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Sunset Sailing Cruise on a Catalina 400 with Complimentary Drinks & Stunning Coastal Views

About this Experience

What you'll do:

End your day with a breeze, a drink, and front-row seats to San Diego’s legendary sunset. Hop aboard our spacious Catalina 400 sailboat for a two-hour cruise filled with good vibes, great views, and complimentary drinks and snacks. Whether it’s a romantic date night or a golden hour hang with friends, this is the kind of sunset you’ll actually slow down for.

Why we love it for your party:

  • A sunset worth slowing down for (No traffic or noisy bars, and nothing between you and the horizon)

  • Perfect for date night, or any night (Anniversaries, birthdays, or just an excuse to sail with your crew)

  • Small groups, big skies (There’s no such thing as a bad view from the deck of our premium sailboats)

  • Captains who know their stuff (USCG-certified, super experienced, and actually fun to hang out with)

  • Start your evening with a toast (We’ve got beer, hard seltzer, soft drinks, and snacks waiting on board for you)

About this experience partner:

Sail San Diego is a boutique, family-run sailing company and one of San Diego’s tenured operations. Over nearly four decades, Sail San Diego has grown to become the city’s premier sailing provider, offering corporate outings, private events, whale watching tours, and our daily signature sails.

Provided by Sail San Diego

Joined November 2022

Book This Experience

Visit the experience booking site to check availability and book your experience.

Frequently Asked Questions

What happens if the weather is bad?

San Diego sunsets almost always deliver, but if the weather isn’t safe for sailing, we’ll reschedule or refund you. No hassle, no worries.

Will it feel too touristy?

Not at all. No packed decks, no scripted tour guide speeches. Just a small group, a great captain, and the perfect spot to see San Diego’s famous sunset.

What if I have more than 6 people in my family or group?

For bigger groups, check out our Private Sunset Sail. You’ll get the whole boat to yourselves, with space for up to 10 guests.

Will it be too cold after the sun sets?

It cools down, but we’ve got blankets onboard, and the drinks are on us. A light jacket is a good call, and if the views will keep you warm, you can cuddle up with your boo.

Will I make it to my dinner reservations?

Yep! Our Sunset Sail wraps up early enough to get you back in time for dinner. You just might want to make your reservations on the later side to be sure you get there with plenty of time.