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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…



3 Hour San Diego Sunset Sail

3 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-Hr Private Endless Summer Special

3-Hr Private Endless Summer Special

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



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 Harbor Morning Cruise

Classic Sailboat Harbor Morning Cruise

Experience the bustling activity of the bay, wildlife, and a stunning view of the city skyline on a San Diego…



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…



Luxury Scenic Sailing Tour

Luxury Scenic Sailing Tour

Whether you are on vacation or a local, this is an experience for you. Relax, enjoy snacks and beverages, listen…



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 numberous sights by water on this private sailing tour of the San Diego Bay. On a replica 1914…



Sailing for Two

Sailing for Two

COUPLES SPECIAL: SUNSET SAILReserve the whole boat for you and one guest for a 2-hr romantic boat tour on the…



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.…



San Diego Small-Group Sail

San Diego Small-Group Sail

This 2-hour small-group sail seats up to 6 people. You can relax comfortably or invite a group of friends to…



Small-Group Golden Gate Bridge Sailing Tour

Small-Group Golden Gate Bridge Sailing Tour

Have a once-in-a-lifetime experience by sailing under and around the iconic Golden Gate Bridge. Ssail off to the Golden Gate…



Sunday Sunset Sail on San Francisco Bay

Sunday Sunset Sail on San Francisco Bay

Come spend your Sunday evening on San Francisco Bay for a spectacular sunset sail aboard the classic schooner Freda B!…



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