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San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & EventSan Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & EventSan Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & EventSan Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event

Authentic Wooden Sailing Yacht Charter in San Diego - 68ft Classic Vessel for 30 Guests

With Captain

100% refund within 14 days of your trip
  • Looks Good

    This date is available.

Lively, hosted sails with a classic wooden yacht feel, friendly crew, and plenty of space set a fun, relaxed vibe for birthdays and group celebrations.
Authentic classic wooden sailing yacht with generous deck space and a distinctive history that gives your time on the water a memorable, one‑of‑a‑kind feel.
Guests consistently note smooth communication, helpful planning support, and a warm, attentive crew that goes out of its way to create a standout experience.
Renters say this listing is great for:
CelebrationsParty/EntertainmentSightseeingLarge Groups
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AI Overview

Owner's Description

JADA - The Queen Of San Diego - our city's most storied charter vessel — an 87-year-old, 65ft classic sailing yawl berthed at the Sheraton San Diego Hotel & Marina on Harbor Island. She is the only authentic antique sailing yacht available for private charter in San Diego Bay. Captain and crew are always aboard. You bring your guests; we handle everything else. JADA sails. There is nothing like her on the water. Highlights: - Built 1938 — 87 years of history under sail - 65ft yawl-rigged classic yacht with genuine 1930s character - Up to 28 guests — intimate but spacious - Captain + crew included — no bareboat - Berthed at Sheraton San Diego Hotel & Marina, Harbor Island — easiest boarding in San Diego - USCG licensed and insured Perfect for: - Sunset and evening sails - Birthday and anniversary celebrations - Corporate and team events - Weddings, proposals, vow renewals - Concert-night charters (Rady Shell at Petco Park) - Ash scattering and memorial services at sea - Bachelorette and bachelor parties Pricing: - $500/hour · 3-hour minimum ($1,500) - Up to 28 guests included — no per-head fee - All port taxes and marina fees included - Captain and crew included Booking details: - Boarding: Sheraton San Diego Hotel & Marina, 1380 Harbor Island Drive, San Diego CA 92101 - Minimum 48-hour advance booking required - Minimum 10 guests - No bareboat rentals — captain always aboard

Carole

Carole

47 total bookings
Capacity
30 guests
Sailing
Cruising Monohull

Reviews

5.0 (15 reviews)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Awesome
  • Itinerary & Experience

    Awesome
  1. San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event
  2. San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event
  3. San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event
  4. San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event
  5. San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event
  6. San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event
  7. San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event
  8. San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event
  9. San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event
  10. San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event
  11. San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event
  12. San Diego's Historic 1938 Sailing Yacht — Private Charters, Sunset Sails & Event
26 photos have been added by reviewers who booked this listing.
  1. AS

    Andrew

    Our birthday celebration aboard the Jada was nothing short of exceptional. The yacht is stunning, the atmosphere was perfect, and the crew delivered a flawless experience - attentive, welcoming, and effortlessly on point throughout the entire day. Every moment felt seamless and elevated. It was one of those days you wish you could relive again and again. We’ll absolutely be back.

  2. HW

    Hailey

    Carole was very accommodating and helpful during the booking process. Gene and the crew were absolutely amazing and a pleasure to be around. Would highly recommend to anyone! My group had an exceptional time out on the water!!

  3. Lauren
    Lauren

    My friends and I rented Carole's boat for a birthday party and had an amazing time! It was really cool to hear about the history of the boat and the celebrities who had been on it. There was tons of space, and the crew was so kind and great! They went above and beyond to make sure we had a great experience. 10/10 would recommend!

  4. CC

    Cecie

    The boat and crew are amazing! Had the best time and would absolutley recommend to anyone looking for a great sail in the San Diego area!

  5. RL

    Raquel

    This was a great experience! I highly recommend booking this boat. The crew is so nice, the views are amazing, and its a great time. We had so much fun!

Carole

Carole

47 total bookings

The San Diego sailing yacht Jada is designed for blue water ocean racing. She was built over seventy years ago as a solid and fast passage making vessel, and even today with the advent modern fiberglass sailing vessels, Jada is still considered a fast boat. Her full keel and yawl rigged sails make her a very stable and safe vessel, even for crossing oceans on extended voyages. Rare at the time of her construction is Jada’s hard-dodger cockpit cabin, which keeps her passengers warm and cozy when conditions are less than ideal. Not included in the listing fee are Port taxes and a tip for the crew.

Features & Details

  • Shephens Brothers
  • 65 Yawl
  • Capacity: 30 people max

Safety Equipment

Life Jackets (1)

Guest Amenities

Cabins (1)
Toilets (1)

Leisure & Entertainment Equipment

Sound System

Departure Location

The boat's approximate location on a map

You’ll get helpful information for your departure after your booking is confirmed.

Street Address For Arrival

Street Address For Arrival

1380 Harbor Island Dr
San Diego, California, 92101
United States
Departure Location

Departure Location

Same as Street Address

Cancellation Policy

Free cancellation up to 14 days before your trip.

Additional Terms & Information

Captain and crew included - Gratuity not included in the price (15% to 20% tip is customary)  Port and Sheraton marina fees of 18% are not included in the hourly lease rate. This fee needs to be paid prior to departure.

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