Fun Cat Logo

Sunset Sails

Sunset Sailing in San Diego Adventures

Kick back, relax, and go sailing in San Diego the way it was meant to be done—with the beautiful sunset arching over the skyline, and a glass of wine in your hand. We offer a sunset cruise San Diego locals and tourists have been enjoying for over 37 years.  With attention paid to even the finest of details you will enjoy seeing the best of the bay and coastline on your San Diego sunset cruise tour.

Our Wine and Wind Sunset Sail is an fun way to explore the coastline, and one of our most popular San Diego bay tours.  $110 a person provides you with an enjoyable time aboard our catamarans, and includes  beer, wine and soft drinks.

Boat Rental San Diego

Our sunset sail San Diego tour is designed to give you time to take in all of the natural beauty around you. Luxuriate in the splendor of the sunset while surrounded by sea life like barking sea-lions and, often dolphins. It’s the perfect evening activity for a date night or a trip to the Bay.

During an afternoon evening cruise, San Diego comes to life. Take it all in on The Tigress or the Wind Drum, our spacious and stable catamarans with plenty of space for both socializing and sightseeing. Amenities include a large net for the ultimate relaxation and plenty of open-airspace and seating.

The details: The Afternoon Wind and Wine Sunset Sail sails from 5:00 pm – 7:30pm (meeting time at 4:50) and costs $110/person. Wine, beer, and assorted soft drinks included. Call or e-mail to ask about custom times, large group rates, and child rates.  For large private groups the “Tigress” can accommodate up to 13 (bare boat charter.)  For mixed groups guest limit is 6.

We can’t wait to set sail with you. Leave the land behind and see San Diego’s sunset at its best—book your sunset cruise today!

Why choose "Catamaran Sailing Adventures"?

Whale Watching Tours San Diego


We have a passion for what we do, and absolutely love sharing, and protecting the magnificent whales and sea-life of the San Diego coastline. Our trips are run by an experienced Coast Guard Licensed Captain with over 25 years of experience.​
Fun things to do in San Diego

Our Boat​

Feel the wind in the sails, take the helm, help sail, or just relax. Comfortable roomy cabin below with a bathroom, twin berths, and galley. Jackets provided for chilly days.​
Boat Rides San Diego

Small Size​

Since we only take small groups on our scheduled sails, you will be able to beat the crowds on the big boats. We are a small company, and take pride in providing attentive service.​
San Diego Sightseeing

Conservation Minded​

We feel the key to protecting the sea life, and our ocean, is education. After seeing the sea life, and spending the afternoon with us, we hope you will come away with a newfound appreciation for the Pacific, and memories to last a lifetime.​

Come Sail With Us

Submit your information and we will call you back.

Book Now