Discover the heart of Key West at Mallory Square, the ultimate destination for breathtaking sunsets and vibrant island life. Immerse yourself in unforgettable Key West experiences, from relaxing nature cruises and scenic boat tours to guided sunset sails that capture the magic of the Gulf. Whether you are looking for a romantic evening on the water or a lively group tour, Mallory Square offers the perfect blend of relaxation and adventure. Book your top-rated Key West excursions today and witness the world-famous sunsets that make this tropical paradise a must-visit attraction for every traveler.
$60–$116 typical
Full range spans $38–$579
4.78★ average
Based on 65 pooled reviews
1.5 hours median
Typically ranges from 54 minutes to 2 hours
Cruise and Sailing
80% of available tour options
Book in advance
20% of tours are likely to sell out
Drinks and guides
Included in 60% of options
9 Products
Board the trolley and discover Key West's sun-soaked streets over 1 or 2 days, from the famous Southernmost Point to quaint Old Town lanes. Travel through 13 stops with trolleys arriving every 30 minutes, giving you the freedom to explore at your own pace and revisit favorite sights. Enhance you...
Experience the finest sailing the Florida Keys has to offer on Key West's most elegant sailboat, Schooner America. Enjoy views of Fort Zachary Taylor, Mallory Square, Sunset Pier, and more.
Join the Key West Cooking Show for a 30-minute session on making Key lime pie. Learn the secrets, get a recipe card, and enjoy a slice of pie in Mallory Square.
Follow a GPS audio tour through Old Town Key West from Mallory Square to Southernmost Point. Navigate island streets with turn-by-turn directions without looking at your phone.
Explore Key West on a guided walking tour. Discover the island's history, see landmarks like the Truman Little White House, and end your tour at the iconic Mallory Square.
Sail aboard the Schooner America 2.0, a 105-foot vessel inspired by the first winner of the 1851 America's Cup Race. Navigate the waters around Key West, observing its marine environment and possibly spotting dolphins alongside. The schooner's build incorporates teak and mahogany elements, with benc...
Free cancellation up to 24 hours before the start time.”
Experience the vibrant and historic Key West on the highly-popular Key West Conch Train Tour. Enjoy full narration of all the sights and attractive discount coupons. Getting started Your Key West adventure begins at the Front Street Depot, where you can present your ticket before boarding the Conch ...
Uncover the hidden gems of Cayo Hueso on our intimate walking tour, where you'll experience the city like a local. Explore charming alleyways, discover secret historical sites, and savor authentic local flavors - all while hearing captivating stories only our knowledgeable guides can share. Book you...
For a full refund, cancel at least 24 hours before the scheduled departure time.
Sail aboard Key West's schooner, America 2.0, a vessel inspired by the design of its 1851 namesake. Watch the changing colors of the sky as it navigates through the waters of the Florida Keys. The schooner features spacious decks and is equipped for comfort. During the cruise, beverages and light sn...
Free cancellation up to 24 hours before the start time.”
Landmarks travelers visit on the same route as Mallory Square.
