Build Your Sailing Resume
Gain valuable sailing miles while participating in onboard activities and watch-standing practices.
Mile-Building Sailing Adventure
Join Offshore Sailing School for a six-day sailing adventure along Florida’s Gulf Coast. Build sailing miles, experience overnight sailing, and enjoy time exploring Key West with fellow sailors.
The Voyage
Depart from downtown St. Petersburg and set sail on an approximately 150-mile journey to Key West. Along the way, participate in overnight sailing, learn watch-standing practices, and experience life aboard a cruising yacht.
Once in Key West, enjoy two days to explore the island, relax at the marina, and experience its distinctive coastal atmosphere before sailing back to St. Petersburg.
The Route
Experience Highlights
Gain valuable sailing miles while participating in onboard activities and watch-standing practices.
Take part in overnight watches and discover the rhythms of sailing after dark.
Enjoy the journey aboard a catamaran or monohull.
Spend two days enjoying the island, with time to explore local dining, entertainment, and waterfront attractions.
Who Is It For?
Extensive sailing experience is not required. Participants should be willing to follow instructions and take part in onboard activities.
Add valuable miles to your sailing resume.
Experience overnight sailing and watch-standing practices.
Discover Key West through a coastal sailing journey.
Participate in onboard activities and shared crew responsibilities.
Trip Details
Cabin Pricing
Cooking duties are shared among the crew.
The itinerary is subject to weather conditions, and sailing plans may change.
Build your sailing miles, experience overnight passages, and discover Key West on a six-day journey with Offshore Sailing School.
Join fellow sailors for an adventure that combines practical experience with time to explore one of Florida’s most distinctive destinations.