San Diego Sunset Cruises

Enjoy San Diego Harbor and all the sites while relaxing aboard our 55' Sailing Yacht. Watch the playful Seals and Dolphins while your captain points out interesting San Diego landmarks and historical facts. Take the Helm and raise the sails as you glide with us across this Big Bay toward the beautiful setting sun.

San Diego Sailing Charters

Experience your special occasion aboard Romancing The Wind. Pre-wedding parties or after-the-event receptions, corporate team building, family reunions, memorials, social outings, weddings, youth groups, and more. Book your group today! Romancing The Wind is Licensed to Carry 27 Passengers.

Whale Watching in San Diego

From December through February make your plans for the best Whale Watching trip in San Diego aboard our stable spacious sailboat. See the annual migration of California Grey Whales and Fin Whales travel past San Diego Bay on their 3000 mile journey to the breeding grounds of Mexico.

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Come sailing with us on Romancing The Wind

Your personal 55-foot sailing yacht for parties of up to 27!
Book your private sailing charter now!

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Your Personal Sailing Yacht for a Private Tour of San Diego

Romancing The Wind is the perfect boat to plan your next occasion while enjoying the sights and sounds of San Diego Bay and San Diego’s Coastal Waters.  Romancing The Wind is great for Weddings, Corporate Team Building, Family Reunions, Bachelor and Bachelorette Parties as well as Corporate Team Building and Social Outings.

The sailing yacht Romancing The Wind is a Custom 55′ Steel Ketch with an open deck plan and ample comfortable seating.  It’s stability makes it a great yacht to view the Gray Whale Migration that occurs every year between November and March.  Whale Watching in San Diego makes for a great outing for the family and for Corporate Team Building.  Come get up and personal with these majestic mammals and book your next Whale Watching charter with us.