2 hours
Sunset Cruise
Glide across San Diego Bay as the downtown skyline turns to gold and the sun melts into the Pacific. Champagne in hand, sails full, the city lights flickering on — our most-requested sail for good reason.
Private Sailing Charters · San Diego Bay
Sail in Peace.
Sunset cruises, wildlife & celebrations aboard Mojave, our classic 42-foot yacht.
Sail in PeaceUSCG-Certified CaptainPrivate ChartersSan Diego BayChampagne IncludedSunset · Wildlife · CelebrationFive-Star Rated on GoogleKaraoke On BoardAboard the Mojave
The Sterling Sails Way
The journey is the best part.
Relax and unwind as you sail away from shore through the peaceful water — sun on your face, wind in the sails, the city softening into the distance. Sterling Sails exists to give you that feeling: an unhurried afternoon or a golden evening on San Diego Bay, just you and the people you love.
Every sail is fully private and shaped around you — no crowds, no rush, no script. Just the water, a glass of champagne, and the best seat in the city.
Captain Liz
Owner & USCG-Certified Captain · Elizabeth Hinton
Captain Liz
Your Captain
0.0
Rated on Google
Est. 2021
0ft
Classic sailing yacht
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Google star rating
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Guests, always private
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Coast Guard certified
Signature Experiences
A peaceful sail — any way you can imagine.
Every charter is private and fully customizable, and the times below are only a starting point — two hours, four, five, whatever suits your day. Scroll to explore.
2–3 hours
Historical Harbor Tour
Sail past the USS Midway, towering Navy vessels, the Star of India and the Coronado Bridge while Captain Liz shares the stories that built San Diego’s working waterfront.
3 hours
Point Loma Wildlife Expedition
Venture toward the Point Loma lighthouse and the open ocean to spot barking sea lions, dolphins riding the bow wave, pelicans and — in season — migrating gray whales.
Custom
Celebration Charters
Birthdays, engagements, bachelorette parties, anniversaries and team days — we tailor the entire sail around your occasion, from your own playlist on the Bluetooth speaker to the surprise bottle chilling on ice.
3 hours
Sail & Swim
Sail to a quiet, sun-warmed anchorage, drop the hook and slip into the bay for a swim — then climb back aboard for cold drinks and open-water lounging.
2 hours
Romantic Getaway
A private sail for couples — soft blankets, a chilled bottle, the skyline glittering and nothing but the sound of water on the hull. The most romantic seat in San Diego.
Meet the Boat
Aboard Mojave.
A classic 1992 42-foot Catalina sailing yacht — impeccably kept, endlessly comfortable, and just the right size to feel like your own. Her peace-sign mainsail overhead, and the whole of San Diego Bay ahead.
42 ft
Length
Catalina
Class
Up to 6
Guests
USCG
Captain
Sail in peace. Every time.
Every sail includes
- A chilled bottle of champagne — extra bottles available aboard
- Drinks, chilled water & light snacks
- Bluetooth speaker — bring your own playlist
- Restroom & refrigerator on board
- Plush deck cushions, blankets & shade
- Narrated tour of the bay from Captain Liz
- Fully insured, Coast Guard-certified captain
From the Air
Mojave, from above.
Her peace-sign sail against the downtown skyline at blue hour — this is your evening on San Diego Bay, filmed from the sky.
Reserve Your CharterFilmed above San Diego Bay
What We're Known For
A little different from the rest of the fleet.
No crowds, no scripts, no cutting corners — just a beautifully kept boat, a captain who loves this bay, and a day shaped entirely around you.
01
A truly private boat
Never a crowded party boat. Your charter is yours alone — your group, your pace, your day on the water.
02
Coast Guard-certified captain
Captain Liz holds a U.S. Coast Guard license and knows every current, cove and story on San Diego Bay.
03
Champagne always included
A chilled bottle of champagne, drinks and snacks come standard on every sail — extra bottles available aboard.
04
Built around you
Sunset, wildlife, a proposal or a birthday — every route is customized to exactly the day you have in mind.
The most relaxing few hours in San Diego are waiting for you.
Reserve Your CharterOn the Water
Moments from the bay.
Guest Stories
“Captain Liz was amazing. She let us decide what we wanted to see and gave wonderful commentary on our surroundings the whole way. 10 out of 10 — would absolutely recommend.”
Good to Know
Questions, answered.
Still curious about something? Captain Liz answers every message personally and will help you plan the perfect sail.
Sterling Sails departs from Harbor Island on San Diego Bay, across the street from the airport. From there we sail past the downtown skyline, Coronado, the Naval fleet and out toward Point Loma. Exact boarding directions are shared when you book.
Reserve Your Charter
Your peace on the bay is waiting.
Tell us your date and what you're dreaming of. Captain Liz will reply personally with a custom quote — champagne, of course, included.