San Diego Bay Tour: Sail and Explore Coastal Waters
4.9
203 Ratings
San Diego

Embark on a luxury sailing tour in San Diego and explore the stunning coastal waterways. Discover diverse sea life and learn about the city’s unique features.

Duration: 2 hours
Cancellation: 24 hours
Highlights
  • Water’s Edge Faith Community - Experience the San Diego Downtown Skyline and Bay from aboard a beautiful Catalina Sailboat!
  • San Diego Bay - Enjoy San Diego’s Beautiful Bay and Coastal Waters aboard a pristine Catalina 34’ Sailboat! Only up to 6 guests at a time for a personal luxury tour that will create the memories of a lifetime…
What's Included
  • Bottled water included
  • Complimentary snacks
  • BYOB permitted for guests over 21
  • Options for catering and special add-ons available upon request
Additional Information

This is a unique and fascinating, intimate group exploration of San Diego’s stunning bay and coastal routes. Aboard an elegant Catalina 34’ Sailboat, you’ll take in the fresh air and the best of what San Diego has to showcase. Throughout your voyage, you’ll encounter various marine creatures and gain some insights into the illustrious attributes of San…

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Location
1450 Harbor Island Dr
Harbor Island Drive
Meet at Cabrillo Island Marina in front of the Seal Fountain...you can't miss it!
Cancellation Policy

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

Customer Ratings
4.9
(203 Ratings)
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Robync574
Oct 19, 2025
Perfect way to experience SanDiego! - We had a fun day with beautiful wind and weather out on Dan Diego bay! Captain Mike was a blast; I even got a sailing lesson. It was the perfect way to take In the city. Thank you captain Mike!!!!
Review provided by Tripadvisor
Aneisa_d
Oct 6, 2025
Captain Mike was exceeded... - Captain Mike was exceeded our expectations! The ride was smooth and relaxing. Mike gave us a lot of information about San Diego and answered any questions we had. He also had the boat stocked with snacks, drinks, blankets and even jackets/hoodies in all different sizes for us to use. He also took some great pictures of us. My husband and I had an unforgettable experience on this sailing excursion & would do it again. Definitely recommend it !!
Review provided by Viator
Dot2plan4u
Sep 22, 2025
Nursing Conference fun! - We had a great time! Captain was very flexible since our weather was predicted to be rainy. Great tour of the bay; so much knowledge about the area and history.
Review provided by Viator
Bhasanil_d
Sep 3, 2025
Sailing with Captain David - We'd a great time sailing with Captain David. I'd planned this activity for my wife's milestone birthday. It was a perfect day for sailing, and our experience was exactly as advertised! Captain David was very knowledgeable and kept us entertained & informed throughout the entire cruise with his humor and narration. We'd a great time and I would definitely recommend sailing with Captain David.
Review provided by Viator
Jbella9
Aug 30, 2025
Fabulous sailing tour around San Diego Bay - We cannot say enough good things about Imagine Sailing and Captain Dave and crewmember Rick. We’re from Phoenix, Arizona and look forward all year to our annual summer trip to San Diego. The highlight of our trip is always a sailing tour around San Diego Bay. Dave and Rick took us on an amazing boat ride with lots of history about San Diego. As a tourist, it’s sometimes hard to know whom to trust, but we found Imagine Sailing to be very reputable with a well-trained skipper on a well-maintained boat. We recommend without hesitation.
Review provided by Tripadvisor
Julie_g
Aug 11, 2025
Sunday Funday! - Mike was a very knowledgeable captain and we enjoyed his stories and history of San Diego and the area.
Review provided by Viator
D5661fmkevinm
Aug 10, 2025
Great time - The cruise was a ton of fun. Really nice way to experience the city. Great boat, and captain Mike was super knowledgable. Highly recommend!
Review provided by Tripadvisor
Happysonoma
Aug 2, 2025
Relaxing and Wonderful - My niece and I went on this spectacular sail boating experience. Sal was our captain. He is knowledgeable about the boat, skilled and we felt very safe the entire time. He knows the area well and discussed various points of interest. We feel he went above and beyond to ensure we had a great experience and we did. We would definitely do it again and highly recommend this company. Thank you again Sal, we had a wonderful time!
Review provided by Tripadvisor
Karen_h
Aug 2, 2025
Awesome way to end our San Diego vacation! - Perfect day! Weather was amazing! Captain Mike had so much great info about all the highlights of San Diego Harbor! Highly recommend this trip!
Review provided by Viator
Selena_l
Jul 26, 2025
Amazing Time with Captain Mike - This experience was amazing. We had a wonderful time with Captain Mike. He was funny and very knowledgeable about the harbor/San Diego. The boat was beautiful and clean!
Review provided by Viator
Check Availability
From $119
From $119
up to 6 guests
2 - Adult
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Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).