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Schooner Adirondack III

Climb aboard one of Key West's most picturesque and distinctive vessels, the Adirondack III, for a private journey out to the calm blue-green waters of the Gulf of Mexico. With our Schooner Sailing Private Charters, you and a group of up to 45 guests will be able to create a fully personalized sailing excursion that is sure to be one of the highlights of your Key West vacation.There are many boats that offer private charters in Key West, but none of them are quite like the Adirondack III schooner, an 80-foot wooden pilot schooner with almost 2,000 square feet of sails. Built in the style of 1890's pilot schooners, the Adirondack III harks back to the romantic era of sailors and explorers, many of which made stops along their journeys to the New World Sailboats of this type offer a setting that is intimate and romantic

For many guests, being out on the waters aboard a schooner sailboat is the ideal way of exploring the tropical island settings that surround Key West. The schooner is certified to hold 45 guests, but you can be sure that even with everyone on board, the vessel has plenty of space for everyone on board to feel comfortable. The sailboat's long and lean design helps keep the boat smoothly sailing through the waters, so you won't have to worry about rough waters or sea sickness.When you book a private charter on our new schooner, you get to decide what kind of trip you want. It is a great way to impress your friends or to host a party or celebration. The schooner sailing private charters can even be used for weddings and wedding receptions. In fact, two of the schooner's captains are certified to lead a wedding ceremony. Recently, we have had guests use the boat not only for small weddings ceremonies and receptions, but also for rehearsal dinners and proposals.


The romantic setting that is offered by the Adirondack is truly unparalleled in Key West.The private charters are also great for many other types of celebrations. It is a great excursion for corporate groups, anniversary parties, birthday parties, or any other celebration you can think of. Your guests will be truly impressed by the boat itself along with the crew and the type of sailing excursion offered by the schooner private charter which includes amazing sights of famous Key West landmarks, the small islands in Key West's "back country," and the impressive Key West sunset.


So, if you're coming down to the sunny tropical island of Key West, don't miss your chance to experience a private charter like no other with our new schooner sailing excursions. Morning, day, or evening you can sail to the calm waters of Key West and enjoy the year-round warm weather along with the laid-back lifestyle that we're known for.

This Trip Will Be Unavailable June 21st Through August 15th For Normal Maintenance

Tour Highlights

  • One of a Kind Private Charter
  • Perfect for Weddings or Receptions
  • Full Day or Half Day Charters Available
  • Great for Groups
Times Available
  • 11:00am - 1:00pm
  • 1:30pm - 3:30pm
  • 5:00pm - 7:00pm
Tour Duration
  • 2 Hours
Our Guaranteed Low Prices

Daytime Charter $ 1700
Sunset Charter $ 2400

Beer, Wine & Champagne. Taxes and 20% Crew Gratuity are not included.

  • Food is not served on the Sails, but guest are welcome and encouraged to bring a picnic.
  • Unfortunately, the schooner is not wheelchair-accessible.
Beer, Wine & Champagne. Taxes and 20% Crew Gratuity are not included.

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