Top Key West Shore Excursions - page 2

Experience the magic of a Key West sunset from the water on this elegant 2-hour sailing cruise departing from the historic Key West Seaport. As the sails are raised and the breeze carries you across the sparkling Gulf waters, unwind in a refined and intimate setting away from crowded party boats. Enjoy complimentary beer, wine, champagne, and soft drinks throughout the cruise, with cocktails available for purchase. Savor a selection of hors d’oeuvres including cheese and crackers, fresh vegetables with dip, and shrimp cocktail — perfectly paired with a breathtaking Florida Keys sunset. Watch the sky transform into vibrant shades of orange, pink, and gold as the sun dips below the horizon, creating unforgettable photo opportunities. Perfect for couples, celebrations, or anyone seeking one of the top-rated experiences in Key West. Advance reservations are highly recommended, as this popular sunset sail often sells out.

See as much as Key West as possible from the thrilling seat of a Jet Ski on this guided tour. You’ll launch from Stock Island and ride around the coastline, gazing at Key West’s sites like the buoy marking the Southernmost Point of the Continental USA. Cruise at your preferred speed: those looking for a fast ride can go full throttle while those hoping to take in the sites will enjoy a relaxed viewing of Key West Harbor.

This self-guided audio tour takes you through the Key West Cemetery, a unique graveyard filled with characters that shaped the island's bohemian past. Join Frank Everhart, a nearly 30-year Key West resident, on a walking tour where you'll uncover the secrets of legendary figures, millionaires, and families. As you stroll among crumbling graves, spot descendants of Cuban cockfighting roosters and sun-bleached iguanas. Hear stories of the 1846 hurricane, the Freemasons, and the USS Maine Memorial, whose victims' deaths sparked the Spanish-American War. The 75-minute tour starts at the main entrance, passing through the Jewish B'Nai Zion Cemetery, where you'll learn to decipher gravestone symbols.

Key West is famous as mainland America's Caribbean resort town. Here, time slows down as the island vibes take over. But there is more to this island than umbrella drinks and warm breezes. Key West has an incredible history, from its origins as a maritime village that profited heavily from salvaging wrecked ships and crews along the Great Florida Reef a few miles offshore, to the creation of the micro-state known as the Conch Republic. While in Key West, you will want to visit many of the sites that make the island distinct such as the Key West Lighthouse, the Hemingway House, the Little White House, and Southernmost Point. On this tour, you will visit all of these and more, stopping for refreshments along the way at many of the island's signature restaurants and bars. You will hear stories of some of the island's more famous residents along with some lesser-known tales that have given Key West its unique place in American culture and history.

Hey there, I’m Captain Zak; just a guy with a boat who loves showing off Key West and sharing good times on the water. Whether you’re into sandbar hopping, snorkeling, or soaking up one of those legendary Key West sunsets, I’m all about creating the perfect day for you and your crew. Let me know what you’d love to do while you’re here, and together we’ll design a sandbar cruise that’s completely personalized, relaxed, and unforgettable. From hidden sandbars to vibrant reefs, it’s all about seeing my backyard playground—The Fabulous Florida Keys—like a local. Climb aboard the Casual Monday and let’s make some memories in paradise. See you on the water! Captain Zak

This 1-hour boat ride/loop starts at the Spanish Harbor Bridge and goes up to the Bahia Honda Bridge and the Seven Mile Bridge. We’ll cruise up the bay side and back down the ocean side (or vice versa). Learn the history of the bridges and the Flagler Railway, and see mangroves and beaches. A great way to see the keys!

Snorkeling in Key West is a must-do on any vacation. The Florida Keys are home to the only living coral reef in the continental United States—but it’s offshore, so the only way to get there is by boat. Skip the crowded “cattle boats” packed with tourists and treat yourself to a private experience instead. With Casual Monday Charters, you’ll have the boat to yourself, a flexible itinerary, and the chance to explore the reef at your own pace. No elbow-to-elbow crowds, no noise—just you, your crew, and the stunning waters of Key West. Whether it’s snorkeling vibrant coral gardens, spotting dolphins on the ride out, or relaxing at a sandbar with friends, Captain Zak will craft a trip that feels like your perfect day on the water.

Explore the waterways around Key West on an exciting Jet Ski tour along the coast. Join a small group and zip around the warm waters as you circumnavigate the whole island of Key West. See the Naval Air Station, the Southernmost Point Monument, Smathers Beach, Fort Zachary Taylor Historic State Park, and more.

Key West is the southernmost part of the contiguous United States and one sunny spot you’ll never want to leave. Maximize your time exploring the island’s land and waters with this combination tour. You’ll start with a morning or afternoon snorkel tour, boarding a catamaran and going to explore one of the world’s largest living coral reefs. Then, you’ll have a ticket to the Hop On Hop Off bus tour that lets you see the sites at your leisure.

Your tour/shuttle can go anywhere between For Lauderdale Florida and Key West! As you check out you'll have the chance to let us know where you're hoping to travel to. We'll come and pick you up and drop you off wherever is convenient for you. Reach out to us if you want us to supply a cooler with any beverages on your tour. Must have at least one adult in your party. The van holds a Maximum of 14 passenger.( Price includes up to 14 Passengers)

Enjoy a snorkeling and sunset dinner cruise, with free time in between, on this catamaran two cruise combo tour in Key West. Spend the morning snorkel at Sand Key Light House, Eastern Dry Rocks, or other secret location, then enjoy a free afternoon back at Key West. Then board the catamaran again for a sunset dinner cruise with buffet dinner, open bar, and live music.

Spend the day discovering Key West’s attraction on land and below the water during this exciting day of activities. You’ll first hop aboard a boat for a breakfast sail, complete with draft beer and mimosas. Snorkel down to the coral reefs then return to land where you can enjoy a full day riding the Conch Train. You’ll also have time to visit the Key West Aquarium and the Sails and Rails Museum at your leisure.

There’s so much to see and do in Key West during your vacation and this unique activity combines some of the best experiences into a single tour. You’ll begin with a few hours of snorkeling where you might see eagle rays or sea turtles swimming around the reefs. Back on the boat, you’ll seek out playful dolphins and watch them leap from the water. Finally, a sunset dinner with an unlimited open bar and live music caps off the experience.