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Activities (305)
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Key West - Activities

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Ranked #1 of 305 activities in Key West
Category: Tours
Owner description: As the only air-service, we are by far the most exciting and convenient way to reach the Dry Tortugas, one of North America's... more » Owner description: As the only air-service, we are by far the most exciting and convenient way to reach the Dry Tortugas, one of North America's most inaccessible National Parks. The Park lies in the blue-green waters of the Gulf of Mexico, 70 miles due west of Key West, FL. Low altitude sightseeing flight, great snorkeling, pristine beaches, tour Fort Jefferson & bird watching. Morning, Afternoon & full day tours. « less
Map | Visitor photos (277)
Ranked #2 of 305 activities in Key West
Category: Tours
Owner description: Enjoy a fun filled day in the Florida Keys. Spend a few hours sportfishing or family fun fishing. Plan a beach excursion,... more » Owner description: Enjoy a fun filled day in the Florida Keys. Spend a few hours sportfishing or family fun fishing. Plan a beach excursion, swimming, snorkeling, sight seeing,or a sunset cruise. See the annual powerboat races from the water. Design your day on the water with Captain Ron on the Blue Eyed Trader. « less
Map | Visitor photos (113)
Ranked #3 of 305 activities in Key West
Category: Tours
Owner description: Design your own Tropical Adventure! Leave the crowds behind and dissappear into the calm waters surrounding Key West. You... more » Owner description: Design your own Tropical Adventure! Leave the crowds behind and dissappear into the calm waters surrounding Key West. You choose the activities that interest you - learn something new, focus on your favorite activities or try a little of everything. Special requests welcome! « less
Map | Visitor photos (161)
Ranked #4 of 305 activities in Key West
Category: Tours
Owner description: Don't just visit Key West...explore it and discover what life here is all about. We think of Key West as our beautiful little... more » Owner description: Don't just visit Key West...explore it and discover what life here is all about. We think of Key West as our beautiful little island town with an amazing back yard. So go beyond the confines and reach out to experience our local eco-system first hand.Come aboard and we'll glide across pristine local waters in search of dolphin, maybe do a little snorkeling, or just relax at a sandbar...it's your call. « less
Map | Visitor photos (133)
Ranked #5 of 305 activities in Key West
Category: Tours
Map | Visitor photos (177)
Ranked #6 of 305 activities in Key West
Category: Water sports
Owner description: Stand up Paddleboard Eco-tours and lessons. Paddle through the amazing waters of Key West as well as the Magical Mangrove... more » Owner description: Stand up Paddleboard Eco-tours and lessons. Paddle through the amazing waters of Key West as well as the Magical Mangrove Forest!! Experience the water in a way unlike any other!! Learn about the environment and eco-system that surrounds our island!! Come enjoy our the Florida Keys with SUP Key West « less
Visitor photos (67)
Ranked #7 of 305 activities in Key West
Category: Water sports
Owner description: Treat yourself to a one of a kind fishing experience in Key West Florida. High Stakes Charters offers a 53' Striker... more » Owner description: Treat yourself to a one of a kind fishing experience in Key West Florida. High Stakes Charters offers a 53' Striker Sportfishing vessel. A/C, twin engines, tournament grade tackle, 2 staterooms, 2 bathrooms, full service galley and a spacious lounge area with leather couches. High Stakes is located at Oceanside Marina which is on the south side of the island. This means we are closer to the fishing grounds allowing you more time fishing the beautiful crystal clear blue water of the Gulf Stream. Our professional crew with 35 years combined fishing experience work extremely hard to catch Blue Marlin, Sailfish, Wahoo, Mahi Mahi, Black fin Tuna, Yellowtail Snapper, Grouper, a vast variety of sharks and much, much more. « less
Map | Visitor photos (132)
Ranked #8 of 305 activities in Key West
Category: Tours
Map | Visitor photos (170)
Ranked #9 of 305 activities in Key West
Category: Tours
Owner description: When you sail with Danger Charters, you sail to another world and time; to a place where the wildlife is still "wild" and... more » Owner description: When you sail with Danger Charters, you sail to another world and time; to a place where the wildlife is still "wild" and your interaction with nature is intimate and authentic. You feel as if you've stepped back in time, back to the days when the Florida Keys backcountry was home to traditional, shallow-draft sailing craft, captained by local water men who had grown up sailing and navigating the notorious shallows and challenging narrow channels of the Florida Keys. « less
Map | Visitor photos (735)
Ranked #10 of 305 activities in Key West
Category: Tours
Owner description: We offer a variety of options to explore and experience the natural wonders of the Florida Keys. World class birdwatching,... more » Owner description: We offer a variety of options to explore and experience the natural wonders of the Florida Keys. World class birdwatching, lush mangroves, coral & sponge gardens teeming with marine life. We offer guided eco tours, downwind kayak trails(easy paddling),paddleboard and kayak rentals, an all inclusive sail, kayak, snorkel charter, and evening sails. We cater to small groups which provide personalized service, we have a courtesy shuttle, we are The Best that there is to offer, with knowledgeable guides with over 15 years of experience in Key West. We are an owner/operator buisness. « less
Map | Visitor photos (64)
Ranked #11 of 305 activities in Key West
Category: Tours
Owner description: Dolphin Watch is Key West's original wild dolphin charter, connecting people and wild dolphins since 1986.Relax on the... more » Owner description: Dolphin Watch is Key West's original wild dolphin charter, connecting people and wild dolphins since 1986.Relax on the spacious deck or find a shady spot. With only six passengers maximum, there is plenty of space to move around on the 31 foot catamaran.The captain is your wildlife guide with over ten years of experience.Observe the resident pod of wild Bottlenose Dolphins, then snorkel the coral reef or shallow sponge garden. « less
Map | Visitor photos (111)
Ranked #12 of 305 activities in Key West
Category: Tours
Map | Visitor photos (114)
Ranked #13 of 305 activities in Key West
Category: Tours
Owner description: Classic Harbor Line, operating renowned day sail operations in Newport, RI, New York City, Boston,MA, Hoboken,NJ,and bring... more » Owner description: Classic Harbor Line, operating renowned day sail operations in Newport, RI, New York City, Boston,MA, Hoboken,NJ,and bring the glorious America 2.0 to Key West, Florida. The 105-foot, 1800s vessel is captained by US Coast Guard certified captains and only the most professional and courteous crew you will ever meet. America 2.0 is truly the diamond shining amongst the Key West Schooner Fleet. She is a close cousin to Key West's former pride, Schooner America. Guests are sure to have a comfortable ride on this fast and lively schooner. Dedicated to providing the most perfect hospitality and sailing experience one could find in Key West, Classic Harbor Line hopes for the privilege of escorting you on a breathtaking excursion aboard the most elegant vessels in the local Key West fleet: Schooner America 2.0. While visiting Key West, Florida you will find a number of land and water based activities. However, a classic schooner sail, whether it be a day sail, or sunset sail, is well known to be the quintessential Key West activity that will highlight your stay and be the lasting memory forever. « less
Map | Visitor photos (211)
Ranked #14 of 305 activities in Key West
Owner description: Get out on the waters of Key West in comfort and privacy. Our deck boats are extremely comfortable and equipped with... more » Owner description: Get out on the waters of Key West in comfort and privacy. Our deck boats are extremely comfortable and equipped with everything needed; snorkel gear, fishing rods, stereo, toilet, freshwater rinse down, shade canopy, and grill. Some of the trips we offer are snorkeling, sandbar trips, fishing, lobstering, spearfishing, dolphin watches, sunset/booze cruises, island hopping, and more. Boats are also available for rental. Give us a call with any questions! « less
Map | Visitor photos (58)
Ranked #15 of 305 activities in Key West
Category: Tours
Owner description: Spend a relaxing day in the beautiful backcountry off of Key west. You can either go on a 16ft flats skiff chasing tarpon,... more » Owner description: Spend a relaxing day in the beautiful backcountry off of Key west. You can either go on a 16ft flats skiff chasing tarpon, bonefish, permit and sharks or take out the 23ft Hurricane deck boat and have a custom made trip for up to 6 people. « less
Map | Visitor photos (90)
Ranked #16 of 305 activities in Key West
Category: Boat Tours
Owner description: Breezin the Keys with Captain Dees - Private sailing charters, sailing lessons, snorkeling, weddings and memorials. Learn... more » Owner description: Breezin the Keys with Captain Dees - Private sailing charters, sailing lessons, snorkeling, weddings and memorials. Learn the fundamentals of sailing! Or just sit back, relax and enjoy a beautiful Catalina 42 foot sailboat. « less
Map | Visitor photos (75)
Ranked #17 of 305 activities in Key West
Category: Water sports; Sports Camps/ Clinics
Owner description: At Sunrise Kiteboarding we focus on the quality of your experience instead of a quantity of customers. Whether you are an... more » Owner description: At Sunrise Kiteboarding we focus on the quality of your experience instead of a quantity of customers. Whether you are an avid sportsman looking to try the great sport of Kiteboarding, or a group looking for an all around great day, We are here for you. Our goal is to serve you in a way no other outfitter will. From the incredible food cooked on our grill, private secluded islands or great watersports, its all about the over all experience. Our ultimate goal for our clients is to have them say "that was the best day ever!!" « less
Map | Visitor photos (86)
Ranked #18 of 305 activities in Key West
Category: Water sports
Owner description: For over 24 years we are Key West's premier boat tour and water sports operator. Our fleet of sailing catamarans, parasail... more » Owner description: For over 24 years we are Key West's premier boat tour and water sports operator. Our fleet of sailing catamarans, parasail vessels, and schooners offer a wide variety of tours and private excursions that are also an excellent value. We invented and perfected the tours that others seek to imitate. Get the best price for Key West's #1 tours when you book online. « less
Map | Visitor photos (512)
Ranked #19 of 305 activities in Key West
Category: Boat Tours
Owner description: Ever wonder where Key West natives go on the water, what they see that the average visitor does not, where all those... more » Owner description: Ever wonder where Key West natives go on the water, what they see that the average visitor does not, where all those breathtaking images are shot? Well, Mellow Ventures will take you there. See the most beautiful and remote locations, private beaches, traverse mangrove lined passages through hammocks Where birds and fish abound, fish, snorkel, paddle board, kayak and more. With Mellow Ventures you van create your own experience of a life time. « less
Map | Visitor photos (64)
Ranked #20 of 305 activities in Key West
Owner description: We offer a fun & exciting way to enjoy seeing the sights in Key West for people with temporary or permanent mobility issues.... more » Owner description: We offer a fun & exciting way to enjoy seeing the sights in Key West for people with temporary or permanent mobility issues. We rent top quality & reliable Pride Mobility Scooters, Electric Wheelchairs & Manual Wheelchairs to enjoy what you want to see at your own leisure. We also have Fun Colorful Bicycles available for rent, all equipped with Baskets, Lights, Locks, & Koozies « less
Map | Visitor photos (12)
Ranked #21 of 305 activities in Key West
Category: Tours
Owner description: Upon arriving at the bike shop, you'll be fitted with your bicycle and begin your approximately three-hour pedal through... more » Owner description: Upon arriving at the bike shop, you'll be fitted with your bicycle and begin your approximately three-hour pedal through town. You will see the highlights of Key West, of which there are many. Pass Simonton Street Beach, the Green Parrot Bar, Key West Cemetery, Higgs Beach and the Southernmost Point of the United States, just 90 miles north of Cuba. Of particular note is the Customs House, which presides over historic Mallory Square. Dating to 1891, the faithfully restored, four-story architectural gem was originally home to the island's customs office, postal service and district courts. "Old 91" is today a national landmark and headquarters of the Key West Art & Historical Society. Another slice of local history unfolds as you approach the Presidential Gates of the Harry S. Truman Little White House. Built in 1890 as the first officer's quarters on the submarine base naval station, the abode served as Harry S. Truman's base of presidential operations during his 11 visits to Key West. Of course, Key West also is known as the home of Ernest Hemingway. During your bike ride, you will see the residence located at 907 Whitehead Street, across from the Key West lighthouse, where the famed writer lived from 1931 to 1939. One of Hemingway's legendary haunts was Sloppy Joe's Bar. Founded in 1933, the bar was located on Greene Street, just off Duval Street, during Hemingway's day. The bar has since moved to its current location on Duval Street, taking with it its storied connections to Hemingway, who suggested the name for the establishment. Other landmarks on today's roster include Dog Beach, Flagler Train Depot, Jimmy Buffet's first house, and Jimmy Buffet's Margaritaville, the Duval Street watering hole that embodies the laid-back lyrics of the beloved singer/songwriter. After returning to the bike shop you will finish with a slice of Key Lime pie, a refreshing must-taste here in Key West. « less
Map | Visitor photos (75)
Ranked #22 of 305 activities in Key West
Category: Tours
Owner description: Islescapes is an incredible gourmet dinner cruise hosting a maximum of 6 guests. Everything is cooked fresh on a huge grill... more » Owner description: Islescapes is an incredible gourmet dinner cruise hosting a maximum of 6 guests. Everything is cooked fresh on a huge grill right in front of you and served on white linens and beautiful china. The service is impeccable and the food is fantastic! Islescapes also offers private snorkel trips, dolphin excursions and island picnics that are all private so we go where you want to for as long as you like! « less
Map | Visitor photos (92)
Ranked #23 of 305 activities in Key West
Owner description: Enjoy a relaxing day exploring the beautiful waters surrounding Key West aboard a comfort-driven 23ft Hurricane Deck Boat.... more » Owner description: Enjoy a relaxing day exploring the beautiful waters surrounding Key West aboard a comfort-driven 23ft Hurricane Deck Boat. The day is entirely yours! You can snorkel patch reefs, cruise to secluded islands, fish for snappers etc., watch for dolphins, sea turtles, stingrays...and/or just float on your own white sand bar. Discover the true beauty of the Keys, & have a day you will always remember « less
Map | Visitor photos (77)
Ranked #24 of 305 activities in Key West
Category: Tours
Owner description: The Pioneers of organized private fishing, boating, sight seeing and eco charters since 1993. What We offer: Backcountry... more » Owner description: The Pioneers of organized private fishing, boating, sight seeing and eco charters since 1993. What We offer: Backcountry fishing on board our Yellowfin Bay Boats that can carry 4 persons easily some with bathrooms and shade -- Flats Fishing on board our state of the art flats boats with veteran professional flats fishing guides -- Tarpon Fishing specialists in the harbor, out in the backcountry or on the flats -- Deep Sea Fishing charters for groups of 6 or less -- Wreck and reef fishing out to the Dry Tortugas -- Fun Snorkeling AND Fishing combo charters -- Sight seeing, eco tours, island hopping and more of What You Want To Do -- We are also Fly Fishing instructors and fly fishing guides. Dream Catcher Charters has set the standard for the Key West fleet with incredible customer service, impeccable clean new boats and talented guides that is seldom seen anywhere. Dream Catcher Charters is directed by veteran Key West Fishing guide Capt. Steven Lamp who has a philosophy that Only The Best Will Do. « less
Map | Visitor photos (254)
Ranked #25 of 305 activities in Key West
Category: Boat Tours
Map | Visitor photos (99)
Ranked #26 of 305 activities in Key West
Category: Water sports
Map | Visitor photos (118)
Ranked #27 of 305 activities in Key West
Category: Tours; Water sports
Owner description: 2 hour guided kayak tour, 4 hour guide kayak/snorkel tour, kayak rentals, stand up paddleboard rentals. Complimentary Shuttle... more » Owner description: 2 hour guided kayak tour, 4 hour guide kayak/snorkel tour, kayak rentals, stand up paddleboard rentals. Complimentary Shuttle available for tours!Our 2 hour tour explores the shallow, calm waters and mangrove habitats between Key West and Stock Island. Beginners welcome!!the 4 hour tour explores more remote back country areas and includes snorkeling.Kayak rentals available with map of the area included.No waves? No problem. Stand up paddleboarding is great fun!!!! « less
Map | Visitor photos (59)
Ranked #28 of 305 activities in Key West
Category: Water sports; Boat Tours
Owner description: If you want to get off the beaten path with Kayak Kings.... then please join us for one of our AMAZING tours. From our... more » Owner description: If you want to get off the beaten path with Kayak Kings.... then please join us for one of our AMAZING tours. From our mangrove maze tour to an kayak/snorkel tour, to a full day of exploring our back country and beautiful sand bars. We always look for dolphins on are way back and almost always see them and turtles. We also offer kayak fishing...so let us capture a picture of you with the big one. All of our back country and snorkeling reefs and shipwrecks are tide/weather dependent. So please call and get the best time to go get off the beaten path! « less
Map | Visitor photos (72)
Ranked #29 of 305 activities in Key West
Category: Tours
Owner description: Java Cat Sailing Catamaran is one of the last "six pack" charters that offer small, intimate, personalized service in Key... more » Owner description: Java Cat Sailing Catamaran is one of the last "six pack" charters that offer small, intimate, personalized service in Key West. We take a maximum of 6 passengers and will leave the dock with a minimum of 2 passengers. We offer guided kayak tours around mangrove islands and backcountry flats. We snorkel on sponge and coral gardens in shallow waters. If you want to avoid the crowds you find on other charters, join us, we guarantee an experience of a lifetime. We offer quality snorkel and kayak equipment to enhance your experience. For the bird enthusiast, this trip offers world class birding! « less
Map | Visitor photos (80)
Ranked #30 of 305 activities in Key West
Category: Tours
Owner description: It's always upscale on this beautiful 28 seat sailing catamaran because of quality controls - like 1/2 full maximum. Join our... more » Owner description: It's always upscale on this beautiful 28 seat sailing catamaran because of quality controls - like 1/2 full maximum. Join our Wild Dolphin, Snorkel & Sailing Adventure day trip to visit Wild Dolphins in the shallow waters off Key West, Snorkel reefs, wrecks and giant sponge gardens (wherever it's best) and enjoy some great Sailing too. Top quality snacks, fruit, soft drinks, beers and wines are always included free on Catamaran Echo. Our Key West Sunset & Moet Cruise includes only the most expensive items served on the water - Champagne, 6 premium Wines, 3 top Beers and our famous Gourmet Cheese Buffet. Even better Moet & Chandon Champagnes are available as an upgrade, and at wholesale prices, but only to our guests. It's nice to know that you'll only be served the best, while sailing into the Key West sunset. « less
Map | Visitor photos (203)
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