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6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor

6 passengers: San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor

With Captain

100% refund within 4 days of your trip
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Light, sporty sailing on San Diego Bay with an upbeat, adventurous vibe and memorable views, especially during big events like holiday fireworks.
Sporty sailing catamaran built for agile, fun cruising on the bay, offering an open, fast ride that feels different from typical keelboats or powerboats.
Guests praise the captain’s deep knowledge of San Diego Bay and skill at positioning for special moments, creating unforgettable, well-planned outings.
Renters say this listing is great for:
SightseeingSunset CruisingAdventure SeekersPhotography
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AI Overview

Owner's Description

Experience the Fun Cat difference! Book this Reynolds 33 sailing catamaran for 6 people! Expertly sailed by Captain Ryan. 2026 winner of Travelers Choice Best of the Best experiences in San Diego with over 500 five star reviews. PRICE: $220 per hour, 3-hours minimum booking WHAT TO EXPECT ONBOARD: 37 years of charter experience Restroom onboard Coast Guard Registered Legal Charter Vessel Coast Guard Certified Captain Ryan, a lifelong San Diego racing sailor and waterman Complementary Beer, Wine, Water and Soft Drinks Complementary Blankets Depart from a Premium Marina near downtown with on-site Parking Swimming Encouraged Remarkably swift stable and smooth ride compared to a monohull Perfect first sailing experience that is still appreciated by veteran sailors Reynolds 33 is our sportier catamaran that is the fastest sailing charter in in Southern California. This means in light San Diego winds when other sailboats are motoring with a buzzy motor we can still silently cruise the bay with only the sound of water lapping the hulls and on windier days we can explore several more miles of bay than a normal sailboat. Guests love the stability of a catamaran as the boat does not heel or rock with the wind or waves like a traditional sailboat (it stays flat and level even on windy days) and has wave piercing hulls that offer a smooth and stable ride with effortless efficiency. Enjoy unobstructed views of the bay and the sails with this super fun day racer style catamaran. An ideal boat for those that have never been on a sailboat before to truly experience sailing without the boat heeling over but giving a great sensation of wind power and a connection to the water. She has lounge style cushioned seating, bathroom facilities, and a large net for sunbathing forward. With huge carbon-fiber sails and a quick ride, you will enjoy the most engaging and pure sailing experiences available anywhere. Wind Drum is a favorite for a 4.5 hour "sail and swim" where we sail the bay to a protected cove and anchor for lounging and swimming or for a romantic private sunset sail, riding the bow nets as the water passes underneath you.

Ryan

Ryan

58 total bookings
Capacity
6 guests
Sailing
Cruising Catamaran

Reviews

5.0 (2 reviews)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Awesome
  • Itinerary & Experience

    Awesome
  1. 6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor
  2. 6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor
  3. 6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor
  4. 6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor
  5. 6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor
  6. 6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor
  7. 6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor
  8. 6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor
  9. 6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor
  10. 6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor
  11. 6 passengers:  San Diego Bay Sport Catamaran Sail & Swim with With Expert Sailor
11 photos have been added by reviewers who booked this listing.
  1. WD

    William

    My friends and I had a great time cruising around the bay with Ryan. The boat is fast and a great way to get around the bay while taking in the sun and sights.

  2. JF

    Jacquelyn

    Incredible captain!! He knew all of the spots around San Diego bay and he got us front row to watch the firework show. We had an incredible time and are very grateful! We will remember this 4th of July forever! Thank you ryan!

Ryan

Ryan

58 total bookings

Growing up on Mission Bay to a sailing family I have spent my whole life on water. I have competitively sailed since 7 years old and am a multiple time pacific coast champion and have raced boats for eight feet to eighty. I find the most enjoyment in sailing catamarans due to their combination of performance and spacious stability when cruising with friends. I love sharing San Diego with visitors and locals in the best possible way: from a sailing catamaran. I look forward to having you out for a cruise!

Features & Details

  • Reynolds
  • Reynolds 33
  • Capacity: 6 people max

Safety Equipment

Life Jackets (1)

Guest Amenities

Cabins (1)
Toilets (1)

Leisure & Entertainment Equipment

Bluetooth
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

955 Harbor Island Drive
San Diego, California, 92101
United States
Departure Location

Departure Location

Same as Street Address

Cancellation Policy

Free cancellation up to 4 days before your trip.

Additional Terms & Information

If deemed unsafe weather to sail by captain 100% refund for day of cancellation. No-show/ day of cancelation will not be subject to refund other than weather ( a light mist or rain forecast on a weather app during that 24 hour period that is not forecast during the hours of our sail does not count). Appropriate for any able boded person, for infants and elderly our other boat Tigress is the ideal choice. Life jackets provided for kids under 12. Any food and beverages are encouraged but please no red wine. For parties larger than 6 please see our other catamaran Tigress.

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