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Top Key West Luxury Special Occasions

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Southernmost Key West History and Culture Small-Group Walking Tour

clock 1 hour 45 minutes
  • Discover the locals, on foot, at eye level. Walk around Key West and explore its culture and natural history with an experienced guide. Begin your tour at Kino Sandals before heading toward the Southernmost Point of the continental United States. Meet locals, experience popular landmarks, and get a unique...Read more

Key West Historic District Small-Group Walking Tour

clock 2 hours
  • Witness the past of Key West with a limited-size guided walking journey! This excursion will give you an understanding of the island's first occupations such as salvaging and cigar manufacturing, as well as other local history. You'll be led by one of our knowledgeable guides through picturesque streets in the Old Town, giving you a unique...Read more

Key West Sushi Sunset Cruise

clock 2 hours
  • Looking for an enjoyable way to conclude your day? Come join us on the Seabreeze and sail in comfort with this calming, catered cruise across the Key West horizon. Enjoy a bit of shade under the bimini or bask in the sun from the bow as you take in one last glimpse of daylight. Sunset Cruises are a prized experience in Key West with...Read more

Key West Sunset Sail Aboard Schooner

clock 2 hours
  • Relish in a magnificent two-hour sunset voyage on board a breathtaking modern schooner! Witness the majestic sights of Key West from Schooner America 2.0, the most exquisite schooner around, as you sail past Mallory Square, Sunset Pier, and Sand Key Light Tower and more. While indulging in complimentary libations, savor individually prepared...Read more

Old Town Key West Literary Walking Tour

clock 1 hour 30 minutes
  • Every weekend, come take part in the Old Town Literary Walking Tour - a leisurely stroll through downtown Key West that shines a light on the writers who have called our island their home. Drawing inspiration from David A. Kaufelt's original literary walking tour, this new experience will show you the former residences and favorite spots...Read more

Miami: Key West Jetski Tour and other water sports options

clock 15 hours
  • Embark on our exciting day trip from Miami to Key West, and have the option of choosing a boating experience during your six hours there. Roundtrip bus transportation (ca. 3-4 hours) is included. While in Key West, you can pick between these two options:

    3 HOUR SNORKEL BOAT WITH OPEN BAR
    Be part of this fun boat tour and snorkel...Read more

Miami to Key West Snorkel Boat Tour with Drinks Included

clock 15 hours
  • Begin your journey from Miami to Key West and spend 6 hours enjoying any of the exciting activities available. Roundtrip transportation in a comfortable, air-conditioned coach is provided. After your water sport activity, take advantage of the free time to explore the island further! Choose between Dolphin Spotting Snorkel Boat, Snorkel Boat...Read more

Sunset Sail in Key West with Beverages Included

clock 1 hour 30 minutes
  • Key West is renowned for its incredible sunsets and Floridays is well-known for our extraordinary, serene champagne sunset cruise. Our dedication to providing exemplary service and meticulous attention to detail on the voyage at dusk is legendary. Being out in the ocean for a Key West sundown experience is like being INSIDE the...Read more

Secret Food Tour of Key West w/ Private Tour Option

clock 2 hours 30 minutes
  • Absorb the beauty of the area's recently-revived Victorian, shotgun, and conch-style homes on streets lined with trees. You will be captivated by the enchantment of Key West while being immersed in its Conch Republic culture. Our guide will keep you entertained with humorous and informative stories about this picturesque neighborhood....Read more

Key West Day Sail Aboard Schooner

clock 1 hour 30 minutes
  • Set sail on the most spectacular and graceful schooner in Key West, Schooner America 2.0! An exact replica of the 1851 Schooner America, which won the inaugural America's Cup Race, you'll be awed by her beauty while gliding along smooth Caribbean waters with a drink in hand. Look out to see attractions such as Fort Zachary Taylor, Mallory...Read more

Private Tour of Florida Keys from Marathon to Key West

clock 7 hours
  • Plus, island music on the way back! Visit the one-and-only island city of KEY WEST!

    Experience a narrated tour on the trip down and be charmed with island music on your return.

    HIGHLIGHTS
    • View all that Key West has to offer
    • Savor a stunning sunset in Key West
    • Ample Free Time
    • Designated Driver...Read more

Paradise Taxi & Tours USVI - St. Thomas, Virgin Islands- Island Scenic Tour

clock 2 hours
  • Paradise Taxi & Tours USVI is your personal guide to tours and transportation. Get the Caribbean vacation of your dreams with a trip to St. Thomas, boasting stunning views, heavenly beaches, calypso music, culture and history that looks like it's been ripped from the pages of a magazine.

    Our Island Scenic Tour allows you to take in...Read more

Private Luxury Charter in Key West/Lower Keys - Full Day

clock 8 hours
  • and can plan a custom charter for you.

    We present one of the only private luxury charters in Key West, which sets us apart from other boats. Referred to as the "SUV of the Seas," this boat provides plenty of seating, a cabin with air conditioning that can be modified into an open cabin, sun bed, dining areas, and even...Read more

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