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Sailing Trips

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2-Hour Monterey Bay Family Sailing Cruise

2-Hour Monterey Bay Family Sailing Cruise

Choose from two departure times when you book. 10:45 AM, or 1:00 PM.  Please add a note with your booking…



2.5 Hour San Diego Sunset Sail

2.5 Hour San Diego Sunset Sail

Enjoy an evening sailing under the sunset on a relaxing sailing cruise with a unique perspective on San Diego that…



3 Hour Private Sail For Up To 6 People

3 Hour Private Sail For Up To 6 People

Feel the wind in your hair as you sail through the bay as you sip on wine or champagne! With…



America's Cup Sailing Adventure on San Francisco Bay: Day Sail

America's Cup Sailing Adventure on San Francisco Bay: Day Sail

Welcome aboard for a thrilling 2.5 hour sailing adventure aboard USA 76, an International America’s Cup Class racing yacht that…



America's Cup Sailing Adventure on San Francisco Bay: Express Sail

America's Cup Sailing Adventure on San Francisco Bay: Express Sail

Welcome aboard for a family friendly 2 hour San Francisco Bay sailing tour aboard USA 76, an International America’s Cup…



America's Cup Sailing Adventure on San Francisco Bay: Sunset Sail

America's Cup Sailing Adventure on San Francisco Bay: Sunset Sail

Welcome aboard for a thrilling 2.5 hour sailing adventure culminating with sunset over San Francisco Bay. We will sail aboard…



Classic Sailboat Afternoon Harbor Tour

Classic Sailboat Afternoon Harbor Tour

Family-owned business offering small group sailing tours on San Diego Bay on a unique 1914 replica Friendship Sloop. All boat tours circle…



Classic Sailboat Sunset Sail

Classic Sailboat Sunset Sail

This unforgettable 2.5 hour tour will circle you around the San Diego harbor during the most dramatic part of a…



Friday Night Bay Lights Sail

Friday Night Bay Lights Sail

Get a head start on your weekend with a Friday night sail aboard the classic schooner Freda B! We’ll sail…



Private Half-Day San Diego Bay Sailing Tour

Private Half-Day San Diego Bay Sailing Tour

This is a 3-Hour Private Sailing Charter that can accommodate up to SIX passengers.  A Licensed Captain will navigate your…



Private Sailing Charter on San Diego Bay

Private Sailing Charter on San Diego Bay

San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States.…



Private San Diego Sailing Adventure

Private San Diego Sailing Adventure

Admire San Diego’s numerous sights by water on this private sailing tour of the San Diego Bay. On a 1914-styled Friendship…



Sail Stars and Stripes America's Cup Racing Yacht

Sail Stars and Stripes America's Cup Racing Yacht

Public 3 hour sailing charters aboard the authentic 1992 America's Cup racing yacht, Stars & Stripes USA-11. Take the helm,…



Sail with Spirit - A Beautiful 54-Foot Sailing Yacht

Sail with Spirit - A Beautiful 54-Foot Sailing Yacht

Sailing with SPIRIT Welcome aboard the luxurious sailing yacht SPIRIT! A Beautiful 54 foot Bruce Roberts Ketch, Spirit comfortably carriers…



San Diego Bay Sailing Tour

San Diego Bay Sailing Tour

San Diego Bay is one of the most beautiful bodies of water on the West Coast of the United States.…



Tall-Ship Sunset Sail on the San Francisco Bay

Tall-Ship Sunset Sail on the San Francisco Bay

Step aboard the beautiful Schooner Freda B and enjoy a picturesque sunset sail on San Francisco Bay! Board in downtown Sausalito,…



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