Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp

San Diego Sailing Tours - Exclusive Catamaran Experience with Only 6 Passengers

With Captain

100% refund within 4 days of your trip
  • Other people are asking about this date.

    Act now to secure your booking.

Spacious, stable catamaran layout offers plenty of room to spread out, move comfortably, and enjoy smooth sailing around the bay.
Operated by a newer host offering captained options, giving guests guidance on the water rather than having to sail themselves.
Renters say this listing is great for:
SightseeingSunset CruisingCouplesRelaxation
Was this useful?
AI Overview

Owner's Description

2026 winner of Travelers Choice Best of the Best experiences in San Diego with over 500 five star reviews. We are a four generation family of Racing sailors in San Diego and have curated an experience with our two specially selected sailing catamarans and exceptional USCG licensed sailing captains to share our passion and beautiful San Diego Bay. Captained catamaran 6 passengers or less public sailing tours departing three times Daily: 11:00 am (calmest, warmest and wind filling in) 2:30 (Sailors Choice! Best Wind and most active sea life) 5:30 (decreasing wind into sunset, city and bridge views) only $99 a person including drinks for 2 1/2 hours.( Plus GMB fee should bring you to $109) Economical Limited load Public sailing cruise- only 6 total passengers to share the boat with. If you would like a private boat please send me a message and I can convert your booking request into a private and adjust your duration (3 hours recommended). Spacious and Stable Catamarans Coast Guard licensed captains Complementary beverages including cold beer and wine Convenient and Clean bathrooms with real toilets Load from closest private marina to downtown A true sailing experience! Motors off Come experience the "Catamaran Difference". We have over 37 years of experience taking guests sailing in San Diego, and you will feel welcome right away on our cats. 2.5 hours is a perfect amount of time to cover a larger area, and see more beautiful sights. During our sail we will explore the harbor, and sight see areas such as the downtown skyline, Coronado Bay Bridge, the Embarcadero, and Midway aircraft carrier. We always see sea lions, seabirds, and often dolphins. Since we only take small groups of 6 total passengers, you'll feel like you're just out sailing with friends. Since we truly love to sail, we turn off the motor as soon as possible so you can just experience the quiet of the wind in the sails. Our fun catamarans are very wide and spacious, and they are comfortable for all ages of guests. There are several seating areas on the boats to find your perfect spot. Of course there are convenient bathroom facilities aboard. If you would like to take the wheel, and feel the power in the sails, you are welcome. We may not be the cheapest option, but my guys are "World Class", and are paid well. You'll get a great vibe on the boat right away, and make some great memories.

Ryan

Ryan

51 total bookings
Capacity
6 guests
Sailing
Cruising Catamaran

Reviews

5.0 (1 review)
  • Listing Accuracy

    Awesome
  • Departure & Return

    Awesome
  • Vessel & Equipment

    Awesome
  • Communication

    Awesome
  • Value

    Awesome
  • Itinerary & Experience

    Awesome
  1. San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp
  2. San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp
  3. San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp
  4. San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp
  5. San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp
  6. San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp
  7. San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp
  8. San Diego Bay 2.5 Hour Catamaran Sailing Tour - Small Group 6 or less @$99pp
8 photos have been added by reviewers who booked this listing.
  1. CG

    Christine
Ryan

Ryan

51 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: 6 people max

Safety Equipment

Life Jackets (1)

Guest Amenities

Cabins (1)
Sun Protection
Toilets (1)

Leisure & Entertainment Equipment

Bluetooth
Sound System
Outdoor Lounge Area

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

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

Departure Location

32.725370417466,-117.191918500003
San Diego, California, 92101
United States

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. 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. If you book 6 people the whole boat is yours as a private and time is extended to 3 hours from 2.5 for a private swim/city lights etc. For parties larger than 6 please just send a message and I can send you a whole boat private charter see our other catamaran Tigress for a whole boat charter.

Similar Listings

Premium Sunset Sailing on a True WestSail 43ft Yacht
Sailing in San Diego · 6 guests

Premium Sunset Sailing on a True WestSail 43ft Yacht

5.0
$200/hour
12 passengers:  Explore San Diego Bay on a Luxury Sailing Catamaran
Sailing in San Diego · 12 guests

12 passengers: Explore San Diego Bay on a Luxury Sailing Catamaran

5.0
$330/hour
Beautiful Jeanneau 58' Sailboat in San Diego
Sailing in San Diego · 8 guests

Beautiful Jeanneau 58' Sailboat in San Diego

4.8
$400/hour
San Diego Bay Sailing Experience
Sailing in San Diego · 12 guests

San Diego Bay Sailing Experience

5.0
$55/hour
42ft Catalina MkII Sailing Yacht in The San Diego Bay, California
Sailing in San Diego · 6 guests

42ft Catalina MkII Sailing Yacht in The San Diego Bay, California

5.0
$285/hour
With Captain
  • Hourly Only
  • With Captain Only