Top Key West Tours, Sightseeing & Cruises - page 9

Experience the best of Key West on our guided walking and boat tour, where you'll delve into the island's rich history and explore its stunning coastline. Begin your journey by strolling through the charming streets, learning about the indigenous peoples, Spanish settlers, and famous residents who shaped the island's identity. Visit iconic landmarks like the Truman Little White House and Hemingway's former home, soaking in their stories and architectural splendor. Then, step aboard our boat to cruise along the crystal-clear waters, where you'll enjoy panoramic views and spot vibrant marine life through the glass bottom. Whether you're captivated by history, mesmerized by nature, or simply seeking adventure, our walking and boat tour offers an immersive and unforgettable Key West experience.

This 2 hour Eco Tour will take you by boat to explore the Backcountry of the Florida Keys. We will cruise through the mangrove islands that make up the Backcountry and Great White Heron National Wildlife Refuge. We will slow down and look for marine life and birdlife. Maybe see a turtle or dolphin. We will take you through "Skinny Water" and look for starfish, rays and sharks. It's a fun adventure not to be missed when visiting the Keys.

Cruise the iridescent waters of Florida Keys coast on a romantic 2-hour sailing trip at sunset. Enjoy the intimate atmosphere of this private sailing trip as you admire Florida Keys sparkling skyline at dusk . Allow your expert skipper to ensure a smooth sail as you enjoy each other. Absorb the amorous ambience and feel the warm ocean breeze caress your skin as you explore the Atlantic Ocean. 2-hour private sailing trip skyline as you sail with a professional skipper on sail boat. Enjoy the warm sea breeze and enjoy each other. Choose a sunset tour for the ultimate romantic experience!

Discover the unparalleled joy of exploring Key West waters aboard this center console! Our fleet boasts the newest, most luxurious vessels, fully equipped with top-tier upgrades for your comfort and convenience. Nestled within our full-service marina, we've proudly served our community for 39 years, earning our reputation as the go-to destination for boat rentals in Key West. Join us and embark on an adventure of a lifetime – where every wave carries the promise of unforgettable memories!

Come experience the Crystal clear waters and sandbar island surrounding the Florida Keys. This tour can be completely tailored to whatever you have in mind. From drinking and relaxing on the sandbars to a full eco-tour through the Florida Keys marine sanctuary.

We are Key West's largest boat rental service and have been helping travelers explore our local waterways for over 39 years. Our boats are located at a full-service marina with ice, gas, snacks, drinks, beer, fishing equipment, bait, and so much more. We are your one-stop shop for everything you need to enjoy your time on the water. Our expert staff will guide you through the boat and give directions to local hotspots. Book with Sunset Watersports and see the difference.

This 6 hour adventure is designed to deliver a full-day of thrills on and in the beautiful waters surrounding Key West? You can do it all during this 6 hour adventure and have complimentary lunch onboard! Our experienced local captain and crew will deliver you an unforgettable adventure!

Enjoy a private Sunset Sail on a Classic 60 ft Schooner Serenity and get a front-row seat with just your family and friends to watch Key West's Famous sunsets. View Dolphins, Turtles, and all kinds of Marine Life. Take the helm, learn how to raise and trim the sails, or just sit back and relax. Enjoy a private sunset cruise off the coast of Key West See the sites of Key West from the water Snacks and beverages included Fun for an entire group or family Private guides for a more personalized experience. Enjoy a private sunset sail off the coast of Key West and see the sights of Key West. Bring your favorite alcoholic beverages to enjoy while watching the sunset. Knowledgeable Captains to explain the art of sailing.

Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group exploring with stops like Fort Zachary Taylor Historic State Park, U.S. Coast Guard Cutter Ingham Maritime Museum, Smathers Beach, Southernmost Point of your list.

Take a trip with dozens of your family members and friends on this private sailing trip around Key West. You’ll depart just before sunset, boarding the 65ft schooner beside the Opal Key Resort. Snack on a variety of hors d'oeuvres while sipping wines and beers from around the globe. This private trip is for your group only, making it a great activity to get a memorable group photo commemorating your vacation.

Key West is surrounded by stunning reefs. Tell us what you’d love to see and we’ll create the perfect snorkel adventure, complete with cold beer, wine and soft drinks and healthy snacks. If you’ve been looking for the ultimate activity for a girls/guys weekend, family reunion, milestone birthday – or any other special occasion – this is it! - Masks, fins, and snorkels provided - Comfortable life jackets for all sizes

This 2-hour, customizable day sail allows for you to experience the pristine Florida Keys water upon one of our historic schooners. This trip has a capacity of up to 26 people, and a selection of sodas, beer, and wine are included. We will also provide fresh fruit, chips, salsa, and hummus for you to enjoy while underway. Birthdays, reunions, graduations, engagements, company outings, or any other special occasion is sure to be memorable on this day sail!

The Guided Sunset Bicycle tour is a unique experience that blends the rich history and iconic landmarks of Key West with a fun-filled exploration of the city's popular bars, making it a one-of-a-kind activity that offers a perfect mix of learning, sightseeing, and entertainment.

Robert the Doll is a Key West mystery and a worldwide phenomenon. Paranormal investigators call him "the world's most haunted doll." For many people, meeting Robert the Doll is a once-in-a-lifetime opportunity. This private encounter ensures it is an intimate and exclusive experience that lasts a lifetime. Ideal for families, couples, and small groups looking for an exclusive, unique, and memorable Key West activity. This experience combines the island’s best paranormal history and mystery in a private, crowd-free setting. This twilight tour starts after the museum closes. We'll lock the doors behind you, and it will be just you, your ghost host, and Robert the Doll inside one of Key West's most notoriously haunted locations.

Smaller Groups = Better Experience | Get out of the bars and get on the water! Our customizable 6-Hour Key West Boat Adventure allows you to experience the best of Key West! Mix and match to make your day. Options Include- Dolphin Tour, Snorkeling, and Sandbar Experience All charters include a choice of licensed captain. Use may also bring beverages and food to complete your day! **Please note captain fee of $300 are not included in the above price and must be paid to captain direct via cash / cash app on site** **A choice of captain list will be provided on checkout**

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.

Get ready for an exhilarating adventure on the vibrant waters of Key West with our private deep sea fishing charters. Led by the skilled and experienced Captain, our team is dedicated to making your fishing trip unforgettable. Target a Diverse Catch: Reel in the fight of a lifetime as you battle magnificent mahi, king mackerel, sailfish, and more. Our knowledgeable captain and mate will guide you to the sharky hotspots and employ various techniques, including trolling and bottom fishing, to maximize your chances of landing a trophy catch. Personalized for You: We believe in providing personalized service. Whether you're a seasoned angler or a curious first-timer, we'll tailor the experience to your skill level and preferences. Choose from our flexible charter options, with half-day, full-day, and multi-day trips available. Comfort & Safety First: We offer well-equipped vessels, clean facilities, and essential safety gear for a smooth journey