Private Luxurious Sailing Cruise: San Diego Experience
12 Ratings
San Diego
Experience the ultimate luxury sailing tour in San Diego. Dive into the bay or watch for whales, dolphins, and seals off the coast. Unforgettable memories await!
Duration: 2 hours
Cancellation: 1 day learn more
  • 955 Harbor Island Dr - Whether this is your first visit to San Diego, or you’re a SoCal native, we’ll create a sailing experience beyond your expectations. An afternoon sail and swim in Glorietta Bay or perhaps a romantic sunset sail, this is your private yacht. For the absolute best experience, we limit our excursions to a maximum of 6 passengers. Sit back, relax, sip your cocktails and let us attend to your every need!.
What's Included
  • Customized charcuterie boards tailored to specific needs.
  • Selection of beer, wine, specialty cocktails, and soft drinks.
Additional Information

This is an unparalleled and lavish sailing journey along the Southern California coast. Our personal voyage, for you and up to 5 companions, is customised according to your unique preferences ensuring that the sailing on RIVIERA is a standout part of your trip.

During the balmy summer period, we dock near Coronado Island where you and your party can take a refreshing dip in the bay. In the later part of winter and during spring, we embark on the Pacific waters to observe whales, dolphins and seals along the San Diego coastline.

Our boatmaster and crew are lively, seasoned and well-informed. The yacht is impeccable, cosy and beautifully detailed. Once we’re back at the harbour, you’ll be reluctant to disembark.

955 Harbor Island Dr
Harbor Island Drive
We are located at Sunroad Marina, 955 Harbor Island Drive, Dock F San Diego CA 92101 • Please arrive at least 30 minutes before your scheduled excursion. • Paid parking at Sunroad Marina is available at $ 5 per hour, payable by credit card. We recommend using a ride share app.
Cancellation Policy

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

Customer Ratings
(12 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Sep 3, 2023
Excellent time, highly recommend - Highly recommend this tour. Captain Paul was knowledgeable, entertaining, fun and very welcoming. The drinks were plenty and we had a wonderful time. This was the highlight of our trip to San Diego.
Review provided by Tripadvisor
Jul 27, 2023
Highlight of San Diego - Absolutely perfect! A smooth ride with all the views. Gracious service. Captain Paul was the best. Bringing Yacht Rock Radio to life!
Review provided by Tripadvisor
Jun 13, 2023
10/10 Amazing girls day idea!! - My girlfriends and I had the most amazing time with Captain Paul and crew! The charcuterie arrayments and flowing prosecco onboard made it even better! Although it was a gloomy evening, we had the best time snuggled up in blankets listening to music as we sailed. That really shows how great this charter is, even a cold cloudy sunset was a 10/10
Review provided by Tripadvisor
Jun 11, 2023
Best sailing experience in San Diego! - Just chartered The Riviera with Captain Paul for the third time in a year! What an amazing experience! The boat is lovely, the crew is so attentive and the views of San Diego are stunning. I highly recommend this charter for anyone who loves to be on the water. This experience makes you feel like one of the “rich and famous”!
Review provided by Tripadvisor
Nov 13, 2021
This is the cruise to take! - I highly recommend Captain Paul and his crew! I have sailed with them twice this summer and plan to book with them in the spring for various events.
Review provided by Tripadvisor
Oct 5, 2021
Pampered Sailing - I’ve booked numerous boating excursions in San Diego and NOTHING compares to the luxurious experience of Sail Riviera! If being pampered like a rockstar is your goal then jump onboard this stunning sailboat which screams, “Lifestyles of the Rich and Famous.” I booked this experience for my sisters coming in from out of town and they were blown away. The moment we arrived at the dock we were greeted by the beautiful Riviera team as they handed out perfectly curated cocktails. Once settled onboard we were given a spread fit for royalty. This crew knows how to make a splash with their charcuterie platter, top-notch service and never ending flow of cocktails and champagne. This is all happening while enjoying the spectacular San Diego views from the comforts of a flawless sailboat! The kicker for all of us was the hilariously entertaining Captain Paul. His vast knowledge of sailing, San Diego and comedic chops had us all entertained for hours. Don’t bother looking at other boating experiences because Sail Riviera is the BEST and I’ve already wasted years and thousands on vetting them all for you! Enjoy and please tell Captain Paul that I sent you!
Review provided by Tripadvisor
Sep 30, 2021
Sailing with friends - What a fabulous evening! Captain Paul and Molly were professional and gracious hosts. Cruising the bay on this elegant sail boat with a cocktail in hand was an experience not to miss !
Review provided by Tripadvisor
Sep 29, 2021
Sail Riviera SanDiego Review - The entire experience exceeded our highest expectations! The boat was pristine, the cocktails and charcuterie board served by Molly were delicious and the selection was impressive! Captain Paul gave a marvelous tour and was great company. This is a MUST DO experience for a visitor or resident of San Diego!! We loved every minute!
Review provided by Tripadvisor
Sep 28, 2021
Girls Trip to La Jolla - It was so luxurious and Captain Paul was so thoughtful, interesting and entertaining. He talked about interesting landmarks and made sure we had delicious charcuterie board and cocktails while sailing the San Diego Bay!
Review provided by Tripadvisor
Sep 20, 2021
5 Star Experience - 5 star experience! The service was top notch, welcome cocktails, charcuterie platter and personalized charter.
Review provided by Tripadvisor
Select Date and Tickets
up to 6 guests
April 2024