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Small-Group San Diego Sunset Sailing Excursion

Recommended by 99% of travelers
Badge of Excellence
San Diego, USA
Great choice
20+ bookings last month.
  • 3 hours (approx.)
  • Mobile ticket
  • Offered in: English

Why travelers loved this

4.9
·
· Tiffany_M ·
Mar 2026
We loved this experience! The size of the group was perfect. The staff was friendly. Our captain (Chris) was informative and fun! The drinks and snacks were a nice touch. Great value for the money and would definitely do this again if we’re back in San Diego!
· Gary_H ·
Jan 2026
This was a very relaxing way to spend an afternoon on the water in San Diego. Reservations were easy to make and the agents (Cloë and others) communicated easily concerning a minor time change. The small group was a plus. The captain was very relatable and chatted easily with the guests. Ver enjoyable!

Overview

Admire views of San Diego that many other visitors miss—and help keep your sightseeing personal—on this small-group sailing excursion that's timed for sunset. Travel aboard a Catalina–style sailboat, and soak up the peaceful ambiance, plus a photo-worthy perspective on the city skyline, Old Point Loma Lighthouse, Coronado Island, and other highlights. Along the way, enjoy beer, soft drinks, and snacks, plus blankets in case you get cold.
  • Enjoy a peaceful way to explore San Diego on this sunset sailing tour
  • This small-group tour is capped at six to ensure an intimate experience
  • Bring your own music to play on the surround-sound speakers
  • Beer, soft drinks, and snacks are provided on board

What's Included

  • 3-hour evening sailing cruise
  • Alcoholic Beverages
    Complimentary light beers and hard seltzers. Please note the minimum drinking age in the US is 21 yrs.
  • Complimentary non-alcoholic beverages and light snacks
  • Hotel pickup and drop-off
  • Gratuities

Meeting and Pickup

Meeting point

  • 2720 Shelter Island Dr, San Diego, CA 92106, USA

    PLEASE NOTE: A physical boarding pass will be required to board your assigned sailboat. Your boarding pass will be provided at our Sail San Diego office. You can find us directly across the road from the Brigantine Restaurant (a few doors down from Paragon Deli, underneath Eye Candy beauty salon).

End point

This activity ends back at the meeting point.

Itinerary

Whether you’re on vacation, celebrating a special occasion or just looking to take advantage of a beautiful Southern California day, this scenic sailing trip in San Diego offers a new way to explore the city.

Before sunset, make your own way to the waterfront, meet your captain, and hop aboard your vessel. Set sail with just a small group for company, ensuring a personalized way to explore.

As you head out on the Pacific, watch the sun drop into the horizon with the glistening city lights behind you. In addition to the skyline, look out for views of the Old Point Loma Lighthouse, USS Midway Museum, Coronado Island, and more.

Along the way, enjoy provided beer, soft drinks, and snacks. Blankets are on hand if you get chilly. Bring your own music to plug into the boat's surround-sound system to further personalize your trip.

Once darkness descends, return to your original departure point, where this trip ends.
1

Sail San Diego

3 hours Admission Ticket Included

Point Loma (Pass By)

Old Point Loma Lighthouse (Pass By)

USS Midway Museum (Pass By)

Coronado Bridge (Pass By)

Coronado Island (Pass By)

Additional Info

  • Confirmation will be received at time of booking
  • Wheelchair accessible
  • Stroller accessible
  • Near public transportation
  • Most travelers can participate
  • You must contact Sail San Diego after purchase for the exact departure time, as departure times vary throughout the year.
  • Please note: Each booking is limited to six (6) passengers. If you have friends or family booking separately, please let the operator know in advance to ensure you're on the same boat; otherwise, you may be seated on different boats.
  • This is not a guided tour; our captains don't provide a commentary but are always happy to share what they know! Don't be shy asking questions.
  • 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

Emily_F
Really fun and unique experience! The boat was very safe and the captain was very educated and knowledgeable. The views were spectacular. Great for travelers and locals, dates and special occasions.

Reviews

4.9
based on 604 reviews
Total reviews and rating from Viator & Tripadvisor

We loved our time on the...

Leonard_V, Apr 2026
We loved our time on the sailboat. It was very relaxing and peaceful. Our guide made the trip very fun and interesting as he sailed us around. You have free reign of the boat and are encouraged to wonder about to get the full experience. Greg, our captain was very laid back and welcoming.

Great Evening in San Diego!

Tiffany_M, Mar 2026
We loved this experience! The size of the group was perfect. The staff was friendly. Our captain (Chris) was informative and fun! The drinks and snacks were a nice touch. Great value for the money and would definitely do this again if we’re back in San Diego!

Definitely a fun and amazing experience for locals and travelers

Emily_F, Mar 2026
Really fun and unique experience! The boat was very safe and the captain was very educated and knowledgeable. The views were spectacular. Great for travelers and locals, dates and special occasions.

Perfect 3-hour sunset yacht cruise

Philip_F, Mar 2026
Excellent 3-hour trip in a small group (just six people in total). Very friendly welcome in the office when checking in, which was matched by our knowledgeable captain, Richard.

Sunset Sail

Liz_H, Feb 2026
Very calm and enjoyable sail. Slow moving so lots of time to just relax and take it all in. The sunset was gorgeous! So cool to see the reflection off the coastline structures.

Highly recommended!

Candice_S, Feb 2026
We had an absolutely fantastic experience Captain Reece with Sail San Diego. He created such an unforgettable trip by pointing out the beautiful views, spotting the wildlife, and answering our millions of questions. The boat was beautiful and well cared for and you can tell that he really loves what he does. We had such a peaceful and fun time on the water. Highly recommended!

outstanding harbor excursion

Eric_B, Feb 2026
very relaxing and informative excursion! Captain Dave runs a tight ship, spotless clean, all the convenient but relaxed environment!

Worth every penny!!!

Codi_O, Feb 2026
Unbelievable experience! Rhys was an incredible captain and guide … perfect way to cap off our trip!

Sunset Cruise

Kimberly_M, Jan 2026
Excellent experience. We had a private charter and Captain Dave was a great host! In addition to being an excellent sailor, he was very knowledgeable about the area. We will be doing this again!

Relaxing afternoon on the water.

Gary_H, Jan 2026
This was a very relaxing way to spend an afternoon on the water in San Diego. Reservations were easy to make and the agents (Cloë and others) communicated easily concerning a minor time change. The small group was a plus. The captain was very relatable and chatted easily with the guests. Ver enjoyable!

Great time!

Leslye_S, Oct 2025
The boat is so clean! I crawled on my knees, in my dark navy pants from the bean bag on the bow to the stern and not one speck of white dust was on my knees as I had feared.

Captain was spectacular...

Karlee_S, Oct 2025
Captain was spectacular and worked hard to please the group with sights, enjoyment, great stories and beverages He was incredible

Sail San Diego / Captain Dave

Paul_S, Sep 2025
We had an incredible time! Captain Dave was very knowledgable about the area and engaging! Stunning sunset, fun fellow travelers, and a captain who caught the wind ... couldn't ask for more! Would go sailing with him and Sail San Diego again!

Romantic and relaxing!

Arlene_F, Aug 2025
Be aware, the entire sailing adventure stays in the bay. If you want to go out into the ocean, this is not the trip you want. However, it was very relaxing and romantic!

Best boating excursion and captain!

Lori_B, Jul 2025
Wonderful experience all around. Organized logistics from booking to getting on the boat. Our captain (Captain Greg) was fabulous and made our experience the best. We will definitely be back!

Great way to spend the afternoon seeing San Diego

Linda_E, Jul 2025
Very much worth it! Loved our experience. The complimentary drinks and snacks were a great touch. Our guide was amazing and provided great music for our time on the boat. Would book this again with a group of friends!

The staff were really...

Rebekah_C, Jun 2025
The staff were really great! They walked us right to our dock and helped us get aboard. Once onboard Happy Captain Greg was wonderful at explaining everything we needed to know about the boat. We enjoyed some hard seltzers and cuddled up on the front of the boat with a blanket while we sailed around the bay. We saw a lot of wildlife including sea lions. We really enjoyed the experience!!

Amazing experience

Bryan_S, Apr 2025
Amazing experience, highly recommend! The captain was great & also the front desk staff. Definitely going book again soon.

So much to see sailing on San Diego Harbour.

Matthew_M, Mar 2025
Great day on the San Diego harbour with a knowledgeable and friendly captain. There are so many things to see from the Navy Base to the City and to the Dolphins and Sea Lions. We had perfect weather for our three hours.

Excellent, relaxing...

Louis_G, Feb 2025
Excellent, relaxing experience. Boat was well stocked with snacks and drinks. Captain was friendly and knowledgeable. Highly recommended.

Great Vibe

Brad_E, Feb 2025
What an excellent experience for my wife and I. Was in her bucket list and Captain Reese was great. We took the sailing out to the open Pacific and listed to tones the whole time.

Was cold and the worker...

Diane_P, Feb 2025
Was cold and the worker was not enthusiastic to go Out and stayed in the marina instead of showing the sights the tour said.

Great scenic tour

Ela_E, Dec 2024
Great scenic tour to experience San Diego, on time departure and pleasant ride, not rough, we were a family of 4, had the boat to ourselves…

Wonderful Tour of SD Harbor

Patrick_K, Dec 2024
We had a great time on Captain Dave’s sunset sail, he was very knowledgeable about the landmarks around San Diego harbor and was more than willing to step in and snap a photo for our group. Definitely enjoyed the complimentary snacks and beverages as well!

Fantastic voyage

Mark_B, Nov 2024
The boat and the tour were great. Captain Dave was informative and FUN!! We'll definitely be back next time we are in town.

Sail off into the sunset!

Mark_B, Nov 2024
An incredible, relaxing, and peaceful experience! Captain Kenley made it truly memorable with his insights about the surroundings, pointing out landmarks, and making sure we spotted some sea lions. The weather was perfect, with great winds and clear skies that set the stage for an amazing sail and a stunning sunset. Highly recommend!

Our captain was very knowledgeable, engaging personality, energetic, creative and considerate

Nancy_W, Sep 2024
Beautiful experience sailing on this state of the Art sailboat. The captain is the best and we highly recommend this Sunset small group Sailing on the San Diego Bay.

Fun with Captain Dolphin Dave

Jeffrey_S, Sep 2024
Sailing with our family and Captain Dave was so relaxing. Our highlight was seeing a family of dolphins with two youngsters. The weather was beautiful.

Great

Cherryl_B, Aug 2024
Beautiful scenery. Captain Reese was extremely knowledgeable. He offered 3 touring options and helped make a recommendation.

Great time!

LeeAnn_K, Aug 2024
What a great overall experience! As a solo rider, I enjoyed myself and meeting others. The staff were so friendly and welcoming. Drinks and snacks were on point, and the views were worth every penny! It was a bit of a slower ride than I had anticipated but I understand that we cannot control the wind. Still no complaints-highly recommended!
Likely to Sell Out

From $127.00

per person

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

Book ahead!
On average, this is booked 22 days in advance.

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