Experience sailing in luxury

Private, six-passenger, all-inclusive sailing tours of San Diego Bay, curated for you.

Compass Divider

Sit back, sip your cocktails, and let us take you away

Indulge in exceptional service and comfort as you sail the San Diego Bay.

Our sailing experiences are private and curated to meet your most specific needs and desires. Whether you are looking for a late morning brunch with close friends, an afternoon sail & swim with the kids, or a mellow and romantic sunset cruise, we will compose the perfect sailing adventure for you. We cater to the most discerning clientele, providing 5-star service on our relaxed, comfortable yacht.

Couple on the dock after returning from a proposal sail on the San Diego Bay.
The Riviera boat sails along the San Diego harbor. The downtown San Diego cityscape can be seen in the background.
Colorful charcuterie board served during a sail on the Riviera.
A group of friends toast wine and enjoy a beautiful day sailing on San Diego Bay.
Friends pose and smile as they enjoy a day sail along San Diego Bay

Sailing Experiences

Mimosas and brunch while you sail around the San Diego harbor? Cocktails and dessert while you watch the sun set beyond Coronado? Our sailing experiences are like none other, and always customized to you. You tell us what you desire and we'll bring your vision to life.

Meet Captain Paul

Paul grew up sailing on San Diego Bay with his father. After years of enjoying the waves and wind as a hobby, his childhood dream of becoming a captain was finally realized in 2020 when Sail Riviera was born. A people person at his core, providing exclusive sailing experiences to his clients is the perfect marriage of the activities he enjoys most in life.

Captain Paul behind the wheel of his boat, Riviera

Come sail aboard the Riviera

Divider

Captain Paul provides a tour of the Riviera and a taste of what awaits you at the dock.

From the Captain's Log

A view of boats sailing along the San Diego Harbor at dusk, with the Rady Shell and the downtown skyline in the background.

A Very Rady Shell Experience

I’ve witnessed the evolution of San Diego’s Waterfront all my life. As a teenager armed with my camera, I rode my bike through the railroad…

Read More...
View of the sunset over the San Diego bay, as seen from the back of the Riviera sail boat.

Unplug and Revamp Your Life in 6 Hours

“You haven’t lived until you’ve sailed.” Anyone fortunate enough to have stood on the deck of a sailing vessel as it cuts through the sea…

Read More...
A World War 2 era photo of a man in uniform posting with a woman at his side

The last words my father said to me

My Dad, a man of incredible bravery, was a WWII war hero, a father of five, and a devoted husband who had been married to…

Read More...

Read our Google reviews

Scroll to Top