From$115
Sailboat Rentals
Capri 22'
Our most popular boat with more than 20 in our fleet – the Capri 22 is THE standard for sailing on San Diego’s bays.
Up to 622 ft2h / 3h / 4h
Learn to Sail
Sailing Classes
← All Activities
Seaforth Boat Rentals
Harbor Island
Set sail from our Harbor Island marina and experience San Diego Bay aboard our selection of sailboats and cruising catamarans. Enjoy spacious decks, beautiful waterfront views, and a memorable day of sailing in San Diego.
Open Daily 9:30 AM – 30 min before sunset
955 Harbor Island Drive, Ste. 200 San Diego, CA 92101
Get DirectionsAvailable at Harbor Island
CHOOSE YOUR BOAT
Showing 11 of 11 boats
From$135
Sailboat Rentals
Catalina 250
Our largest tiller-steered sailboat, the Catalina 250 is perfect for a day of sailing on San Diego Bay. This fun, easy-to-rig sloop combines modern sailing comfort with an exciting experience on the water for up to six guests. Features include a walk-through cabin and a full head for added convenience.
Up to 625 ft2h / 3h / 4h
From$125
Sailboat Rentals
Colgate 26'
The 26′ Colgate is a nimble, tiller-steered keelboat perfect for sailing Harbor Island. Designed for both performance and stability, it's ideal for lessons, casual cruises, or spirited sails—with an outboard motor for easy docking.
Up to 626 ft2h / 3h / 4h
From$395
Sailboat Rentals
Catalina 270
These sailboats provide the ultimate luxury in an eight-person vessel. Amenities include steering wheel helm, inboard diesel, generous beam, and an enclosed head. Perfect for a day on the bay or an overnight excursion.
Up to 827 ft3h / 6h / Full
From$575
Sailboat Rentals
Catalina 320
A step up from our 270, the Catalina 320 continues the ultimate in sailing comfort and modern amenities, with a larger passenger capacity.
Up to 1032 ft3h / 6h / Full
From$725
Sailboat Rentals
Jeanneau 349
From the very first glance, the Sun Odyssey 349 captivates with her pure lines, generous interior volume and inviting cockpit.
Up to 1034'9"3h / 6h / Full
From$650
Sailboat Rentals
Catalina 350
Experience the thrill of sailing on the sleek and spacious Catalina 350 sailboat. With its elegant design and top-notch performance.
Up to 1035 ft3h / 6h / Full
From$1,400
San Diego Catamaran Charters
Lagoon 380
The Lagoon 380 is a comfortable and well-loved sailing catamaran that offers plenty of space to relax and enjoy time on the water. Featuring four cabins, an open cockpit, and a forward trampoline deck, it is a great choice for cruising San Diego Bay.
Up to 1237'11"3h / 6h / Full
From$875
Sailboat Rentals
Dufour 37
Set sail aboard the Dufour 37, a modern cruising sailboat that combines performance, comfort, and style. Perfect for day sails, weekend getaways, and overnight adventures, the Dufour 37 offers a smooth and enjoyable sailing experience on San Diego Bay.
Up to 1037 ft3h / 6h / Full
From$1,050
Sailboat Rentals
Catalina 420
Sail the day away on our Catalina 420 sailboat. This larger vessel offers a spacious interior & exterior deck to enjoy while navigating the waters using the wheel helm.
Up to 1242′3h / 6h / Full
From$2,250
San Diego Catamaran Charters
Bali 44'
Step aboard the Bali 44, where cutting-edge innovation meets ultimate comfort for an unforgettable yachting experience in San Diego.
Up to 1344 ft3h / 6h / Full / Multi
Tours & Cruises at Harbor Island
GUIDED EXPERIENCES
From$250
Sunset Sail — Harbor Island
Watch the sunset over the ocean and capture breathtaking views of San Diego's Skyline in full sunset color. Captain Required.
2 hr evening cruise Up to 12 passengers
Serving San Diego
Since 1976
4.9 / 5 rated
Across 100k+ guests on Google, Yelp & TripAdvisor
Why Choose Seaforth
Your Harbor Island adventure starts here.
Five decades on the bay. The largest fleet in San Diego. The friendliest dock crew on the water. Here's what makes booking with us different.
50+
Years on the Water
200+
Boats in the Fleet
5
Marinas
100k+
Happy Guests
01
No License Required
Many of our powerboats can be rented without a boating license. Our dock staff will provide a brief orientation before departure.
02
Largest Fleet in San Diego
200+ boats across 5 marinas — from entry pontoons to crewed 70' yachts. There's a perfect fit for every group and budget.
03
Safety First, Always
Our experienced dock staff provides a thorough orientation and safety briefing before every rental to help you feel confident on the water.
04
Transparent Pricing
Know what to expect before you arrive, with clear pricing and friendly staff ready to help you get on the water.
Guest Stories
MEMORIES MADE ON THE WATER
