Mallory Square Tours and Activities

Watch the sun set and the moon rise off the coast of Key West on this sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail aboard a 70-foot catamaran with plenty of deck space to stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset as the sun glistens and gently settles into the water. Hearty appetizers plus champagne, wine, full liquor bar, ice-cold beer and soft drinks are included.

Getting to Key West from Miami on your own can be such a hassle, but this nearby city has so much to offer. Don’t miss out—this day trip includes round-trip transport from your hotel, so you can enjoy a stress-free ride without worrying about navigating through a new area. Plus, you’ll have plenty of free time to plan solo explorations, and multiple upgrade options are available for add-on activities.

Leave behind the crowds of Key West and catch a quintessential Florida sunset while enjoying drinks on a sailboat. There is no better vantage point for watching the sunset over the water than from the water itself. And, while larger sunset cruises can get overcrowded, this small group experience ensures you have a spot at the rail when it comes time to capture photos of the setting sun.

Explore Key West by land and water on a full-day tour with round-trip bus transport from Miami and a snorkeling cruise. Gorgeous scenery on the Overseas Highway to Key West means it’s best to let someone else drive, so you can just sit back and enjoy the view. After free time to explore Key West on your own, board a catamaran for a luxurious trip to a great snorkeling spot on the coral reef.

Experience a sunset you’ll never forget on this 2-hour catamaran cruise in Key West. Sip on your choice of wine, champagne, beer or sangria as you watch the sun go down over the water. As you sail you’ll catch glimpses of the island and marvel at the views from the turquoise water. Cocktails are also available at a cash bar on board.

Our Captain’s Choice Dolphin Watch Sunset Sail is the ultimate VIP sailing experience! Limited to an intimate number of passengers, this 3 hour sail is more like a private cruise than a group tour and is one of the top things to do in Key West. As we leave behind the Historic Seaport, look for Key West landmarks like the legendary Mallory Square, opulent Sunset Key and historic Fort Zachary Taylor. On reaching open water, the sails are unfurled and your adventure begins as your captain tracks dolphin pods to provide you an up-close view of these elusive creatures. With the dolphin viewing over, your cruise is just getting started! Grab a drink and relax as your captain positions the luxury catamaran for the perfect view of a famous Key West sunset. A chef’s selection of Tapas including shrimp cocktail are served during the sail. Choose your favorite drinks, including boutique wines and champagne perfectly paired with our Tapas – all included in the cost of your tour!

Get ready for fun in the sun on this day trip and snorkeling adventure off the coast of Key West from Miami. Ride across 32 islands from Miami to Key West, explore the island city, then sail away on board a spacious 50-foot catamaran vessel. Jump into the water off the coast for a snorkeling session above a coral reef with 600 different species of marine life. Professional snorkeling instruction provided. Relax, feel the warm sea breeze and enjoy the day. Miami hotel pickup and drop-off included.

Enjoy the Caribbean vibe of Key West on this day trip from Fort Lauderdale. Enjoy comfortable round-trip bus transportation to this historic island city and wander at will, or choose from a variety of tour upgrades. Add a 90-minute Conch Tour Train or a hop-on hop-off trolley tour to see all the attractions. Or get out on the water and select from a 3-hour snorkelling adventure, a 2-hour glass-bottom boat cruise or a 15-minute parasailing ride. Pickup and drop-off from Sheraton Fort Lauderdale Airport and Cruise Port Hotel included.

Ride through the streets of Old Town Key West during a leisurely bicycle tour—a perfect introduction for first-time visitors. Learn about the island's history and see highlights such as Mallory Square, Mile Marker Zero, and White Street Pier. Pedal out to the Southernmost Point Buoy and enjoy panoramic ocean views. Plus, choose from morning or afternoon times to easily fit this tour into your schedule.

Enjoy the sunset from the water on this Key West cruise aboard a classic schooner. As you stand on the deck of the tall ship, pass by sights such as Mallory Square with its Sunset Celebration and the Navy Mole, where big ships dock. Hors d'oeuvres and unlimited drinks are included onboard. Take your pick of beer, wine, sparkling wine, cocktails, soda, and homemade tropical sangria.

Embark on a tropical adventure with this all-level snorkeling sail trip from Fort Lauderdale. Board a 50-foot (15-meter) catamaran and sail the Florida Keys’ crystal waters with expert guides who offer insight about the surrounding area. At the diving location, don your snorkeling gear and hop into the water to spot brilliantly colored coral and tropical marine life. You’ll also have plenty of independent time to explore vibrant Key West.

This is the only 2 hour sunset cruise in Key West that provides a private guided tour around the island.Sit back and relax while your Captain points out all the sites along the way. Enjoy the privacy of a private charter. Feel free to bring food or beverages of your choice. Price is $375 TOTAL and includes up to 6 people. Looking forward to seeing you on the dock!

Get ready for fun in the sun on this day trip off the coast of Key West. Ride across 42 islands from Miami to Key West, then explore this island city in any number of ways during your free time. See where Ernest Hemingway used to live or visit the Mel Fisher Maritime Heritage Museum. Take a hop-on hop-off trolley tour, see the sites from the famous Conch Tour Train, or take an optional snorkeling tour. Relax, feel the warm sea breeze and enjoy the day. Miami hotel pickup and drop-off included.

Enjoy the scenic and breathtaking drive on the Overseas Highway One passing Key Largo and the famous Seven Mile bridge to America’s southernmost city Key West. If you selected the snorkel option in Key West we will board a boat and go out to the reef where we will snorkel and experience Florida's underwater world. After the snorkel tour you will have some time to experience the highlights of Key West on your own. If you selected the transportation only tour option you can enjoy 6 hours of leisure to exploring the islands turquoise waters and white sandy beaches or the small white Victorian conch villas and lush tropical gardens. Stroll along Duval Street with it’s cute shops, galleries and cafes to the famous southernmost point monument only 140 km or 90 miles north of Cuba. Key West’s Caribbean flair and charm will seduce you and is a favorite day tour from Miami. Round trip transportation is included  

We invite you to take an exclusive cocktail & food taste tour on the Waterfront in Downtown Key West! Our seasoned local guide will dive into the history of Old Fisherman’s Wharf & how it has transformed into Yacht Harbor! Learn about the historic wrecking and rum running days of old Key West! Sit at the bar Mel Fisher did while his treasure sat out front, on display, in the trunk of his car! Transition into the sunset where you’ll visit the area where locals have their annual celebration for the succession of our Conch Republic from the United States! Open your ears to live music and island vibes as you cocktail into World Famous Mallory Square’s Sunset Celebration!

Slow down to the Caribbean pace of Key West on a full-day trip from Miami, enjoying the gorgeous views from the Overseas Highway while someone else drives. Leaving early means you'll have the full day to explore, with time to visit Ernest Hemingway's house, see the southernmost point in the USA, or snorkel the vibrant reefs that line the Florida Keys. When you're back in Miami, you'll have an included bike rental on the day of your choice, ideal for a laid-back cruise through South Beach's extensive bike paths.

Turn your phone or tablet into a tour guide! Download this GPS-driven audio/media tour, then cruise! Nowhere on this tour will the speed limit exceed 35 mph. ELECTRIC CAR RENTAL IS NOT INCLUDED and must be purchased separately (Some vendors are recommended at the beginning of the tour.) Or sight-see from the comfort of your car, scooter or bike. Drive for one hour, or shop, eat, and swim to spend a whole afternoon immersed in Keys' culture. Learn about Key West's deep ties to the Bahamas and the city's pivotal role defeating the Confederacy. Discover why 250 Africans are buried by the beach, and the surprising spot that was once the island's "blacks only" beach. Visit the island's first black church. Find the Keys' best conch salad, get a taste of Haitian and Cuban flavors and sample Key Lime pie. Historic photos plus links to restaurant menus and websites rest at your fingertips. After purchasing, check confirmation emails for instructions on how to download your tour.

Discover Key West in a fun new way on this 3-hour scavenger hunt. Jump into the middle of an exciting adventure from the Historic Seaport at Key West Bight to Duval Street, Mallory Square and other real-life locations around town. Discover both well-known and overlooked locations, solving clues and completing challenges via smartphone while learning the local history of this popular island city. Teams of 2- to 5-people are welcome.

Turn your phone or tablet into a local tour guide! Download this multi-media, GPS-driven tour to enjoy historic photos, recordings and videos plus links to restaurant menus and websites at your fingertips. Stroll along the Gulf of Mexico, enjoying the island’s best happy hours, then watch the famous Key West sunset. In just 35 minutes of walking, you can cool off at a tiki bar with a gorgeous waterfall, then stroll along a hidden boardwalk with stunning ocean views. Find the best best happy hours with the tastiest seafood snacks. Stroll past Jimmy Buffett’s secret recording studio. Enjoy Key West’s most popular brewery, best mojito, or the world’s yummiest coffee. Learn where locals watch the sunset. Sight-see at your own pace, avoid being herded in a crowd, and linger only in the places that truly interest you. After purchasing, check your confirmation emails for instructions on how to download your tour.

We are the only floating bar on the island and we take you to places that normal tours do not, 100 year old Shipwreck, Movie boat set of Beach Bum, and we provide swimming, snorkeling, water saddles and Reef viewers. You will see Castaway Island a.k.a. Christmas Tree, Sunset Key and the crazy wildlife in, under, and around the waters of Key West. We also offer Sunset Tours. Join us from launching off the only downtown beach in Key West - Lagerheads Beach Bar. Our beach has a restaurant and drink. Along with live entertainment and lounge chairs for you to rent and stay all day. See you soon.

Key West is famous for it's sunsets and it doesn't get any better then on a private sunset cruise aboard our custom tiki bar boats. You and up to 5 guests will toast the sunset with your favorite libation(BYOB). Tours depart an hour and fifteen minutes prior to sunset so we can get to the perfect place to watch the sunset. Our boats feature a large thatch roof for shade, bluetooth tv and stereo, a walk in bathroom, adjustable padded bar stools and a gorgeous live edge tiki bar. You'll cruise the Key West harbor in style and view the famous sunset on your private 2 hour adventure. Keep your eyes on the horizon for a chance to see the famous Green Flash as the sun goes down.

Located more than 150 miles (240 kilometers) from Miami, Key West is a long day trip to make on your own. That’s why you need someone else to do the driving. This guided tour handles all the logistics, so you can relax and enjoy the views along the way and activities in Key West. Plus, the efficient tour provides ample time to explore before returning to Miami in the evening.

Take a day trip to Key West from Miami on an air-conditioned coach. Cross over 43 bridges and 31 islands on the Overseas Highway, an engineering marvel and one of the most famous roads in America due to its appearance in several Hollywood films. Once in Key West, enjoy some free time to visit the Ernest Hemingway House, take a ride on the Conch Train, or so some shopping on Duval Street. Let someone else handle the drive so you can let loose and have fun.

Walk through Old Town Key West with a long-time local, see & learn about the unique places you can visit during your vacation. **If it's too far or too hot to walk, you have the option of hopping on the Duval Loop bus with your guide for only $1 per person** It's air-conditioned with several convenient stops throughout Old Town. These tours are private so you can ask questions and we can customize the tour to your interests. Your tour guide is knowledgeable about everything Key West, so don't hesitate to let us know what interests you and what you want to know about Key West.