Things to do in Key West, FL

An eclectic artists community, Key West is the perfect spot to relax, and take-in South Florida vibes. Many of the top things to do in Key West involve the picturesque coastline. This includes sunset cruises, dolphin tours, and deep sea fishing excursions. Explore the exotic reefs while scuba diving, or simply stick to the shore for pristine beaches and some old-Florida culture. There is something for everyone in Key West and the Florida Keys.
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Featured Key West Activities

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Jun 20 - Jun 26
Captains-Choice-Sunset-Sail-with-Wine-and-Tapas-Pairings

Dolphin Watch Sunset Sail with Premium Wine and Tapas Pairings

114 ratings
2.5 Hrs.
Embark on an unforgettable sailing adventure through the crystal-clear waters of Key West with the Dolphin Watch Sunset Sail. Enjoy superbly crafted tapas like tuna poke and shrimp cocktail along with champagne, select premium wines including LaCrema, beer, and sangria as you journey to view majestic dolphins, landmark sights and the world famous Key West sunset. Get an authentic sailing experience as the captain and crew raise the sails on your luxurious catamaran and set out to find dolphins playing and frolicking in the surf and often near the boat! Book yours today!
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Triple Combo Snorkeling, Dolphin, and Sunset Cruise

76 ratings
3 Hrs.
This triple combo tour gives you three amazing experiences in one package. Watch pods of local dolphins playing in their natural habitat, snorkel at a tropical reef, and last but not least witness the famous Key West sunset! This action-packed, three-for-one adventure is sure to yield magic and memories to last a lifetime. Book now!
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Half-Day Key West Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour

1 rating
6 Hrs.
Enjoy the ultimate combination of adventure, rest, and relaxation on this Half Day Key West Ultimate Sandbar Adventure with Mangrove Kayak Eco Tour. Cruise out to the Florida Marine Sanctuary for an incredible guided kayak eco tour through the mangrove isles and keep your eyes open wide as you never know which of the over 500 marine species of wildlife you will encounter. Your expert guides will take you to the best spots! After the kayak tour, have lunch on the way to a local secluded sandbar and then when you're all done on the kayak tour, the bar is open!! You will have unlimited access of soft drinks, draft beer, and wine selections. Grab a beverage and explore the secluded sandbar. Each trip will have a master captain and two additional crew members catering to your every need. Leave your stress behind and book this amazing sandbar adventure today!
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Barefoot-Billy-s-Seabreeze-Dolphin-and-Snorkel-Tour

Seabreeze Dolphin & Snorkel Tour

18 ratings
3.5 Hrs.
Be on the lookout for Key West’s magnificent dolphins while cruising the crystal clear backcountry waters of the Gulf of Mexico. On this family-friendly outing filled with amenities, observe dolphins and other Key West wildlife mingling in their natural habitat among deserted tropical islands. Don't forget to dive in and snorkel Key West's warm, gentle water to see all the ocean has to offer with a Seabreeze Dolphin & Snorkel Tour. Book today!
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Key-West-Party-Boat-Fishing-Trip

Key West Party Boat Fishing Trip (6 Hour)

23 ratings
6 Hrs.
If you're looking for the best angling adventure in Key West, then this 6 hour Party Boat Fishing Trip is the one for you! Cruise brilliant blue waters as your expert captain and crew put you on the fish! Enjoy the thrill of the catch as you reel in a shot at record-breaking snapper, grouper, cobia, amberjack, and more. Learn expert tips and tricks, as well as local secrets that will ensure you have the trip of a lifetime! Book today!
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Sunset-Dinner-Cruise-by-Sunset-Watersports

Key West Sunset Dinner Cruise

289 ratings
2 Hrs.
If you are looking to make memories on a glorious Key West sunset as you dine and enjoy drinks with your loved ones, then this is the perfect cruise for you. This Key West Sunset Dinner Cruise allows you to have it all. Experience a delectable dinner and drinks out at sea with a friendly crew and dine on tropical-inspired featured dishes like Roast Pork with heavenly Cuban Bread followed by fried plantains. Your meal is prepared fresh on board and your catamaran features a fully stocked bar and comfortable seating in a climate-controlled cabin. So, get out on the water and dine, drink, and dance away the day on this classic Key West Sunset Dinner Cruise. Reserve your spot today!
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Parasailing-Smathers-Beach-by-Sunset-Watersports

Smathers Beach Parasailing Adventure

37 ratings
1 Hr.
Parasail the ocean blue skies of Key West where you’ll get a bird's eye view of Key West and Smathers Beach from 300 feet up in the sky! Fly high, have the time of your life, and float like an eagle on the wind. Take in the scenery, look out for marine wildlife, or simply enjoy the ocean air as you soar. So what are you waiting for?! Spread your wings and get ready for liftoff. Book your experience today!
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Champagne-Sunset-Sail-by-Sebago-Watersports

Champagne Sunset Catamaran Cruise

100 ratings
1.5 Hrs.
Enjoy a night you’ll never forget on a Champagne Sunset Catamaran Cruise in Key West. Watch the masterfully painted sunset fade into dark as the stars give an encore unlike any other. Stretch out and enjoy a pampering of complimentary drinks with family or a special someone. Come feel the ocean breeze blow through your hair and dance across your skin as the sun sets over Key West, book your Champagne Sunset Sail today!
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Glass-Bottom-Boat-Reef-and-Eco-Tour

Glass Bottom Boat Reef & Eco Tour

40 ratings
1.5 - 2.5 Hrs.
Hop aboard for an adventure through the most diverse underwater ecosystem in the United States with the Glass Bottom Boat Reef & Eco Tour. Enjoy traveling the tropical and sun-kissed waters of the Florida Keys on a sleek and comfortable catamaran as you scope stunning seascapes through a glass bottom. Take an underwater adventure in North America’s only living coral reef without even getting wet. See the home to elkhorn, brain coral, and hundreds of diverse fish species. Come along on a fun and informative tour of the Florida Keys on Key West's only window to the sea! Book now!
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Jet-Ski-Island-Tour-from-Parrot-Key

Jet Ski Island Tour from Parrot Key

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1.5 Hrs.
Take a thrilling ride around the beautiful Key West by jet ski. Zip through the emerald waters and forget about your worries. See different sites such as, the Southernmost Point, Key West Harbor, and a local sandbar where you will have a chance to take a dip. While on the water, you may even catch a glimpse of bottlenose dolphins, pelicans, and many more marine animals in their natural habitats. Don't miss your bragging rights, book this thrilling Jet Ski Tour today!
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Land-s-End-Sunset-Sail-with-Hors-d-Oeuvres-by-Sebago-Watersports

Southernmost Sunset Sail with Bar and Hors d’Oeuvres

211 ratings
2 Hrs.
Entice yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See local landmarks and sail past Sunset Key and historic Fort Zachary Taylor as you dine on a tasty selection of varied hors d'oeuvres. Watch the sunset with your favorite drink in your hand and your loved ones by your side. Enjoy live music from local musicians! These are moments you’ll savor long after you leave town! Don't miss the boat. Book your spot today!
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Conch-Tour-Train-Key-West

Hop On Hop Off Conch Tour Train Key West

12 ratings
Take a train ride through time and learn the legacy of Old Town from the Conch's themselves on this Hop On Hop Off Conch Tour Train in Key West. Be taken back in history where you'll discover the most famous sights. Your native tour guide will delight and enlighten you with interesting tales of yesteryears. All Aboard! It's time for you to learn about the magic and charm of Key West, get your seat on the Conch Tour Train today!
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Morning-Reef-Snorkel-and-Sail-by-Sebago-Watersports

Morning Reef Snorkel and Sail in Key West with Picnic and Unlimited Mimosas

32 ratings
3 Hrs.
Begin the day in the lap of luxury on an expansive 69’ sailing catamaran with Sebago Watersports. First, you’ll sail seven miles off Key West’s majestic coast to the shallow Caribbean water of the Florida Keys Reef. Imagine yourself swimming in warm tropical waters with swarms of vibrant colorful fish all around you. Set off on an adventure and book your Morning Reef Snorkel with Sebago Watersports today.
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Dip-and-Sip-Afternoon-Snorkel-Trip-by-Sunset-Watersports

Dip and Sip Afternoon Snorkel with Open Bar

53 ratings
3 Hrs.
Take an afternoon and plunge into the depths of Florida's coral reef for an amazing snorkeling experience. The Sandie Cat is Key West's newest snorkeling catamaran, which allows you to get to the reef with speed, comfort, and some serious style. Join the captain and crew, round up your group, and hit the waves for an unforgettable Key West experience packed with fun, sun, and tasty spirits. This all-inclusive trip boasts an open well bar including unlimited mimosas (mango, strawberry & orange) & a variety of soft drinks! Book your spot today!
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Half-Day-Split-Charter-Fishing-by-Captain-Conch-Charters

Half Day Split Charter Fishing in Key West

17 ratings
4 Hrs.
Climb aboard a 34-foot Crusader and take to the ocean blue on a deep sea fishing charter for up to 6 guests. On this half-day charter, you will head out with up to 5 other anglers on the hunt for that big catch. Some of the most popular fish species caught may vary seasonally but are generally mahi-mahi, tuna, sailfish, marlin, snapper, and many more on this amazing deep sea fishing experience! Don't miss your chance for a day on the water to remember! Book your Half Day Split Charter Fishing in Key West today!!
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Do-It-All-Adventure-by-Sunset-Watersports

Do It All Water Sports Adventure Package

45 ratings
6 Hrs.
Don't miss your chance to “Do it All” with a day-long Watersport Adventure Package in Key West. This all-inclusive experience gives you full access to a variety of awesome activities like kayaks, paddleboards, snorkeling, jet skis, floatables, water trampolines, and banana boat rides. Choose your activities and have your day your way with this Do It All Water Sports Adventure Package. Book today!
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Commotion-on-the-Ocean-Sunset-Cruise

Live Music Sunset Cruise with Cocktails Included

85 ratings
2 Hrs.
Sail away with an ocean breeze for a night of music, drinks, and dancing on this Live Music Sunset Cruise in Key West, Florida. Experience some of Key West’s best musicians as you dance to the backdrop of a gorgeous, tropical sunset. Eat, drink, and be merry aboard a spacious and comfortable catamaran and take in all of the stunning sights and sounds. For an evening you'll want to last forever, set sail on this Live Music Sunset Cruise! Book today!
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Key-West-Sunset-Sail-on-America-2-0-by-Classic-Harbor-Line

Key West Sunset Sail on America 2.0

45 ratings
2 Hrs.
Embark on a spectacular sunset sailing adventure off the coast of Key West, Florida in search of the famed "Green Flash." Experience the magic and romance of sailing at dusk as you sip champagne and watch for dolphins and other marine wildlife in the surf. Your friendly captain and crew will teach you the basics of sailing and even let you take the wheel. So, take a turn at the helm of one of the fastest schooners in the United States, book today!
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Barefoot-Billy-s-Seabreeze-Sunset-Harbor-Cruise

Seabreeze Sunset Harbor Cruise with Wine and Beer

18 ratings
2 Hrs.
Escape the hustle and bustle and experience a breathtaking Key West sunset with a Seabreeze Sunset Harbor Cruise. Your journey takes you away from commonly charted boat paths to unobstructed views and miles of turquoise waters, while snacking on delicious sushi and snacks. Travel to where the Gulf meets the Atlantic and on to the Southernmost Point of the United States. For an intimate and romantic evening that is sure to help you unwind, book a Sunset Harbor Cruise and toast to life!
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Frequently Asked Questions

1. How many days should I spend in Key West, FL?

Key West is a small island with a wide range of activities and things to do. Five days is a good amount of time to experience Key West without running out of things to do.

2. When is the best time to visit Key West, FL?

Key West temperatures and sea breezes make for an enjoyable vacation any time of year! It is most popular in the Spring between March and May, The moderate year round temperatures make it a wonderful destination on YOUR own time.

3. Is Duval Street safe in Key West?

Duval Street is one of the more popular places to visit in Key West. It draws a good crowd and everyone seems to get along.

4. Do you need a car in Key West?

Key West is a small island. You don't need a car in Key West. Many people rent scooters or bicycles. It is easier to park a bicycle or scooter than it is a car.

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