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Romantic Rides & Proposal

Romantic Rides & Proposal

Private Catamaran Sailing for Couples in San Diego

Looking for the perfect romantic escape? Whether you’re planning a surprise proposal, celebrating an anniversary, or just want some quiet time on the water with the one you love, Fun Cat Sailing offers the most intimate and memorable romantic sailing tours in San Diego.

Leave the crowds behind and step onto your own private catamaran just for two (or invite close friends and family up to 12 guests). As the sun dips toward the Pacific, you’ll sail smoothly across San Diego Bay, surrounded by golden skies, gentle ocean breezes, and nothing but open water and each other.

We’ve hosted countless romantic boat rides, from spontaneous date nights to heartfelt marriage proposals at sea. Every detail is handled with care so that you can stay focused on the moment, not the logistics.

This isn’t just another boat ride. It’s your story, told on the water with unforgettable views, heartfelt connection, and that “just us” feeling you can’t find anywhere else.

Why Couples Love Our Romantic Catamaran Rides

Why choose
Catamaran Sailing Tours?

See What Our Guests Are Saying! - Fun Cat Sailing

Crew

We have a passion for what we do, and absolutely love sharing, and protecting the magnificent marine life of the San Diego coastline. Our trips are run by an experienced Coast Guard Licensed Captain with over 25 years of experience.
Jackets provided for chilly days. - Fun Cat Sailing

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.
We pride in providing attentive service.​ - Fun Cat Sailing

Small Size

Since we only take small groups on our scheduled tours, you will be able to beat the crowds on the big boats. We are a small company, and take pride in providing attentive service.
Spending the afternoon with us - Fun Cat Sailing

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.​

See What Our Guests Are Saying!

Don’t just take our word for it—see why our guests love sailing tours with us! Read real reviews from happy sailors who have experienced the Fun Cat difference.

Our Tours

Explore the Excitement

We offer catamarans that San Diego visitors truly enjoy. There are many fun things to do in San Diego for adults, but with over 35 years of San Diego sailing experience, we know how to make your special day on the ocean a super fun memory.

Romantic Rides & Proposal

Private Parties

Bachelorette Parties

Corporate Charters

Make Your Proposal Unforgettable

Looking for a unique proposal idea in San Diego? There’s nothing more personal or picturesque than asking the big question under the open sky, with the bay behind you and your future ahead. We’ve helped plan many surprise proposals on board and can discreetly assist to make your moment perfect.

Ready for Your Next Tour?

Sail Away with Fun Cat Sailing!

Book your private catamaran tour today and experience San Diego from a whole new perspective. Perfect for families, friends, celebrations, and unforgettable sunsets on the water!
Captain Ryan

Ryan

I’m Captain Ryan, a lifelong San Diego champion Sailor.
I would love to help you pick the perfect Sail.