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Romantic Rides & Proposal
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- Romantic Rides & Proposal – Copy
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
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Perfect for Proposals, Anniversaries & Dates
Whether it’s popping the question or toasting to years together, our private sailings create the ideal setting for meaningful moments. -
Golden Hour Sailing – Sunset Magic
Evening tours offer the most romantic light imaginable. The sunset over the Pacific creates a natural, cinematic backdrop for love.
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A Private, Peaceful Experience
No loud music, no packed decks. Just your favorite person, the sea breeze, and the peaceful rhythm of the water. -
Optional Add-Ons
Want to bring champagne, flowers, or a photographer? We’ll help you make it unforgettable. Just let us know, we love creating custom moments.
Our Tours
Our Tours
Why choose
Catamaran Sailing Tours?
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.
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.
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.
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.
Fun Cat Sailing Adventure – San Diego Catamaran Sailing Tours & Charters
955 Harbor Island Dr Gate A-D, San Diego
- 12/10 experience was had with Captain Ryan. This is a must do while visiting San Diego! Smooth sailing, warm water, and lots of fun! I HIGHLY recommend booking this excursion! Captain Ryan was knowledge of sea life, birds, and took great … More care navigating us to the perfect swimming spot. I can’t wait to do it all again! Thank you Captain Ryan!
- We booked this catamaran sailing tour on San Diego Bay for the four of us and every single one of us left grinning and super happy. It was our first time sailing the San Diego Bay and none of us had experienced anything like it. Captain … More Kaya killed the motors and we actually SAILED; no engine noise, just the sails catching the wind and the boat cutting silently across the bay. The wind picked up quite a bit and the cat stayed stable and smooth the entire time. We chilled in the bow nets and in the comfy seats above them, as well as around the inside of the boat where there's a nice table to sit and talk, and Captain Kaya was super knowledgeable and a great host! We saw dolphins AND sea lions, and a dolphin actually put on a small show for us and we got lucky enough to capture it (see video). Captain Kaya was fun, funny, welcoming, and made our whole family feel right at home. Perfect for families wanting a day on the water; book it now!
- Great time, five star experience! We had a great sail with FunCat! Ryan was a great host and made sure we had everything we needed! It was a little chilly but there were plenty of blankets and Ryan did what he could to maximize our sunshine! … More For those who’ve never sailed before this is a great experience! The catamaran made for a smooth ride and the views were great! Plenty of refreshing beverages and Ryan snagged some great group photos for us too! We booked the small group sail and were glad to have the boat to ourselves with our group of 5!
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.
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.
