Sip cocktails and soak in your tropical surroundings. There is no better way to start your day in paradise! While enjoying your sail remember there is plenty to see on the water’s surface or circling in the blue sky above you. Perhaps an osprey will plummet down to the water to catch its lunch or a pelican will make a splash landing near the schooner. A pod of dolphins may surface or you might spot a turtle floating by. Talented bartenders stand ready to craft your favorite cocktails, pour glasses of fine wine, or serve up refreshing local beers. Sip on our signature Bloody Mary or Dark & Stormy as you watch the scenery drift by, or opt for a chilled glass of champagne to celebrate the beauty of the moment Your crew will share history and natural beauty of the Florida Keys, pointing out points of interest along the coastline and sharing tales of seafaring adventures past. There's something for everyone to discover aboard the schooner.

• Experience the beauty of Napa Valley on a 6-hour sparkling wine tour
• Visit wineries specializing in bubbles and amend the itinerary as you please
• Enjoy privacy and exclusivity on a private tour in a luxury vehicle
• Convenient round-trip transportation from your desired location

What To Expect

The absolute best way to begin your day here in Key West is on the open water, with a warm tropical breeze filling the sails of a gorgeous traditional sailing schooner.

Accommodations on the Appledore II are spacious. At 18' wide and no more than 49 passengers, there is plenty of seating and room to spread out. Commissioned as the second boat by the Smith family in a series of Appledores built for global exploration, she has all the amenities of a modern passenger windjammer.

With Key West's Historic Seaport receding in the background, take a deep breath of fresh sea air and feel completely relaxed and invigorated at the same time. Take a turn at the wheel and see what it feels like to be a captain of a schooner. And if you always wanted to hoist sails on a tall ship, this is your chance.