Design your private, luxury sailing experience in San Diego
Bespoke, all-inclusive sailing charters tailored entirely to you—crafted for discerning travelers seeking something truly exceptional.
Create your perfect day on the water with a fully customized private sailing experience aboard Sail Riviera San Diego. Every charter is thoughtfully designed around your preferences, offering a seamless blend of luxury, comfort, and personalized service.
Whether you envision offshore sailing along the Pacific coastline, a leisurely afternoon anchored near Coronado, or an elegant sunset cruise, your experience is curated in collaboration with your captain to ensure every detail is exactly as you imagined.
Set your preferred departure time and duration, and allow our team to take care of the rest with precision and care. From the moment you step aboard, your experience unfolds effortlessly—private, refined, and entirely your own.
Along the way, you may encounter sea lions, dolphins, and—on occasion—migrating whales, all while taking in San Diego’s iconic skyline and coastal beauty. For those seeking a more relaxed pace, simply unwind on deck with a glass in hand and take in the rhythm of the water.
Every charter includes:
- Fully private, bespoke itinerary
- Personalized service with Forbes-trained crew
- Curated gourmet food and beverage offerings
- A relaxed yet elevated onboard atmosphere
How it works
Seamless Planning, Exceptional Execution.
Your experience begins with a personal consultation, where we refine every detail—from menu selections and beverage preferences to timing and sailing conditions. You’ll have the option to choose from curated offerings or request a fully customized menu tailored to your tastes and dietary needs.
From there, our team manages every aspect of your charter, ensuring a seamless and effortless experience from start to finish.
Plan your day
Endless Possibilities on the Water.
Each custom sailing experience is designed to reflect your vision. Popular options include:
Sailing along the open Pacific coastline
Anchoring near Coronado for a swim and relaxation
Elegant onboard dining experiences
Sunset sails timed perfectly with golden hour
Private celebrations, proposals, and milestone moments
Concert evenings near the Rady Shell
Hands-on sailing experiences with the captain
Ready to cruise?
Contact us today for booking and availability
What our guests say
"The entire experience exceeded our highest expectations! The boat was pristine, the cocktails and charcuterie board served by the steward 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!"
Mo Holbrook, St Louis
Custom Sailing Excursions FAQ
Planning something special? From whale watching to birthdays and surprise celebrations, our custom excursions are tailored to your vision. Explore the FAQ below to see what’s possible, then connect with Captain Paul to start planning your perfect day on the water.
Off-shore half and full day charters are available, including whale-watching, and anchor-swim-dine experiences.
Yes, we specialize in private sailing tours for all your special events.
All our sail cruises are customized to fit the guest’s personal plans and time schedule.
Yes, together with input from the captain, the day’s sail plan is always flexible.
The duration is up to the guest. Whale watching is typically 6 hours. Dinner cruises, 4th of July fireworks, and concerts are a minimum of 4 hours.
You may bring your own, but our speciality is providing amazing food and beverages.
Up to 6 guests. For groups of more than 6, please call us to arrange a bareboat charter.
Absolutely! The yacht is the perfect venue for small celebrations.
Kids and families are always welcome. Together we’ll make memories that will last a lifetime.
Popular dates, such as 4th of July, New Years Day, Memorial Day weekend, etc, book well in advance. Weekday, and off-peak weekends are readily available.