2 HR Key West Clear Kayak Rental – Discover Mangroves & Wildlife!
Enjoy the freedom and flexibility we offer—whether you want to paddle for just an hour or spend a full four hours exploring, you can do it all at your own pace. Our launch site gives you direct access to some of Key West’s most stunning and secluded mangrove tunnels, so you're in the heart of the adventure within minutes. No guided schedule, no rushing—just you, the water, and the wildlife. With high-quality gear, easy-to-follow route maps, and a laid-back local vibe, we make it simple to experience the best of Key West’s natural beauty, on your own terms.
Marathon Florida Keys Fishing Experience Big Game
We love what we do ! We cater to private groups and families. We have one of the best fisheries in the world and we pride ourselves on giving customers a unique experience here in the beautiful Florida Keys. Let us help you create some great memories.
PRIVATE Guided Mangrove Eco-Tour Adventure
Paddle through the serene waters of Geiger Key at your own pace, with a private guided kayak/Paddleboard tour that immerses you in the natural beauty of the Florida Keys. Paddle through tranquil mangroves where your expert guide highlights local wildlife and ecological wonders, from tropical bird habitats to vibrant sea turtles. This eco-friendly adventure is suitable for all skill levels, ensuring a relaxing time as you navigate the peaceful waterways. Discover hidden gems and soak in the lush surroundings, all while enjoying small group sizes for a personalized experience.
Key West Odyssey: Uncover Island Secrets, Walk by Locals
Join us for an immersive walking tour of the Key West Historic District, where each step reveals captivating stories and hidden gems. We’ll explore iconic buildings with unique histories, uncovering tales of colorful figures who shaped the island, from renowned writers to influential locals.
As we stroll through beautifully preserved architecture, you’ll gain insights into the significance of each site, connecting with the spirit of Key West. This tour offers a chance to experience the essence of the island through its rich stories, creating an unforgettable adventure filled with intrigue and nostalgia. Don’t miss out on this magical journey!
4 Hour Sunset Seasonal Tarpon Charter from Key West
On your 4-hour sunset tarpon charter, we’ll focus on targeting migrating tarpon during one of the most active feeding windows of the day. Sunset is prime time to hook into these powerful fish, and there’s often a chance to catch bonus dinner species along the way. This seasonal trip runs from April 20 to June 20 and offers a short but incredible window to connect with the fish of a lifetime.
We are especially passionate about tarpon fishing—chasing these giants is what we look forward to all year. With a limit of four anglers, you'll have the space, attention, and strategy you need to make every shot count. From dialing in your presentation to managing long, high-adrenaline fights, this trip is all about making the most of a brief and unforgettable season on the water.
Key West: Fun Full Day Beach Pass Watersports and Activities
Smathers Beach full day pass and activities. This is Key West’s best public. Jump on a paddle board, kayak or hobie cat & explore the Key West Atlantic coast. Sail on a Hobie cat in the crystal clear waters. Beach pass includes a choice of a parasailing ride or chair & umbrella. Enjoy a full day with this all inclusive activity package.
Private Sunset Sail in Key West Florida
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.
Hire Photographer, Professional Photo Shoot - Key West
Professional photo shoot in unique Key West locations. The Photo Experience will create amazing photo memories from your visit. You will be able to see undiscovered locations and get the best photo story from your Key West visit. We can tailor each photo shoot to meet your requirements; we can travel to your location or we can suggest a location for the photo shoot.
Our Photoshoots are ideal for any Tourists
- Solo Traveller
- Couples
- Groups
- Hen/Bachelorette & Stag/Bachelor Parties
- Families
- Secret proposal/Engagement
- Honeymoon
- Experienced Influencers and Models
- New Influencers and Models
What's Included:
A Private online viewing gallery
- 1 hour = 20 Final photos*
- 2 hours =30 Final photos*
- 3 hours =40 Final photos*
- 4 hours =50 Final photos*
* same set of images
- A unique location professional shoot experience
- DELIVERY - Up to 14 days after photoshoot.
What's Excluded:
- Transportation
- Entry fees
Tropical Drift - A Key West Sunset Cruise
Private 2-Hour Key West Sunset Cruise | Luxury Manitou Pontoon | Up to 10 Guests
Leave the crowds behind and experience the magic of a Key West sunset from the water on your own private 2-hour cruise aboard a brand-new Manitou luxury pontoon. Departing from the tranquil Cow Key Channel, you'll enjoy a relaxed and intimate journey through hidden backchannels and open waters — all with a front-row seat to one of nature’s most unforgettable shows.
Cruise in comfort with up to 10 guests, guided by a licensed local captain, and take in stunning views of the sunset-drenched coastline, including iconic sights near Mallory Square — without ever getting caught in the crowd.
Whether you're planning a romantic evening, a family outing, or a fun get-together with friends, this cruise offers the perfect mix of laid-back luxury and scenic beauty.
Reserve your sunset escape now — and experience Key West the way locals love it: peaceful, personal, and absolutely stunning.
A Snorkel Tour with a Twist of History, Marathon, Florida Keys
Experience premier snorkeling in the Florida Keys aboard the Island Pearl, a 50-foot classic vessel with modern comforts and a colorful past as the liberty boat for the USS Roosevelt. Set off on a scenic excursion past Marathon’s iconic landmarks while we share fascinating stories of the Keys’ historic past. Then, explore vibrant reefs teeming with marine life, or simply relax on the water and take in the views. Even if you’re less adventurous or prefer to stay dry, there’s plenty to enjoy—this is a tour that truly lets everyone in your group experience the magic of the Keys. This unique adventure is quickly becoming a Florida Keys tradition for visitors who want history, scenery, and unforgettable snorkeling.
Elope in Key West Intimate Wedding 10 Guests or Less
Looking for a simple easy way to elope in Key West - look no further - our professional photographers are also officiants and so they provide a combo - they marry you then photograph this lifetime moment. Our professional will meet you at the desired location - will perform the ceremony then will photograph the format of the ceremony and some couple photos after - total event will be 1 hour - NO decor is included.
Marathon Inshore Fishing Charter
Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and fantastic food. View the beautiful scenery, while experiencing the thrill of a chance to catch species such as Yellowtail, Snapper, Permit, Tarpon, Grouper, Barracuda, and Shark.
Your tour is guided by a licensed Captain in a modern open fishing style boat with a t-top for shade. All the fishing rods and reels, right and left-handed and all the tackle you need, as well as all other necessities including safety equipment.
Booking with confidence on TripAdvisor, it makes this charter an easy, reliable and enjoyable decision. Reserve Today to get hooked up! Travelers that have enjoyed our fishing charters also have enjoyed The Turtle Hospital, a tour down Seven Mile Bridge or a beautiful sunset at Sombrero Beach.
Dark Corners of Key West Private Walking Tour
Join us on a 2-hour private, exclusive walking tour through the dark and untold stories of Key West. Our tour will begin at St. Paul’s Episcopal Church, where we will share stories of its haunted past and the intriguing legend of Robert the Doll. Next, visit The Artist House, where we will delve into the bizarre true story of Carl and Elena, followed by Dean-Lopez Funeral Home and Crowne Plaza Key West-La Concha, which have a dark and chilling past. At Marrero’s Guest Mansion, explore the eerie story of Enriquetta and other ghostly legends associated with this haunted yet historic mansion. Moving on to 322 Duval St, uncover the mysteries of Captain Watlington’s Haunted House and share bone-chilling stories of the haunted past and present of Key West. Our journey concludes at the Audubon House & Tropical Gardens and the infamous Capt Tony’s Saloon, discovering their dark histories and encounters with the paranormal.
Private Key West Fishing & Sandbar or Snorkel Charter
1 Traveler is equivalent to reserving the entire boat. (Up to 6 Guests)
Explore the vibrant waters of Key West on a fully custom private charter designed for up to 6 guests. Enjoy family-friendly bottom fishing, where all bait and equipment are provided, ensuring a fun-filled fishing experience. We will be targeting grouper, barracuda, yellowtail snapper, mangrove snapper, sharks & much more.
After reeling in your catch, choose between relaxing at a stunning sandbar or go on a reef snorkeling adventure in crystal-clear waters with our expert captain guiding you to the best spots. Dive into this unforgettable adventure that caters to families and ocean lovers alike, complete with all necessary gear for both activities.
Highlights
- Private 4-hour charter for up to 6 guests
- Family-friendly bottom fishing with included bait and equipment
- Choose between a beautiful sandbar experience with lily pad float or snorkeling
- All snorkeling gear provided for your convenience
Petals and Vines Boutique Craft Café
Unlike traditional art classes, here you choose your own creative adventure.
Located inside a charming boutique at The Shops at Mallory Square, this one-of-a-kind experience combines crafting, shopping, and the relaxed atmosphere of Key West. Guests can select from a rotating menu of hands-on projects, including pressed floral bookmarks, decoupage teacups and saucers, decorative birdhouses, seasonal crafts, and more.
No two visits are the same. With new projects introduced regularly, there's always something fresh to create.
Key West Private Snorkeling & Reef Boat Charter
This private Key West snorkeling charter avoids the fixed schedule and crowds of a large group boat. The captain selects suitable sites according to visibility, tides, weather, safety, and guest experience. Your group can prioritize snorkeling, swimming, marine-life viewing, or a sandbar stop when conditions and charter length permit.
Key West UFO Tour
Key West's most mind-blowing sky watch! Search for UFOs with your military-grade night vision scope as we blow your mind with tales of UFOs, UAPs, alien encounters, and the hidden history of UFOs in Key West. Small groups, local guides, little-known history, and oceanfront viewing sites make this a unique, unusual, unforgettable experience. Your $5000 night vision scope will change how you see the night sky forever. This experience is dependent on suitable viewing conditions. If we cancel you will have the option to reschedule or be refunded.
Dry Tortugas Boat Charter from Key West
Explore the stunning Dry Tortugas National Park with a private boat charter tailored just for you. Departing from Key West, enjoy a full-day offshore adventure that includes visiting historic Fort Jefferson and snorkeling in crystal-clear waters. This exclusive experience allows you to set your own itinerary, ensuring a flexible and customized journey without the crowds. Your adventure is aboard a premium charter vessel, captained by experienced locals familiar with the area, making your visit both enjoyable and memorable.
- Private charters provide a customized experience for your group
- Full-day exploration of the Dry Tortugas National Park
- Snorkeling opportunities at beautiful locations
- Flexible itinerary means you choose the pace and activities
Florida Audio Tour Bundle 3 Self-Guided Sightseeing Tours
Embark on an unforgettable journey through Florida's diverse landscapes with our Florida Self-Guided Audio Tour Bundle! Cruise the iconic Overseas Highway to Key West, uncovering hidden gems and local lore along the way .
Explore the vast wetlands of Everglades National Park, encountering unique wildlife and ecosystems . Delve into the rich history and biodiversity of Big Cypress National Preserve . Finally, discover the underwater wonders of Biscayne National Park, from coral reefs to mangrove forests .
With GPS-triggered narration, offline maps, and expert storytelling, enjoy the freedom to explore at your own pace without the constraints of group tours. Join thousands of travelers who have transformed their Florida road trips into enriching experiences—download now and let the Sunshine State's natural beauty and history captivate you!
Private Island & Fishing Charters in Key West 37ft Knotty Cowgirl
Experience the best of both worlds with our Island Fishing Tour, exclusively offered by Cowboy Cowgirl Sportfishing Charters. Unlike typical fishing charters, this unique excursion combines thrilling fishing action with serene island exploration. Cast your line in prime fishing spots, then hop between picturesque islands where you can take a break and enjoy your own picnic. Perfect for those who love both adventure and relaxation, this tour offers an unparalleled opportunity to catch the big one and discover the hidden gems of our beautiful coastline. Whether you're an avid angler or simply looking to enjoy a day on the water, our Island Fishing Tour promises an unforgettable experience.
Dolphin Watch, Snorkel, Open Bar & 1 Day Hop-On Hop-Off
This is the best 1 day combo where you will enjoy the water and land in Key West. Get to Hop On Hop off the conch train, one of Florida's most popular attractions, going to Truval Village: Steps away from the Ernest Hemingway Home and Museum, the Key West Lighthouse, the Southernmost Point and Key West Butterfly and Nature Conservatory. Start the day with a Catamaran adventure going Delphine watching and then snorkeling in 1 of the worlds largest reefs. We may even see sea turtle and other exotic fish.
On the return enjoy and open bar that includes well mixed drinks, draft beer, margaritas, rum runners and a great selection of wine & champagne.
As an added benefit join us at the Sails and rails museum to learn our history.
Summertime Morning Swim in the Florida Keys Catamaran
Start your day with a soothing adventure aboard Island Girls Excursions' 53-foot catamaran. The Summertime Morning Swim is a family-friendly experience designed to immerse you in the stunning waters of Marathon, Florida. Cruise through crystal-clear waters, enjoying scenic views and the chance to spot dolphins and sea turtles. Once you reach your destination, dive into shallow turquoise waters, search for sand dollars, and soak up the natural beauty of the Keys. Perfect for families and friends, this excursion includes complimentary coffee, breakfast items, and comfortable onboard amenities.
- Family-friendly catamaran excursion in the scenic Florida Keys
- Spot dolphins, sea turtles, and rays during your cruise
- Swim in shallow turquoise waters and search for sand dollars
- Enjoy complimentary prepackaged breakfast items and beverages onboard
Key West Sushi and Sunset Cruise
Enjoy a Spectacular Key West Sunset Cruise
Looking for the perfect way to end your day? Join us on the Seabreeze, your 42-foot Corinthian powercat, and ride in comfort with this relaxing, catered cruise into the horizon on Key West’s gentle seas. Relax in the shade under the bimini or sunbathe on the bow to take in that last bit of sunshine. Sunset Cruises are a Key West luxury with your panoramic views of the sun melting into tropical waters – and the best way to enjoy is with good food and great drinks!
Enjoy elevated hors d’oeurvres without the price tag – a typical selection includes fresh sushi, Thai appetizers, charcuterie platter (meats and cheeses), and French desserts catered by locally owned and operated restaurants. Refreshments include your complimentary selection of fine wine, premium beer, Prosecco, and soft drinks.
Departure times vary with the seasons, please confirm your departure time when booking this trip.
Key West Conch Republic Tiki Pedicab Experience by Kokomo Cabs
You will sit and relax on our spacious and comfortable tiki bike as your private guide/driver takes you on a pleasant ride around the enchanting streets of Old Town and Historic District. Experience its amazing architecture and historic sites as you learn the rich history, culture, and folklore of our beautiful island of Key West.
First-row, Historic, Cultural and Fun, the only VIP experience tour in Key West.