Windjammer classic day sail

Key West, US

Included

  • inclusion
    Sail past local Key West landmarks
  • inclusion
    Take part in hoisting the sails and a turn at the wheel
  • inclusion
    Home-made sangria, boutique wine, premium beer, full cocktail bar, soft drinks and filtered water

Meeting Point

The check-in office is a yellow building on Lazy Way Lane between William Street and Elizabeth Street on the Harbor Walk, between The Schooner Wharf Bar and the Conch Republic Seafood Company.

Meeting point

205 Elizabeth St, Key West, FL 33040

End point

What to expect

1
Historic Seaport

You will start your adventure at the Historic Seaport, where the majestic 2-masted schooner awaits. Feel the thrill as the sails are hoisted and you embark on an unforgettable journey.

2

Key West Harbor

As the schooner sails away, enjoy the scenic view of Key West Harbor. Capture the beauty of the harbor as you glide past on the serene waters.

3
Mallory Square

Glide past the iconic Mallory Square, known for its stunning sunsets and vibrant street performances. Enjoy the view from the deck of the schooner.

4

Navy Mole

Catch a glimpse of the Navy Mole, a historic military pier, as you sail by. This location offers a unique perspective on Key West's maritime history.

5

Sunset Key

Pass by the picturesque Sunset Key, a small island known for its luxurious resorts and breathtaking views. Enjoy the tranquil beauty of the island from the water.

6
Fort Zachary Taylor

Sail past the historic Fort Zachary Taylor, a Civil War-era fort offering a glimpse into the past. Appreciate the fort's strategic location and historical significance from the schooner.

The experience can be subject to change due to bad weather or unforseen circumstances. We always endeavour to give you the best possible experience.

Additional Information

  • Additional information
    A spacious head (bathroom)
  • Additional information
    Grab your hat, sunglasses, and camera
  • Additional information
    Only 49 passengers for an intimate sail
  • Additional information
    Please bring a valid, government issued photo ID. Some activities and enjoying alcoholic beverages require that we verify your age
  • Additional information
    Wide decks with room to walk around and generous seating

What our experts say

  • icon
    Check out the sunset at Mallory Square
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    Bring a hat and sunscreen for sun protection
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    Look for dolphins near the boat
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    Consider dining at Conch Republic Seafood
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    Visit Fort Zachary Taylor after sailing

More About this Experience

Introduction

Embark on an unforgettable sailing adventure aboard a 2-masted schooner with the Windjammer classic day sail in Key West. This tour offers a unique blend of traditional sailing experience with modern comforts, promising a day filled with excitement, relaxation, and stunning views of Key West's landmarks.

What to expect?

Guests can look forward to participating in the age-old tradition of hoisting the sails and even taking a turn at the wheel to feel the thrill of captaining a tall ship. As the schooner sets sail towards the Atlantic, enjoy complimentary drinks like homemade sangria, boutique wine, premium beers, and a full cocktail bar while soaking in the tropical breeze and spotting marine life like dolphins, turtles, and seabirds.

Who is this for?

This experience is perfect for adventure seekers, sailing enthusiasts, nature lovers, and anyone looking to enjoy a unique and relaxing day out on the water. Whether you're a solo traveler, a couple looking for a romantic escapade, or a family seeking a memorable experience together, the Windjammer classic day sail offers something for everyone.

Why book this?

Immerse yourself in the charm and beauty of Key West from a different perspective aboard a historic tall ship. With the opportunity to actively participate in sailing activities, indulge in complimentary beverages, and witness the breathtaking sights of the island from the water, this tour promises a one-of-a-kind experience that combines adventure, relaxation, and luxury in one unforgettable journey.

Good to know

Guests are advised to meet at the check-in office located at 205 Elizabeth Street, Unit I, for a seamless start to the tour. The tour includes a sail past local Key West landmarks, interactive sailing experiences, and a selection of complimentary beverages to enhance your sailing adventure. Don't forget to bring your camera to capture the scenic views and wildlife sightings along the way.

Reviews

Travelers who have experienced the Windjammer classic day sail rave about the friendly crew, the immersive sailing experience, and the picturesque views of Key West from the water. Many guests appreciate the complimentary drinks and the chance to actively participate in sailing activities, making it a highly recommended tour for those visiting Key West.

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