Tours in Key West

On your 4-hour backcountry charter, we’ll fish the local waters within 13 miles of Key West, exploring grassy flats, mangrove islands, and shallow wrecks that hold an impressive variety of species. Depending on the season, expect to target tarpon, jacks, permit, barracuda, sharks, snappers, and cobia. This trip is the perfect amount of time to get a feel for the rich fishing grounds of Key West’s backcountry. What makes it different? You’ll be fishing with Captain Ryan—a lifelong angler and veteran who runs every trip himself. With a max of four anglers, you’ll have plenty of room to cast, relax, and get personalized insight into the area’s changing tides and seasonal patterns. It’s an easygoing trip with serious fishing potential—and a local’s perspective you won’t find on a bigger boat.

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**

We promise unforgettable wedding experiences and a luxurious, personalized wedding experience that stands out. Customers will gain insider knowledge and memorable encounters with local traditions. This is great for all wedding party events of all ages, including Exclusive Yacht Experiences. The Jeanneau NC Weekender 895 boasts luxury and safety. Personalized Service: We tailor every detail to your vision, ensuring a unique and memorable event from planning to the final toast. Luxurious Amenities: Enjoy plush seating, optional catering, and prime locations. Our yacht provides ultimate comfort and style. Exceptional Crew: Our friendly, experienced crew ensures a smooth, stress-free event with attentive service. Seamless Execution: We handle all details, ensuring a flawless, stress-free experience so you can focus on celebrating.

OPEN ITINERARY & CUSTOMIZABLE you can create your dream adventure with our Local Charter Captains in Key West. Whether celebrating a special occasion or simply seeking a personalized experience tailored to your interests, combine our fixed itinerary experiences. The possibilities are endless, from romantic sunsets, harbor trips, snorkeling, sandbar and dolphin cruises, reef fishing, and thrilling backwater eco excursions. Start times are flexible. so you can pick and chose your most preferred time.

Step into the world of rum and discover the art of crafting exquisite cocktails at a hands-on masterclass. Whether you're a novice or a seasoned mixologist, this class offers something for everyone. Guided by expert bartenders, you'll uncover the secrets behind both classic and contemporary rum cocktails. Dive into a variety of rum styles, including two local treasures: First Legal Rum, celebrated for its smooth and rich flavor, and Pilar Dark Rum, known for its deep, complex taste with hints of caramel and spices . Master essential techniques while enjoying a fun time with friends or a unique date experience. Imagine the joy of shaking, stirring, and sipping your own creations as you toast to new skills and delicious drinks!

Boudoir photography is a photographic style featuring intimate, sensual, romantic, and sensual images of its subjects in a photographic studio, bedroom or private dressing room environment, primarily intended for the private enjoyment of the subjects and their romantic partners. We can accommodate standard or bridal boudoir.

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)

We are able to meet your vision - whether your vision is romantic, motherly, excitement or studio art. This activity can be upgraded to studio.

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.

Travel The Keys is a guided tour and concierge company based in Key West, Florida. We offer unique historical tours in Key West, presented by a 5th generation local. Our tours present a collection of lesser known historical events and explore the cultural legacies of the Southernmost District and surrounding areas of Key West.

Fun in the sun when you make it over to Smathers Beachand have the best day with unlimited use of water activities. Go kayaking, paddle boarding, sailing or just seat in your beach chair and umbrella and enjoy the sun. Make sure to be at the check in for you sunset cruise with live music and open bar no later than 4:15 check in for a 5pm departure. On the 2 hour Sunset cruise you will have an open well bar which includes rum-runners, margaritas, mixed drinks, draft beer, wine, champagne & soft drinks. We will service finger food appetizers like Jamaican jerk chicken sliders on Hawaiian rolls, BBQ meatballs, veggie trays, cheese & cracker trays, Pita & hummus.

This trip takes you and your party, (Up to 26 Guests), on a private sunset sail to enjoy wines from around the world and a variety of beers. You will be sailing on a 65-foot schooner while watching the sunset into the ocean. There will be hors d'oeuvres passed around throughout the trip. A great way to have a private sail with your friends, family, or co-workers.

Embark on a tantalizing journey through Key West's culinary and cocktail scene with our Bar & Food Crawl by Boat Charter. About Cruise along the picturesque coastline to a selection of outdoor Tiki establishments nestled along the water's edge, each with its charming boat dock waiting to welcome you. Indulge your taste buds with a curated selection of mouthwatering dishes and creative cocktails inspired by the island's vibrant culture and tropical flavors. Every stop offers a delightful taste of Key West's culinary delights, from fresh seafood to exotic island-inspired libations. With our expert guides leading the way, you'll savor the island's flavors while enjoying its waterfront's scenic beauty – a unique gastronomic adventure that will leave you craving more. So come aboard and let us whisk you away on a culinary odyssey like no other, where every bite and sip is savored against the stunning backdrop of Key West's coastal charm.

Choose your adventure! Castaway, Mermaid, or Conch Quest !! Each charter is four (4) hours, with the escape game being one hour of the adventure (Conch Quest adventure is several hours). You will board a large, comfortable deck boat with an experienced captain who will take you to a few beautiful locations for snorkeling, playing the escape adventure, and relaxing and eating/drinking for the remaining time. We provide all safety gear, snorkel gear, ice, bottled water. You provide your own food/drink/towels. Book today!

The glass bottom kayaks is an amazing experience with your tour guides paddling in calm shallow waterways under the stars! Your tour guides will point out sea birds and various sea-life such as different fish species, shrimp, crabs, conch shells which will be well illuminated with your high powered underwater custom LED lights. We paddle along mangrove shorelines and canals so we sometimes even see wild animals such as Racoons along the shoreline. We've also experienced manatees and dolphins on many of the tours. Definitely one of the most exciting things about your kayak tour is that we will feed fish at a certain point of our tour as well which is a blast for everyone! With very little to do at night this is an amazing rare experience under the stars that you'll never forget!

Book your Private Transfer from Key West Cruise Port to Key West city hotels or any address. Don't go through all the hassle of waiting in a long taxi or shared shuttles queues and use our private, door-to-door port/city transfer. Your driver will be waiting for you at a scheduled time and you will travel comfortably to your destination. • Meeting with a Nameplate • Door-to-door Service • No Hidden Charges • Clean cars & Professional drivers

Join in on the annual Wreckers Race and take part in a fast pace race toward Sand Key Lighthouse aboard Schooner America 2.0! Back in the day, pirate ships from afar often ran aground on Sand Key Reef, nine miles off the southern coast of Key West. When all the sailors in Key West heard there was booty to be had, they'd get in their boats and race each other out to the reef. The first one there could claim the ship's cargo. Today, we celebrate it with the firing of the canon to start the race, and all of the schooners of Key West are on their way in a one-way race to Sand Key Lighthouse! The boat that gets there first, "wins"!

Explore the stunning waterways of the Florida Keys with our kayak and stand-up paddleboard rentals. Perfect for all ages and skill levels, this self-guided adventure allows you to navigate through beautiful mangrove tunnels and trails at your own pace. Enjoy a 2-hour rental with the option to extend and receive all necessary safety equipment, paddle instruction, and a satellite view map of the area. - Choose from single kayaks, tandem kayaks, or paddleboards - Discover the unique ecosystem of the Florida Keys - Perfect for both beginners and experienced paddlers - All rentals include safety equipment and instructional guidance

Join us for the best walking tour in Key West! You will be amazed by how much history and culture our small island has! Local Guide will take you on a time travel adventure. As you stroll through the scenic streets of the Old Town, you will learn how the island was discovered and became one of the richest cities in the USA! Hear the stories of the first industries on the island, such as shipwrecking, sponge harvesting and cigarmaking. Also, learn what key role Key West played in the Cuban fight for its independence and find out why Key West declared the war against the United States. The private tour is the best way to explore Key West and have fun with your own group of friends or family! Book Now and call us to schedule the time that is convenient for you! This tour includes a slice of Kermit's Key Lime Pie for each traveler & a bottle of water. What to bring and to wear: Comfortable clothing and shoes, sunscreen, hat, sunglasses, water.

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.

We take the time to review YOUR vision for this special moment in life via a conference call - we offer suggestions and then send a full confirmation with map or diagram and all aspects to make this a perfect surprise to the love of your life and your lifetime partner.

You will be cruising the near shore waters of Key West and the Florida Keys on a custom Tiki Bar Boat. Your US Coast Guard Certified Captain is extremely knowledgeable and will point out all the amazing sights. Be sure to bring a camera and a polarized lens for the best photos.

Have a blast on the half day boat rental a 21ft Nautic Star speed boat. The boat holds up to 6 passengers. You can cruise in the the ocean or the bay at key west, it is only 90 miles from Cuba. Tan in the sun, dock at a sand bar. The boat is equipped with 60 horse power, a Bimini Top, Radio and Comfortable Seats. Remember to bring your bathing suits, sun glasses, sunscreen, towel, hats and favorite beverages.

Escape the crowds and experience the best of Key West on your own terms with the Vitamin Sea Dolphin Safari. Designed for couples, families, or small groups of up to 6 guests, this 4-hour journey offers a perfect mix of adventure, relaxation, and natural beauty — all with your own captain and guide. Cruise through crystal-clear waters, spot playful dolphins in the wild, snorkel above vibrant reefs, and unwind on a remote sandbar that few ever get to see. Whether you're looking for marine life, island serenity, or picture-perfect moments, this tour delivers unforgettable coastal magic.