Sailing Adventures with Classic Harbor Line in Key West
Difficulty
easy
Duration
2–4 hours
Fitness Level
Suitable for most fitness levels; requires basic mobility for boarding and walking the deck.
Overview
Step aboard the America 2.0 with Classic Harbor Line in Key West for unforgettable sails that blend maritime history and natural beauty. From sunset champagne cruises to themed holiday journeys, each trip reveals a different side of Florida’s southernmost island.
Adventure Tips
Arrive Early for Boarding
Plan to arrive at least 15 minutes before departure to ease check-in and settle on board comfortably.
Bring Layered Clothing
Evenings can get cool on the water, so pack a light jacket or sweater despite Florida’s warmth.
Sun Protection is Key
Wear sunscreen and a hat, as UV rays reflect strongly off the water during daytime sails.
Mobility Considerations
The schooner has steps and open decks—guests with limited mobility should inquire in advance for accommodations.
Local Insights
Wildlife
- Bottlenose dolphins
- Ospreys hunting near the water
History
The schooner America 2.0 pays tribute to the original 1851 America, winner of the first America's Cup race, linking local sailing heritage to global maritime history.
Conservation
Classic Harbor Line practices sustainable tourism by minimizing waste aboard and educating guests about protecting the fragile coral reef ecosystems around Key West.
Frequently Asked Questions
Recommended Gear
Sunscreen
Protect skin from strong sun exposure on open water.
summer specific
Light Jacket or Sweater
Layer up to stay warm during evening or breezy conditions.
fall|winter|spring specific
Non-slip Deck Shoes
Wear comfortable shoes with good grip suitable for wooden decks.
Binoculars
Enhance sightings of wildlife and distant sailing action.