SAN DIEGO

5 Sunset Sailing Cruises in San Diego Worth Booking

5 sailing trips  ·  from $89 a head

Every trip has one spare afternoon in it. These 5 sunset sailing cruises in San Diego are the ones that earn it, priced and timed so you can decide in minutes.

Sunset Sail Along the San Diego Skyline - Settling into the bean bag seats
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Sunset Sail Along the San Diego Skyline

1.Sunset Sail Along the San Diego Skyline

★★★★★★★★★★5.0 · 603 reviews · 2 hours (approx.) · from $109Our pick

Review of San Diego’s small-group sunset sail, with skyline views, sea lions, practical tips, pricing, comfort, and honest drawbacks.

“Captain was totally disengaged. Experience did not match description. Skyline of San Diego was never even acknowledged. Engine was on the entire trip with unpleasant diesel odor on deck.”

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Small-Group San Diego Sunset Sailing Excursion - Settling Into The Catalina-Style Sailboat
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Small-Group San Diego Sunset Sailing Excursion

2.Small-Group San Diego Sunset Sailing Excursion

★★★★★★★★★★5.0 · 592 reviews · 3 hours (approx.) · from $127

Sail San Diego at sunset aboard a six-person Catalina-style boat with skyline views, drinks, snacks, music, and a relaxed bay cruise.

“Beautiful experience sailing on this state of the Art sailboat. The captain is the best and we highly recommend this Sunset small group Sailing on the San Diego Bay.”

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Deluxe Sunset & Day Sail Small Group - Leaving Harbor Island for golden hour
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Deluxe Sunset & Day Sail Small Group

3.Deluxe Sunset & Day Sail Small Group

★★★★★★★★★★5.0 · 245 reviews · 2 hours 30 minutes (approx.) · from $119

Review of San Diego’s small-group sunset sail, with bay views, drinks, marine life, practical tips, price advice, and booking details.

“We enjoyed our boat ride for our birthdays. Ann was amazing and very attentive, she definitely made the boat ride even more amazing! We were first time visitors to San Diego and enjoyed every bit of it!”

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2.5-Hour Small-Group Catamaran Sunset Sail with Drinks - USS Midway and the downtown waterfront
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2.5-Hour Small-Group Catamaran Sunset Sail with Drinks

San Diego: San Diego Bay Sunset & Daytime Sailing Experience - The Downtown Skyline from San Diego Bay
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San Diego: San Diego Bay Sunset & Daytime Sailing Experience

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