Tour Finder
  1. Home
  2. Private Sailing Charter on San Diego Bay

Private Sailing Charter on San Diego Bay

4.93
4.9(45 reviews)
Private Tour
3 hours
English
Mobile ticket
Gallery Main Image
Gallery Image 2
Gallery Image 3
Gallery Image 4
Gallery Image 5
Show all 11 photos

Overview

Available languages

English

3 hours

Mobile ticket

San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States. Why not enjoy this natural wonder aboard a beautiful sailing yacht with a knowledgeable and friendly Captain? This private charter includes the yacht plus Captain for your exclusive use.  It's your vessel and you determine the itinerary.  See detailed description for itinerary ideas or make up your own. You can participate in sailing the vessel as much or as little as you like. Complimentary bottled water, and snacks are included or bring your own food and drink (no red wine please).

Additional Info

Public transportation options are available nearby

Suitable for all physical fitness levels

A maximum of 6 people per booking

Children must be accompanied by an adult

Minimum drinking age is 21 years

Non-Smoking Cruise

What To Expect

1

USS Midway Museum

See the USS Midway from a perspective most visitors to San Diego never see.

Admission Not Applicable
2

Point Loma

See Point Loma from the bay

Admission Not Applicable

Options

Private Sailing Charter on San Diego Bay

What‘s Included

Bottled water

Snacks

Gratuities

Cancellation Policy

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

Reviews

4.93

45 reviews

Total reviews and rating from Viator & Tripadvisor

44
0
0
1
0
  • One of the best days of my life.

    Nathalia S,May 23, 2026

    - Review from Viator

    5.00

    Taking this sailing boat tour in San Diego was absolutely phenomenal, and Jason is a truly great captain! He was incredibly flexible with our arrangements and communicated so well via email leading up to the trip, making the booking process a breeze. The boat itself is beautiful, and Jason thoughtfully provided great snacks and pop drinks for us to enjoy out on the water. We had such a wonderful time soaking in the views and relaxing, the entire experience easily made this tour one of the best days of my life. I cannot recommend booking with him enough!

  • Captain Jason was great....

    Rachel K,May 6, 2026

    - Review from Viator

    5.00

    Captain Jason was great. He was very knowledgeable about the area. We had a great time cruising around the SD harbor. We had two young kids with us and felt safe the entire time.

  • Family fun!

    Courtney M,Mar 31, 2026

    - Review from Viator

    5.00

    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 4, 2026

    - Review from Viator

    5.00

    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 25, 2026

    - Review from Viator

    5.00

    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 8, 2025

    - Review from Viator

    5.00

    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.

  • Great afternoon sailing!

    RajeshP966,Nov 24, 2025

    - Review from Tripadvisor

    5.00

    My two sons and I booked a private sunset sail with Captain Jason. We had an awesome time. Good snacks, great conversation, and an awesome time was had by all. Highly recommend!

  • Happiness

    Jill B,Nov 23, 2025

    - Review from Viator

    5.00

    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 10, 2025

    - Review from Viator

    5.00

    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 1, 2025

    - Review from Viator

    5.00

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

From
US$475.00
Free Cancel
Select Date & Pax
Check Availability
Check availability

Secure Checkout

  • messenger
  • whatpsapp
  • zalo
From
US$475.00
Check availability

Related Experiences

4-Day Blue Escape from Fethiye to Gocek

4-Day Blue Escape from Fethiye to Gocek

5.00
FromUS$650.00
Self-Guided Bike Tour in Berlin with Local Route Tips

Self-Guided Bike Tour in Berlin with Local Route Tips

5.00
From€22.00
The Soul of Calcutta: A 3-Day Private Kolkata Tour

The Soul of Calcutta: A 3-Day Private Kolkata Tour

5.00
FromUS$550.00
Dog sledding excursion to Kiruna

Dog sledding excursion to Kiruna

5.00
FromSEK 2,500.00
Tour Quebec from Montreal

Tour Quebec from Montreal

5.00
FromUS$179.00
Teamlab Phenomena Abu Dhabi

Teamlab Phenomena Abu Dhabi

5.00
FromAED 200.00
Gauley River Whitewater Rafting Marathon (Fall Only)

Gauley River Whitewater Rafting Marathon (Fall Only)

5.00
FromUS$239.00
Lower Gauley Fall Rafting Special in WV

Lower Gauley Fall Rafting Special in WV

5.00
FromUS$150.00
Bioluminescence Kayak Tour at Fort Flagler State Park

Bioluminescence Kayak Tour at Fort Flagler State Park

5.00
FromUS$139.00
The Bread Making Challenge!

The Bread Making Challenge!

5.00
From€50.00
Snorkeling Rio Da Prata Tour

Snorkeling Rio Da Prata Tour

5.00
FromUS$200.00
Hvar And Pakleni Islands - Private boat tour

Hvar And Pakleni Islands - Private boat tour

5.00
From€1,800.00

Operated by Lucky Sol Sailing

A product of Trip Social Group

Australia: Pavel Australia Pty Ltd

Việt Nam: Công ty TNHH Trip Social

top-50

Winner - HO CHI MINH INNOVATIVE STARTUPS IN TOURISM 2022.

Quick links

Destinations

Contact us

  • zalo
  • whatpsapp
  • messenger
Travelling effortlessly, together

© 2026 Trip Social Group. All rights reserved. ABN 37 629 297 507

    Accepted Payment Methods

  • visa
  • visa
  • visa
  • jcb
  • paypal