About this Experience
What you'll do:
Step aboard JADA, San Diego’s iconic 1938 classic sailing yacht, and spend golden hour cruising across San Diego Bay as the skyline lights up around you.
Private Yacht Charter — Your group has exclusive access to the entire 65-foot teak-and-brass vessel with no shared passengers or crowded decks.
Champagne on Deck — Sip champagne while taking in panoramic sunset views across San Diego Bay and the downtown skyline.
Professional Crew Included — A full four-person crew handles all sailing and onboard operations so your group can fully relax and enjoy the experience.
Room for Larger Groups — JADA accommodates up to 28 guests comfortably, giving everyone space to move, mingle, and celebrate.
Historic Sailing Experience — Built in 1938 and a five-time Transpac race finisher, JADA offers a setting that feels far beyond a standard harbor cruise.
No crowded tour boats, no waiting in lines — just your group, open water, and one of California’s most storied sailing yachts.
Why We Love It for Group Celebrations
The Ultimate Sunset Backdrop — Golden hour over San Diego Bay from the deck of a classic yacht creates effortless photo moments from every angle.
Completely Private Experience — Every sailing is reserved exclusively for your group, making it feel intimate whether you have 10 guests or 28.
Flexible Food & Drink Options — Bring your own food, cocktails, wine, or champagne with no corkage fees or catering restrictions.
Easy Boarding Logistics — The Harbor Island marina location is simple to access, with discounted parking available through the crew.
Perfect for Any Occasion — Popular for bachelorette parties, birthdays, anniversaries, reunions, and corporate celebrations alike.
About the Experience Partner
Sail JADA Charters operates private charters aboard JADA from Harbor Island in San Diego. The historic 1938 yacht has completed five Transpac races to Hawaii and has hosted notable guests throughout Hollywood’s golden era, including Humphrey Bogart, Lauren Bacall, Errol Flynn, and John Wayne. Every charter includes a dedicated four-person crew focused entirely on delivering a seamless on-the-water experience.
Additional Information
BYOB and BYOF welcome
Coolers permitted onboard
No corkage fees
Boarding location: Sheraton San Diego Hotel & Marina, 1380 Harbor Island Drive
Parking available for $15 with crew voucher (standard rate is $50)
Weather cancellations initiated by JADA qualify for a full refund or complimentary reschedule
Book This Experience
Visit the experience booking site to check availability and book your experience.
LocationSan Diego, CA
1380 Harbor Island Dr, San Diego, CA 92101, USASan Diego, CA
Frequently Asked Questions
What's included in the charter price?
Every charter includes a crew of four — captain, first mate, second mate, and host/hostess — plus all port taxes, Sheraton marina fees, fuel, life jackets, and all required safety equipment. Food and beverages are BYOB and BYOF. Bring whatever you like — coolers welcome, no corkage fee.
How many guests can come?
JADA accommodates up to 28 guests for private charters.
Where do we board?
Sheraton San Diego Hotel & Marina 1380 Harbor Island Drive, San Diego CA 92101 Enter the hotel lobby and walk straight through to the back. Take the stairs down to marina level, turn right past the firepits, and look for the giant white beach chair — crew will meet you there.
Is there parking?
Yes — self-park at the Sheraton. Standard rate is $50, but the crew provides a voucher that brings it down to $15. Have your ticket ready when you exit.
Can we bring our own food and drink?
Yes. JADA is BYOB and BYOF. Bring whatever you like. Coolers are welcome. There is no corkage fee.
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Can kids come?
Yes, with appropriate supervision. Children under 18 must have a parent or guardian sign their waiver before boarding.
What if it rains or the weather is bad?
Safety is the priority. If conditions are unsafe, JADA will not sail and we will work with you to reschedule at no penalty. Light wind or overcast skies are not a problem — we sail in most conditions. Only severe weather or unsafe sea state triggers a cancellation.
What is the cancellation policy?
14+ days before: full refund. 7–13 days before: 50% refund. Within 7 days: no refund, unless JADA cancels due to weather or safety — in which case you receive a full refund or a reschedule at your choice.
How do I book / pay a deposit?
A 50% deposit holds your date. Balance is due 7 days before the sail. We accept Zelle — send to "Sail JADA Charters LLC" / 619-986-7344 — or credit card via secure checkout. You will never be redirected off our site to pay.
What famous people have sailed on JADA?
JADA has a long history in Southern California waters. Among her notable past guests: Humphrey Bogart, Lauren Bacall, Errol Flynn, and John Wayne.
