philip was friendly and fun and gave us a fabulous tour of the San Diego Harbor. It was a beautiful, relaxing day and we would definitely go again.

Response from Host, Jul 2023

Your positive feedback about our sailing tour means a lot to us. Thank you for sharing your wonderful experience. Hope to see you again 1

Great sail

Robert_M, Nov 2022
Great time onboard a fine, well found vessel with a friendly, highly competent skippah. Weathah was great, the boat was immaculate and well appointed. Nevah saw such a clean head!

Response from Host, Jul 2023

Thank you for the fantastic review of our sailing tour! We're thrilled to have been a part of your unforgettable experience

Fabulous time aboard the Liberty!

Jeannette_O, Aug 2022
We had a fabulous 2 hour sail through the San Diego harbor. The day was bright and warm with a strong wind so we did “heel” quite a bit which was exciting. captain Phillip was nice and welcoming made us comfortable throughout the tour.

Response from Host, Jul 2023

Thank you for your kind words and excellent review of our sailing tour. We're delighted that you enjoyed every moment.

Great Sunday afternoon

scott_c, Jul 2022
Was an awesome trip very friendly love the sailing The captain was awesome would recommend this trip to anybody

Response from Host, Jul 2023

Your glowing review of our sailing tour is greatly appreciated! We're glad we could provide you with a memorable adventure on the water.
Likely to Sell Out

From $125.00

per person

up to 24 hours before the experience starts (local time)

Book ahead!
On average, this is booked 15 days in advance.

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