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Private Sailing Charter on San Diego Bay

Recommended by 98% of travelers
Badge of Excellence
San Diego, USA
Great choice
5+ bookings last month.
  • 3 hours (approx.)
  • Mobile ticket
  • Offered in: English

Why travelers loved this

4.9
·
· Linda_H ·
Jan 2026
Jason was an amazing captain. We wanted a peaceful ride and the experience did not disappoint. It was a beautiful day with just enough wind, a beautiful boat, a knowledgeable captain, good friends, and good music made for an unforgettable experience. Would do it again!
· Christian_J ·
Mar 2026
Jason is a great host! Helped us learn a bit about sailing, showed us around the San Diego Bay, and was flexible with our needs to change the timing and itinerary a bit.

Overview

Sail the lovely waters off San Diego in style on a private yacht charter. The itinerary is up to you, or your captain can suggest some places to go. You can opt for a whale watching tour (seasonal), or lay anchor and go for a swim. If you prefer, choose a bay tour; seeing sights like Hotel del Coronado, Point Loma Lighthouse, Tijuana, and the San Diego skyline.
  • Enjoy the flexibility of a private cruise just for your party
  • Choose between morning and afternoon start times to suit your schedule
  • Snacks and drinks are provided at no extra cost
  • Price is per group of up to six passangers

What's Included

  • Bottled water
  • Snacks
  • Gratuities

Meeting and Pickup

Meeting point

  • Viche Marina Deli
    1880 Harbor Island Dr, San Diego, CA 92101, USA

    We meet 10 minutes prior to tour time in front of Viche at Marina Cortez

End point

This activity ends back at the meeting point.

Itinerary

USS Midway Museum (Pass By)

Point Loma (Pass By)

Naval Air Station North Island (Pass By)

Coronado Bridge (Pass By)

Maritime Museum of San Diego (Pass By)

The Coronado Ferry Landing (Pass By)

San Diego Convention Center (Pass By)

Cabrillo National Monument (Pass By)

Additional Info

  • Confirmation will be received at time of booking
  • Not wheelchair accessible
  • A maximum of 6 people per booking
  • Children must be accompanied by an adult
  • Minimum drinking age is 21 years
  • Non-Smoking Cruise
  • Near public transportation
  • Most travelers can participate
  • This is a private tour/activity. Only your group will participate

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_L
We had an awesome time with Jason! The boat was clean, well-maintained, comfortable, and stocked with snacks and beverages. We all felt at ease with Jason who was very knowledgable and professional. The ride was smooth and we got some beautiful views of San Diego. It was the perfect way to celebrate my sister’s bachelorette. I couldn’t recommend this experience enough!

Reviews

4.9
based on 43 reviews
Total reviews and rating from Viator & Tripadvisor

Family fun!

Courtney_M, Mar 2026
Our arrival to San Diego was delayed but we were so lucky to still make our confirmed plans out in the water. Jason and Lucky Sol were exactly what we hoped to enjoy the views, hospitality, and weather on our family trip. Traveling with 16, 5, and 2 year kiddos can be tricky but this was a perfect family vacation activity! Thank you

Great experience.

Christian_J, Mar 2026
Jason is a great host! Helped us learn a bit about sailing, showed us around the San Diego Bay, and was flexible with our needs to change the timing and itinerary a bit.

Beautiful boat & captain

Linda_H, Jan 2026
Jason was an amazing captain. We wanted a peaceful ride and the experience did not disappoint. It was a beautiful day with just enough wind, a beautiful boat, a knowledgeable captain, good friends, and good music made for an unforgettable experience. Would do it again!

Wonderful Experience!

Tim_W, Dec 2025
Our wonderful Captain was timely and engaging. While the winds were not in our favor, we still had a splendid adventure and greatly enjoyed our conversation and learning more about the bay area.

Happiness

Jill_B, Nov 2025
It was absolutely wonderful the trip was relaxing the caption was very knowledgeable and I would do it again tomorrow

Great family experience!!

Lee_S, Nov 2025
Amazing experience, Jason was a great host and was down to earth and friendly. Was an all around memorable experience with the family and would book again for sure!!!

Captain Jason was...

Mark_L, Nov 2025
Captain Jason was outstanding. We will use this company again based on him alone. Everything else was stellar too. Boat, guide, cleanliness etc

We had an awesome time...

Emily_L, Aug 2025
We had an awesome time with Jason! The boat was clean, well-maintained, comfortable, and stocked with snacks and beverages. We all felt at ease with Jason who was very knowledgable and professional. The ride was smooth and we got some beautiful views of San Diego. It was the perfect way to celebrate my sister’s bachelorette. I couldn’t recommend this experience enough!

Good Vibes!

Varonda_M, Apr 2025
Jason is awesome! So polite So kind So funny! Just an all around good person! Highly recommend! Thank you Jason!

Amazing boat!

Jackie_R, Aug 2023
Me and my girls loved it. I will definitely coming back again. We had a lot of fun for 2 and a half hrs

We had a fantastic...

Kelly_K, Jan 2023
We had a fantastic experience. Lucky sol sailing is a great company and Jason was very personable rounding out a fabulous day.

Amazing charter....

Hilary_S, Dec 2022
Amazing charter. Everything was perfect! Wonderful captain. Memorable experience-1Highly recommend !!!!

Amazing Bay cruise

Miles_W, Nov 2022
Excellent - with a free extra hour! Brilliant relaxing tour of the bay in the sun, on a great sail boat and a perfect captain.

Must do experience! Stunning views.

Gerald_B, Nov 2022
A must do experience while visiting San Diego or a local looking for a unique sailing experience. The boat was extremely nice, very comfortable and equipped with all the essentials you’ll need. Our guide was also extremely knowledgeable about nearby historical landmarks, enhancing our overall experience. Would recommend to friends and family! Thank you for hosting us!

A fun way to spend a day on the bay in San Diego

Lawrence_A, Oct 2022
Great captain, competent, personable and knowledgeable. A fun sailing experience. A nice vessel, not too big and not too small.

The perfect way to relax and see the best views of San Diego

Aaron_S, Oct 2022
Captain Jason was professional, courteous and a perfect host. Fantastic day on the water with family. This relaxing sail was just what the doctor ordered. Thank you!

Top thing to do in San Diego is sail the Bay

Cynthia_W, Oct 2022
Wonderful trip. Captain Jason accommodated all of our requests to both sightsee and sail. We hope to book a sailing trip each time we visit San Diego.

Lady captains on the Lucky Sol!

Nichole_T, Jun 2022
Jason was wonderful and made our first sailing experience memorable! It was a beautiful and relaxing day at the end of June! Would highly recommend this voyage to anyone!!

What a fun experience!

Uzma_A, May 2022
Captain Bret was wonderful and so fun to sail with! An ideal experience with friends, business colleagues or family! Thank you!

Thumbs up!.

Paula_P, May 2022
Lovely day on the water. Brett, our captain, was informative and knowledgeable. We saw Navy dolphins, submarines, and thoroughly enjoyed ourselves.

Great investment

Amy_B, Apr 2022
Very friendly for my family with small children! Brett and his first mate were extremely kind and welcoming. They let my kids steer the boat and had plenty of snacks. Highly recommend! We saw lots of sea lions.

HIGHLY recommend Lucky Sol Sailing!

Jacova_S, Oct 2021
We had the BEST experience with Lucky Sol Sailing! I planned this outing for my best friend's bachelorette party, and it was the perfect way to relax and celebrate. We were able to bring our own drinks and music/speaker, and there was plenty of room for the six of us to spread out on the deck and move about the boat. Our captain was SO friendly and accommodating. I cannot recommend this charter enough if you are looking for an enjoyable afternoon on the water.

Professional and Comfortable

Charles_P, Oct 2021
Operator was very professional and communicative. We got to pick from three different bay your options, any of which would have been excellent. Boat was clean, well stocked and comfortable. 10/10 would recommend.

Excellent Tome!

Kelli_H, Aug 2021
We had a great experience with Jason on Lucky Sol! Very friendly and gave great recommendations on areas to sail to. We loved our trip!

Great time with family

Jennifer_A, Jun 2021
Great time on the bay. Could not have been easier to set up, park, find Jason, and sit back and enjoy the afternoon. Great for families with teens. We also had grandparents with us. They especially enjoyed it since they are from out of town.

Boring

Diane_T, Oct 2020
Just OK nothing special. Way too expensive for the experience Not fair to blame the fact that there was no wind and therefore no sailing but nothing offered but water and a bag of chips. Captain didn’t offer anything for the experience, very little conversation

Response from Host, May 2021

Hi Diane, Thanks for the feedback. We're so sorry that you didn't enjoy your sail. We do our best to make sure our customers have an enjoyable and memorable experience. Although our prices are very competitive, I understand that it may be expensive for those on a tight budget. Still, we feel the prices are very fair for a private charter of a sailboat which can accommodate up to 6 guests. You're correct. As with any outdoor activity we can't control the wind, clouds, or rain. I really wish we could because when conditions are ideal it gives our guests the best experience possible. San Diego offers some of the best conditions year round giving customers excellent odds of having great weather. I'm sorry there wasn't much wind for your sail. Our provisions are limited to bottled water, sodas, and snacks but guests are welcome to bring their own food and beverage including alcohol. If you'd like to give us another opportunity to show you the experience that has been expressed in so many of our 5 star reviews we would be more than happy to offer you a significantly discounted rate on your next sail. Please give us a call @ (619) 431-1415 and ask for Jason.

Wonderful sail! Highly recommend!

Kaylee_D, Sep 2020
We had such an amazing experience with Jason on the Lucky Sol! He was very responsive and helpful leading up to our sail, and was really flexible with our group. I wouldn’t hesitate to sail with him again or recommend him!!
Likely to Sell Out

From $475.00

per group (up to 6)

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

Book ahead!
On average, this is booked 25 days in advance.

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