San Diego Sail: Exclusive Small-Group Adventure with Refreshments

Join a small-group San Diego sailing excursion. Enjoy complimentary drinks and snacks while soaking in the sun and Bay sights.

Duration: 3 hours
Cancellation: 1 day learn more
Highlights
  • Sail San Diego - Whether you’re on vacation, celebrating a special occasion, or simply looking to enjoy a beautiful Southern California day, this small-group sailing trip in San Diego is a fantastic way to spend time on the water with your loved one or a group of friends. Embark on a 3-hour daytime adventure in San Diego Harbor.

Your captain will ensure you have an unforgettable time on the water. As you take in the views, enjoy complimentary beer, soft drinks, and snacks. If you feel cold, grab one of the provided blankets, or purchase a jacket or sweater at their store. If the sun is too bright, you can buy sunscreen, sunglasses, and hats at check-in. Use the provided binoculars to admire the coastline or spot wildlife! You can even stream your own music to the boat’s Bluetooth speakers.

Please note: The boat is limited to six (6) passengers. To make it a private adventure, book all six spaces and bring along five friends!

  • Point Loma - Sail San Diego’s private marina is located in the Shelter Island area of Point Loma. We will also pass by the actual Point Loma lighthouses during your sailing trip.
  • Coronado Bridge - You’ll have the chance to see the Coronado Bridge from the water, aboard a 40-foot luxury sailing yacht.
  • Coronado Island - We always sail past the Coronado “North” Island.
  • USS Midway Museum - We always aim to sail past the USS Midway so you can experience it from a different perspective.
  • Seaport Village - Some of our sailing day trips pass by Seaport Village. Ask your captain.
  • San Diego Convention Center - Some of our sails go by the San Diego Convention Center. Ask your captain.
What's Included
  • 3-hour sailing cruise
  • Complimentary light beers and hard seltzers (21+)
  • Complimentary non-alcoholic beverages and light snacks
What's Not Included
  • Hotel pickup and drop-off
  • Gratuities
Additional Information

This three-hour adventure on a a beautiful modern-day sailboat is limited to just 6 people, allowing you a comfortable, semi-private experience (or, grab five friends and fill up the whole boat!). Sit back, relax and enjoy the complimentary beer, soft drinks and snacks as you soak in the warm sun and Bay sights.

Departure times vary throughout the year. Guest must contact Sail San Diego after purchase for the exact departure time. Please note this activity does require a minimum of 3 guests total in order to sail.

If members in your group are booking their tickets separately, please call Sail San Diego so they can ensure you’re on the same boat. If they don’t know ahead of time, you may be seated on separate boats!

  • 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.
  • You must contact Sail San Diego after purchase for the exact departure time, as departure times vary throughout the year.
Location
2720 Shelter Island Dr
Shelter Island Drive
PLASE 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).
Cancellation Policy

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

Customer Ratings
5.0
(464 Ratings)
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Katcrr
Aug 2, 2024
Sail San Diego! Top Notch! - Aboard the 40 foot yacht with Captain Kenley, you'll have an adventure! Whether it's catching the wind just right or going after a lost fender from someone' boat ! You'll have a blast on the water. He will navigate you as close as he can to the action! ( our group got the action for sure) Or like me, you can get a few minutes of zen just taking it all in as you get a fighter jet fly over or see returning service men coming into port... The bay to the ocean is amazing and with good tunes, new friends and our Captain- it was one of those afternoons that will be long remembered. Kenley is full of stories- whether true or not! You'll love the adventure aboard! Loved the service from booking to checking in to saying goodbye. This is a top notch company!
Review provided by Tripadvisor
Amycj1191sn
Jul 31, 2024
Beautiful, personalized way to spend a day on the water! - Sail San Diego is a must whether you are a local or just visiting. The San Diego Bay and ocean are absolutely beautiful, and there’s no better way to enjoy it than on a sailboat! The water and sun are reasons enough to enjoy the day, but Captain Dave made it extra awesome. Dave’s friendliness and obvious passion for sailing filled our trip with so much positivity. His knowledge of both sailing and San Diego Bay had me learning new things, even as long-time local! Being on a 40-foot sailboat with a small group and right-hand access to your captain and tour guide beats the big-sized tour attractions all day long! This is going to be a yearly trip for our group, for sure. Thanks, Captain Dave!
Review provided by Tripadvisor
961meredithj
Jul 29, 2024
Amazing way to spend an afternoon!! - We were on the teasin' michelle with Dave this past weekend and had THE BEST TIME. I've booked sailling tours with a few places and some independent boat owners, and it's always fun but this was next level. Fridge stocked with waters and sodas, beautiful boat with plenty of room, and an amazing captain who made the whole day so fun and relaxing. Book with them and ask for Dave, trust me!
Review provided by Tripadvisor
6jessican
Jul 25, 2024
Book the private sail, you won’t regret it! - Highly recommend booking a private sail! We had 6 family members and spent 3 amazing hours on the water. There was sun and shade, snacks and drinks, and everything was so clean! We felt welcomed and comfortable. It was everyone’s favorite part of the San Diego vacation. Being able to spend the afternoon with only our family on the boat was very special and fun.
Review provided by Tripadvisor
Margaret_m
Jul 24, 2024
Sail away first class - Just an absolute great time sailing for the first time . Planning my next sail. Captain Chris was wonderful!!
Review provided by Viator
Marilynr702
Jul 24, 2024
Fun day in the water! - Went on afternoon sail with a friend and we’re lucky to have Captain Greg and meet fun people! Six was the perfect size group and we had a great time. Captain Greg is knowledgeable and made sure we were safe and had fun! His dry sense of humor was a fit for us :). We saw sea lions, naval ship with crew standing at attention on deck, and had a wonderful time! We met gratitude Joe, Lovely Rita, Callie and Shiela! Fun wax had by all! Highly recommend for a fun day!
Review provided by Tripadvisor
I7381kustacym
Jul 22, 2024
Relaxing way to see the bay! - Captain Jake took great care of our family. We had wonderful views of the bay and ocean. An incredibly relaxing way to spend a beautiful afternoon in San Diego. Make sure to wear a lot of sunscreen and bring a sweater, etc as the temps can change a lot depending on wind, etc.
Review provided by Tripadvisor
Husker1k
Jul 20, 2024
Perfect birthday present for my Husband! - We had a wonderful afternoon sailing on the San Diego Bay! We used to live in SD and had a boat, so this trip was revisiting some of our favorite spots. We made new friends, watched our Navy maneuver 2 aircraft carriers, one submarine and several helicopters. Views were amazing, thanks Sail San Diego!
Review provided by Tripadvisor
F60lakarenm
Jul 15, 2024
Set sail for sun & fun #sailsandiego - This was my 3rd trip with Sail San Diego and was as great as our other sails! Captain Rhys gave us a day to remember asking us what we wanted to see! My favorite is going under the Coronado Bridge, as well as sailing close by the USS Midway and Star of India! I would highly recommend this adventure for visitors and locals!
Review provided by Tripadvisor
Jill
Jul 14, 2024
Highly Rated Private Afternoon Sail - This was one of the best boat rides I have ever been on. It all started when I forgot my hair tie and realized that as I was checking in. I have long hair and I know that the wind would make my hair very unruly the whole ride. The lady at the front desk was gracious enough to lend me her own hair tie off her very own wrist! We then arrived at the boat and were surprised that it would be just 2 couples, so extremely private. They can normally hold up to 6 people at a time. Our captain was Frank who did a great job explaining the features of the boat and where to find things, including beer, hard lemonade, and snacks. We spent most of our time at the front of the boat on the bean bag chair which was very comfortable and gave a great view during the trip. It also granted more privacy than sitting in the back with the captain did. Overall, I would rate this experience 5 stars and would be interested in coming back for a sunset cruise. I highly recommend it and I guarantee you, this will not disappoint.
Review provided by Tripadvisor
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1 Adult
September 2024
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