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Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun CatCatamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun CatCatamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun CatCatamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat

San Diego Bay Catamaran Sailing Tours - Spacious 18' Wide Vessel with Shaded Deck

With Captain

100% refund within 4 days of your trip
  • Looks Good

    This date is available.

Relaxed, scenic sails around San Diego Bay with cozy blankets, sea lion sightings, and a laid‑back vibe that’s become a highlight for birthdays and trips.
Wide, stable catamaran with cushioned seating, roomy front lounge, picnic table, fridge, bathroom, and ample storage, often noted as clean, comfy, and well set up.
Guests consistently praise the crew’s friendliness, easy booking, and fast, helpful communication, with captains who balance giving space and engaging when invited.
Renters say this listing is great for:
Sunset CruisingCelebrationsFamiliesSightseeing
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AI Overview

Owner's Description

Two hulls and a massive 18' wide.  Discover the difference in stability and roominess over a traditional monohull with our oceangoing catamaran.  37 years running charters in San Diego has given us the experience to select the best boat and captains for your sailing adventure.  We guarantee a stable ride with plenty of shade, queen beds, running water, fridge, and a large table in the middle of the seating area for food and drinks.  Prices: - 3-Hours: $99 per person, 6 person minimum - 6-Hours: $165 per person, 7 person minimum The area in the back of our catamaran is completely protected from sun, and spray. The Tigress prioritizes deck and outdoor space under a massive shaded patio with four padded benches and a large table to set out a spread.  Tigress also has a large net on the front of the boat for sunbathing and socializing. Many of our guests find the bow to be their favorite vantage point to take in the sights sailing on San Diego Bay. Having two hulls means there is a huge 18 foot wide space (rather than a narrow pointy section like a traditional sailboat) for your whole party to spread out and watch the sails and the water slip under the hulls.  Down below you will find 2 queen staterooms, and a galley (kitchen) with refrigerator and a full bathroom with running water. If you feel like going for a swim we feature dual swim steps with a freshwater shower on the aft deck that can be heated with advance notice. It’s a sailing cruise, and you should enjoy the quiet, peace and magic of the wind moving the boat.  My Captains are experienced motivated sailors, and as soon as there is a bit of wind, we will be sailing! Our boats simply don’t roll around like all single hulled boats. Our non-rolling catamaran is especially nice on the ocean. Since our boat is very stable, shaded, and safe, this catamaran allows us to take out every type of person from youngsters to seniors with some physical challenges. We pride ourselves in making everybody feel “at home” on our adventures. 

Ryan

Ryan

48 total bookings
Capacity
12 guests
Sailing
Cruising Catamaran

Reviews

5.0 (12 reviews)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Awesome
  • Itinerary & Experience

    Awesome
  1. Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat
  2. Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat
  3. Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat
  4. Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat
  5. Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat
  6. Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat
  7. Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat
  8. Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat
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  12. Catamaran Sailing On San Diego Bay - Roomy and Stable - Sail with Fun Cat
35 photos have been added by reviewers who booked this listing.
  1. CG

    Christine

    Great boat, kind and knowledgeable captain….highly recommend booking with Ryan!

  2. SM

    Suzanne

    We had an amazing time! Ryan was super helpful during booking and Captain Matt was great! Overall great experience, the boat was comfortable and very spacious for the 12 of us to move and socialize.

  3. SL

    Sofiia

    It was an amazing Birthday celebration for my mom. We have spent 3 hours on the Tigress from 5:30-8:30, and it was magical. Beautiful views all around. Ryan, the owner, was super helpful and nice. He navigated our booking process and answered all of questions swiftly. Our captain Matt was also incredible. He gave us space but also communicated and joked when appropriate, and by the end felt like one of our own! The boat itself is well equipped, clean and very comfortable. The 8 of us were able to lounge and move around freely. There is a bathroom with running water and a fridge on board, which is convenient and a huge plus. Overall it was a great experience and I definitely recommend to choose them!

  4. AF

    Ashley

    We loved our private sail with captain Matt! The boat was so comfortable and perfectly stocked with drinks and blankets. Matt made sure we saw the sea lions and all the points of interest along the coast. He answered all our questions and couldn't have been nicer. Booking the trip was so easy too! I messed up and booked our initial trip for the wrong date. I panicked and Ryan responded to my inquiry within minutes and saved the day. He was so accommodating and helpful. From the booking to the whole sailing experience I have not one complaint. These guys are truly the best.

  5. HT

    Hannah

    We had a fantastic time on this boat!! Highly recommend for a sunset cruise around San Diego Bay

Ryan

Ryan

48 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

  • Maine Cat
  • Maine Cat 30
  • Capacity: 12 people max

Safety Equipment

Life Jackets (1)

Operating Equipment

Depth Sounder

Guest Amenities

Cabins (1)
Sun Protection
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

We are understanding that when planned in advance the weather doesn't cooperate. It's a rarity in San Diego but in the event of stormy weather you are welcome to call and discuss your plans with us for a refund, reschedule or carry on with the charter with optimism the weather will hold. In this case you will have the option to terminate the charter at any point and head straight back to the dock without charge. Booking the captain: For your convenience in the booking process we can recommend one of our experienced captains and handle all arrangements to ensure a seamless booking process. In addition to the bareboat rental the captain hired will be $125 per 3 hour charter or $250 per 6 hour charter. The boat is suitable for 0-100+. We have childrens life jackets onboard and are happy to lend them. You are welcome to bring any food or drinks, just no red wine please it stains our boat!

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With Captain
  • Hourly Only
  • With Captain Only