5 (66)
Key West
Key West Schooner Sail: Bar, History & Fun!
120
Overview
Schooner Appledore Day Sail with Full Bar in Key West offers a unique chance to sail like the adventurers of old, but with modern comforts. Experience Key West from the water aboard a beautiful 2-masted schooner. The decks are big and comfy, so everyone has room to relax and enjoy the views.
Feel the excitement as the crew raises the sails! Guests can even help hoist the sails and try steering the ship. It's a fun way to learn about sailing and be part of the crew. Imagine seeing famous spots like Mallory Square and the Key West Historic Seaport from a totally different angle.
This sailing trip includes soda, water, and alcoholic drinks. Gratuity is not included. This experience is more than just a boat ride; it's a trip back in time with all the perks of today. 
Highlights
Sail Key West: Experience sailing on a classic schooner.
Help Hoist the Sails: Participate in raising the sails and steering the ship.
See Famous Sites: View Mallory Square and the Historic Seaport from the water.
Enjoy Drinks: Sip on soda, water, and alcoholic beverages.
Sentiment Analysis
Most customers had a great time sailing on the schooner, enjoying the views, crew, and drinks. Some wished for better wind or a longer trip.
Customers loved the friendly and helpful crew.
Many enjoyed the beautiful views and relaxing atmosphere.
Some liked being able to help raise the sails.
Guests appreciated the drinks that were included.
Some said the trip was shorter than expected.
A few felt there wasn't enough wind for good sailing.
The Journey
Mallory Square
Mallory Square, Key West's epicenter of sunset revelry, is more than just a waterfront location; it's an experience. Every evening, the square transforms into a vibrant carnival, with street performers juggling fire, talented musicians filling the air with melodies, and food vendors offering a tantalizing array of treats. As the sun dips below the horizon, painting the sky in fiery hues, the atmosphere is electric. Beyond the nightly spectacle, Mallory Square offers a glimpse into Key West's past with its historic buildings and bustling shops, making it a must-visit destination for any traveler seeking a taste of the island's unique spirit.
Key West Historic Seaport
Step back in time at the Key West Historic Seaport, where the island's maritime heritage comes to life. Once a bustling center for shipping and fishing, the seaport now offers a captivating blend of historic charm and modern amenities. Wander along the docks, admire the colorful architecture, and savor fresh seafood at waterfront restaurants. Explore the unique shops and art galleries, or embark on a sunset sail or fishing charter. The Key West Historic Seaport is a living testament to the island's seafaring past, offering a delightful experience for visitors of all ages.
Know Before You Go
This sailing experience includes soda, bottled water, and alcoholic beverages for guests to enjoy. Gratuity for the crew is not included in the price. This tour departs from a location near Mallory Square or the Key West Historic Seaport. Be sure to confirm the exact meeting point details when booking.
Hot Tip
Many reviewers suggest arriving early to get a good spot on the boat for the best views. Also, consider bringing sunscreen and a hat, as the sun can be strong out on the water.
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120
Key West
Set Sail into Paradise: Bloody Mary Day Sail in Key West
Schooner Bloody Mary Day Sail offers a unique Key West experience with an open bar, signature cocktails, and stunning views of marine life and the Florida Keys coastline. Enjoy tales of seafaring adventures from the crew. Relax, sip, and celebrate the beauty of the moment. Perfect for a serene escape.
From
$ 49
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5
120
Key West
Key West Sunset Cruise: Dinner, Drinks & Live Music!
Key West Sunset Buffet Dinner Cruise with Open Bar and Live Music offers an unforgettable evening on the water! This experience lets one savor breathtaking views as the sky transforms over Sunset Bight Marina. Indulge in a delicious tropical buffet, enjoy live music, and soak in the incredible vibes of Key West. Relax on a luxury catamaran, complete with an open-air sundeck and a fully air-conditioned lower cabin. Guests can grab a drink from the open well bar while live tropical music sets the mood. Every moment is filled with beauty, flavor, and celebration as one soaks in Key West’s legendary charm. This Key West Sunset Dinner Cruise is a must-do for anyone seeking the perfect end to their day. What's included is a 2-hour sunset cruise on a luxury catamaran, a tropical dinner buffet, live music, and access to an open well bar. Also included are two modern restrooms, top sundeck with panoramic views, and air-conditioned lower deck. Not included is a premium drink package (available for purchase) and gratuities.
From
$ 100
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240
Key West
Key West Tiki Boat Party with Waterslide Fun!
Tiki Party Boat with Slide from Key West offers a unique way to experience the beautiful waters around Key West. This isn't just a boat ride; it's a floating tiki party perfect for soaking up the sun and enjoying the company of friends and family. Imagine cruising along the crystal-clear waters, spotting dolphins, and sipping refreshing drinks—all from the deck of a private tiki boat. This 14-passenger boat comes equipped with a bar top and chairs, so the party never stops. For a truly relaxing experience, hire a captain to navigate while you focus on fun. This unique Key West adventure allows you to explore the coastline and create lasting memories. It combines relaxation, sightseeing, and a one-of-a-kind party atmosphere, making it ideal for celebrations or simply a day of fun on the water.
From
$ 775
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4
120
Key West
Key West Haunted Pub Crawl: Ghost Tour & Free Tee
The Key West Haunted Pub Crawl and Ghost Tour with Free T-Shirt invites brave souls to explore the spooky side of Bone Island! This 2-hour walking tour takes guests through the shadowy streets of Old Town Key West, revealing the island's haunted past. Participants will receive a commemorative T-shirt before venturing into the darkness to visit a mansion filled with tragedy and Key West's original morgue. At each haunted pub stop, guests can purchase drinks to calm their nerves as a Ghost Host shares chilling local legends. Notable stops include the Porter Mansion, the Haunted Hard Rock Cafe, and the Home of Robert the Doll, as well as the site of Key West's Most Famous Murder and a Widow's Walk. The tour includes a professional local guide and storyteller and the souvenir T-shirt. Food, drinks, gratuities, and hotel pickup/drop-off are not included. Experience Key West's eerie atmosphere on this unforgettable night of spooky stories!
From
$ 32
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