Experience sailing in luxury

Private, curated, all-inclusive sailing tours of San Diego Bay and coastal waters.

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.

Riviera sail boat with downtown in the background on the San Diego Bay

Colorful charcuterie board served during a sail on the Riviera.

A couple enjoys a sail around the bay on the deck of the Riviera sail boat.

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.

Custom Day on the Bay

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.