Key West, FL > All activities
02/27/2020 ~ 03/04/2020

Things to do in Key West, FL

Getting the best experiences for you...
Key West Sunset Dinner Cruise

Key West Sunset Dinner Cruise

80 reviews
Duration2 Hrs.
Enjoy a delicious dinner, drinks, and a beautiful sunset at sea with a friendly crew. Dig in to an incredible tropical...
Was very fun time, bartenders were great!
All was great. The boat, staff, drinks, food and length of cruise.
We were expecting a good experience, but what we got exceeded our expectatons. The staff were all great, the buffet was excellent - not easy when feeding 50 people on a boat - and the entertainment from Toko was really fun (I even got a little karaoke slot!) With a bit of unsettled weather over our few days in the Keys we got lucky with that too. Highly recommended and very good value for money.
from $69
$59
Historic Harbor Parasailing Key West

Historic Harbor Parasailing Key West

20 reviews
Duration1 Hr.
$45 EARLY BIRD SPECIAL
Come parasail the ocean blue skies of Key West and get a bird's eye view of Key West and Historic Harbor from 300 feet...
Everything went well!Great view and amazing experience!
The staff were very friendly and helpful. I felt safe with them. Flying in the sky was fantastic and something you won't want to miss. Will definitely be going again!
Great time! The guys did an excellent job and made the entire experience enjoyable!
from
$45
Champagne Sunset Sail

Champagne Sunset Sail

10 reviews
Duration2 Hrs.
Enjoy a night you’ll never forget on a Champagne Sunset Sail in Key West. Watch the masterfully painted sunset fade...
The Captain and crew were great and the evening was fun and beautiful.
We took my best friend on a sunset sail as part of her bachelorette trip and it was AMAZING. Eric and his crew were awesome and we had the best time celebrating! Highly recommend - can’t beat the price and experience!
Great evening, Wonderful boat, great crew, and the drinks weren't bad either.
from
$53
Key West Sunset Cruise with Beer and Wine

Key West Sunset Cruise with Beer and Wine

17 reviews
Duration2 Hrs.
Be enchanted by the magic and awe of the world famous Key West sunset aboard a luxurious Party Cat catamaran. This...
We had a great time on this trip. The entertainment was great, the food was great, and the crew was great! Could not have asked for a better time!
Excellent bartender service. Complete gorgeous panoramic views including sunset. Smooth journey on the water with live music.
My son and me had a great time! I will definitely do this again.
from
$40
Triple Combo Snorkeling, Dolphin, and Sunset Cruise

Triple Combo Snorkeling, Dolphin, and Sunset Cruise

16 reviews
Duration3 Hrs.
This triple combo tour gives you three amazing experiences in one package. Watch pods of local dolphins playing in their...
Amazing trip. We saw six dolphins, got stuck on low tide but unstuck thanks to the amazing female captain. We snorkelled at sunset and drank beer all the way back. Highly recommend!
My husband and I had a great experience. We were originally supposed to do the sunset cruise but the weather wasn’t looking in our favor so reschedule. We got to see dolphins up close, go snorkeling and enjoyed the captain and assistant.
Great Captain and Crew, lovely weather this day and fantastic and cooperative dolphins. I got so many pics of them. Afterwards we were snorkeling at a beatiful reef where we saw stingrays, baracudas and even sharks. It was worth each and every pence!
from $74
$64
Small Group Key West Food Tasting & Culture Walking Tour

Small Group Key West Food Tasting & Culture Walking Tour

23 reviews
Duration3 Hrs.
One Free Cocktail Included!
Meet your fellow foodies in Old Key West and set off to explore the mouthwatering tastes of the region. Forgo the...
Our first trip to Key West. We decided to do the Food & Culture Walking Tour for lunch on our first full day there. Figured it would give us an introduction to the layout of the island and maybe some restaurants we might want to return to. The tour and food exceeded our expectations. First stop was El Siboney for Cuban food and coffee. Very generous serving, and the 4 of us liked it so well, we returned the next day for lunch. I also was over the moon for the Cuban coffee and sought it out 5 more times during our 5 days in the keys. Including twice more at this restaurant. Our guide Tracy was a fun guy & a born and bred Key West native. He explained about the coffee and what makes it authentic, about the food at all the restaurants, and pointed out historic sites all along our walk. Next stop was the Rum Bar for a rum runner cocktail. I discovered another drink I really liked & the bartender was kind enough to let me photograph the bottles & told me how to make it at home. Then off to Bad Boy Burrito for fish tacos. Honestly, the idea of those sound awful to me so I've never ordered them, but they were very good. Then Blue Heaven for some wonderful key lime pie and, lastly, conch fritters on Duval Street. Again, Tracy was cool answering any questions we had about where to go for other meals during our stay. He took photos of people by the lighthouse so we didn't all have to do selfies. If you are hesitant about the tour, don't be. You get plenty of food for lunch, you get some exercise walking, you get history and your bearings if you've just arrived. Totally worth it.
Sophia was a knowledgeable hostess! Food and drinks were great! Enjoyed the history she provided.
We had a great guide who gave us a lot of information on life in Key West. Food was tasty and service good.
from
$75
Key West Party Boat Fishing Trip (6 Hour)

Key West Party Boat Fishing Trip (6 Hour)

36 reviews
Duration6 Hours
If you're looking for the best angling adventure in Key West, then this 6 hour Party Boat Fishing Trip is the one for...
Captain Dave, AJ, Angela, and the crew were excellent. Funny, helpful, and made our fishing trip a great time. They worked hard the whole day to keep us...
Man what a day. Gotta say AJ is the shit! If you're looking for a good time and something to take up the whole day, this is it.
Best crew I have ever seen! First of all I need to explain how I found them... Like many of us , first I called the top guys from TripAdvisor and they...
from
$67
Ultimate Key West Adventure with Lunch
Embark on an all-day water excursion that includes breakfast, lunch, and unlimited water sports for you and your whole...
Rum & Reggae Sunset Snorkel Combo
Leave land behind for an evening of snorkeling and Reggae music on this Rum & Reggae Sunset Snorkel Combo cruise. The...
Southernmost Sunset Sail with Full Bar and Hors d’Oeuvres
Excite yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See the local...
Do It All Adventure with Optional Parasailing
Don't miss your chance to “Do it All” with a day long Watersport Adventure pass in Key West. This all-inclusive...
Windjammer Schooner Sunset Sail
Spend a romantic evening aboard an authentic wooden schooner on the Windjammer Schooner Sunset Sail. This sailing vessel...
Reef Dive or Snorkel Excursion
Experience tropical diving or snorkeling and swim with marine wildlife on a thrilling excursion to two different reef...
Morning Sail, Snorkel, and Kayak Adventures
Wake up and experience nature at its finest with a half day island adventure complete with sailing, kayaking, and...
Tiki Cocktails & Foodie Pub Crawl of Key West
Sip, stroll, and party your way through Old Key West as you and a troupe of other free-spirited beverage enthusiasts...
Half Day Split Charter Fishing in Key West
Climb aboard and take to the ocean on a deep sea fishing charter. On this half-day charter you will head out with up to...
Island Hopper Speedboat Excursion for Two
This is the best kept secret in Key West! Hop in your own personal mini speedboat and follow your knowledgeable guide...
Reef & Ritas Afternoon Snorkeling Trip
Experience the best afternoon on the Straights of the Florida Keys with this famous Reef & Ritas Afternoon Snorkeling...
All-Inclusive Captained Key West Boating Adventure
Cast your worries aside and immerse yourself in all-day fun with this All-Inclusive Captained Key West Boating...
Wind and Wine Sunset Sail
Sail into the Key West sunset while sampling 8 fine wines from around the world, beer, and delicious hors d'oeuvres....
Windjammer Schooner Day Sail
Catch the wind on a historic, dual-masted sailing vessel for a pleasure cruise through beautiful Key West. Journey the...
Guided Old Town Bike Tour of Key West
Slow down and explore the best from Old Key West on a guided bicycle tour! This leisurely ride will teach you all about...
Seabreeze Dolphin & Snorkel Tour
Be on the lookout for Key West’s magnificent dolphins while cruising the crystal clear backcountry waters of the Gulf...
Seafood Lover's Tasting & Cultural Walking Tour
Discover the incredible flavors of Key West's best seafood as you stroll the historic streets of America's southernmost...
Sunset Snorkel Sail with Open Bar and Live Music
Treat yourself to an evening of incredible snorkeling, delicious drinks, and groovy melodies on the the Sandie Cat...
Live Music Sunset Cruise with Adult Beverages in Key West
Sail away with an ocean breeze for a night of music, drinks, and dancing on the Commotion on the Ocean Sunset Cruise....
Morning Reef Snorkel and Sail in Key West
Begin the day in the lap of luxury on an expansive 69’ sailing catamaran with Sebago Watersports. First, you’ll sail...
Dolphin Watch & Snorkel Tour
Voyage through the crystal waters on a Dolphin Watch & Snorkel Tour. Climb on board a relaxing catamaran where you will...
Ultimate Express Key West Experience
Enjoy optimum Key West water fun and excitement with the Ultimate Express Key West Experience! Prepare for 3.5 hours of...
Double Dip: 2 Stop Snorkel Adventure
Experience snorkeling in the Florida Keys on an adventure like no other. Explore the crystal clear waters on this...
Full Day Sail, Snorkel and Kayak Excursions
This full day island adventure offers sailing, kayaking, and snorkeling in one awesome package, allowing you to...
Key West Tropical Bike Tour
Discover Key West through the eyes of a local named Lloyd on an unforgettable Tropical Bike Tour. Take a leisurely ride...
Key West Parasailing
Prepare to be astonished as you fly 300 feet in the air above Key West. Experience the still tranquility while you float...
Smathers Beach Parasailing Adventure
Come parasail the ocean blue skies of Key West where you’ll get a bird's eye view of Key West and Smathers Beach from...
Key West Parasailing Adventure
Soar above an island paradise on a tropical breeze with a Key West Parasailing Adventure. Enjoy miles of breathtaking...
Full Day Watersports Adventure with Breakfast & Lunch
This all-inclusive trip includes sailing, jet skis, parasailing, banana boat rides, snorkeling, kayaking, and more!...
Seabreeze Sunset Harbor Cruise with Wine and Beer
Escape the hustle and bustle and experience a breathtaking Key West sunset with a Seabreeze Sunset Harbor Cruise. Your...
Island Adventure Snorkel & Kayak Tour
Experience the magic of the Keys as you explore the backcountry on the Island Adventure Snorkel & Kayak and Tour....
Private Snorkel and Sunset Sail Excursion
Climb aboard and set out on a private snorkel and sunset sail. You'll get the best of both worlds as you glide across...
Guided Backcountry Paddle Tour
Let Key West Eco Tours pick you up for a Guided Backcountry Paddle Tour of lush island mangroves. Choose from a...
Beach Pass Watersports Package with Parasailing
Capture the magic of Smathers Beach with this all-day Ultimate Beach Pass. This amazing pass offers something for...
Tiki Bar Adventure
Pick out your grass skirt and your flower lei and set out on a fun filled Tiki Bar Adventure. The only tour of its kind,...
The Key West Aquarium Admission Ticket
Journey under the sea without even getting wet with a Key West Aquarium Admission Ticket. The very first attraction in...
Java Cat Sail, Kayak, & Snorkel Half Day Eco Tour
Experience the unbridled beauty of the Keys' on this Java-Cat Sail, Kayak and Snorkel Half Day Eco Tour in Key West....
Private Luxury Yacht Sunset Cruise
Ride off into a beautiful Lower Keys' sunset on this Private Luxury Sunset Cruise. On board this incredible customized...
Private Harbor Day Sail Aboard the High Tide
Cruise the scenic waters of America's southernmost city on a day sail adventure with the professionals at Sunset Sail...
Private Chill Out Lily-Pad Sail - Up to Six Guests
Live the Key West lifestyle as you set sail over calm blue waters then drop anchor and chill out on a giant floating...
Rise & Reef Snorkeling Trip With Breakfast & Unlimited Mimosas
Take an adventure into the depths to explore Florida's best reef on a snorkeling experience you will never forget! The...
Sunset Sip and Sail with Open Bar and Live Music
Have you ever seen Key West at dusk on the open ocean? Just sit back and immerse yourself in the ambiance of this...
Beginner Scuba Diving Tour Key West
Plunge into the serene waters of Key West with a private lesson and scuba diving tour by Try Scuba. This tour is meant...
Key West Catamaran Snorkel Trip
Get an incredible day of sailing, kayaking, and snorkeling in one awesome package and finish of your day with a famous...
Dip and Sip Afternoon Snorkel with Open Bar
Take an afternoon and plunge into the depths of Florida's coral reef for an amazing snorkeling experience. The Sandie...
Backcountry Paradise Private Charter - Up to 4 Guests
Take an adventure through the Florida Keys' Backcountry on a Custom Charter for up to four guests. Customize your...
Escape Room Experience
Gather up your friends, and see if you have what it takes in an Escape Room experience in Key West. Piece together...
Old Town Trolley Tours Key West
Step on the Old Town Trolley for a Tour of Key West and watch its history come alive. Ride along enjoying the city's top...
Combo Dolphin and Snorkel Cruise in Key West
Climb aboard a combo snorkel and dolphin watch adventure and see the best of Key West. First head out looking for pods...
Miami, Fort Lauderdale, & Key West Unlimited Sightseeing Day Pass
Get your ticket to experience the best of Miami, Fort Lauderdale, and Key West with an Unlimited Sightseeing Day Pass....
Jet Ski Tour of Key West from Marriott Beachside
Race around the tropical waters of beautiful Key West on a Jet Ski Island Tour. An exciting, high-speed tour around the...
Half Day Deer & Wildlife Tour from Key West
The only trip of its kind in Key West, the Half Day Key Deer tour, lets you travel in comfort across Overseas Highway as...
Private BYOB Sunset Sailing Excursions
Cruise the picturesque waters of Key West at sunset aboard the 33' yacht of Sunset Sail Key West. Among the most popular...
Hop On Hop Off Conch Tour Train Key West
Learn the legacy of the Old Town from the Conch's themselves on a Conch Tour Train in Key West. When you come on board...
Ghosts and Gravestones Tour Key West
Climb on board for a bone-chilling Ghosts and Gravestones Tour of Key West. Journey down dark narrow streets, past 19th...
Key West Day Trip From Miami
Take a journey from Miami, across the Overseas Highway, to beautiful Key West on a day trip from Miami. Hop on a luxury...
Mallory Square Hydrobike Sunset Tour
Witness a sunset from one of the most sought out vantage points on the island, Mallory Square, but do it from the water...
Florida Keys & Miami Explorer Pass
The Florida Keys & Miami Explorer Pass gives you the most bang for your buck on a variety of sweet South Florida...
Private Charter Fishing in Key West
Climb aboard and take to the open ocean on an unforgettable Key West deep sea fishing excursion with Captain Conch...
Morning Reef Snorkel Tour
Experience AM snorkeling in the sparkling waters of the Florida Keys on a Morning Reef Snorkel Tour. Climb on board a...
Dolphin Research Center Adventure from Key West
Travel up the Keys to visit the Dolphin Research Center and make exciting stops along the way on this full day...
Key West Shipwreck Treasures Museum Admission Ticket
See the lost treasures of old with an admission ticket to the Key West Shipwreck Treasures Museum. Home to over 400...
Afternoon Reef Snorkel and Sail
Immerse yourself in the tropical waters of Key West when you set out on a snorkel and sailing adventure. Watch swarms of...
Castaway Island Hydrobike Tours
Escape the crowds and enjoy the tropics on a unique and intimate self-guided island tour on your personal hydrobike!...
Truman's Little White House Admission Ticket
Discover Florida's only presidential site with an admission ticket to Truman's Little White House. Built in 1890 as the...
Private Luxury Yacht Charter
Climb onboard the After Hours for a one-of-a-kind adventure through the Florida Keys with this Private Luxury Yacht...
Up the Keys Adventure to Aquarium Encounters
Visit Aquarium Encounters and see the best the Keys has to offer on this full day adventure with Up the Keys Tours....
3/4 Day Split Charter Fishing in Key West
Venture out to sea to chase big game with an expert captain and crew. You and up to 5 other anglers will search for some...
Key West Scooter Rentals
Strike out and explore Key West on your choice of a single rider or double rider scooter rental. Soak up the sun and...
Wreck Dive Scuba Adventure
Visit two shipwreck locations and explore Key West's underwater treasures. Glide through the shimmering waters in search...
Live Performance at the Waterfront Playhouse
Experience the magic of live theater at Key West's Waterfront Playhouse. The playhouses's mission is to produce...
Miami to Key West Day Trip & Snorkel Combo
Escape from Miami to Key West and enjoy a snorkeling booze cruise. Your journey begins on a luxury motor coach waiting...
Miami, Fort Lauderdale, & Key West Unlimited Sightseeing Flex Pass
Miami, Fort Lauderdale, and Key West are yours to explore with an Unlimited Sightseeing Flex Pass. Enjoy top activities...
Day Trip to Key West from Miami or Ft. Lauderdale
Escape to a tropical paradise with a Day Trip to Key West from Miami or Ft. Lauderdale. Climb on board and enjoy the...
Key West Day Trip with Glass Bottom Boat Ride
Journey to explore the southernmost city in the U.S. on a Key West Day Trip with Glass Bottom Boat Ride from Miami or...
Key West Overnight Trip from Miami or Ft. Lauderdale
Hop on the bus and journey to charming Key West on this Overnight Trip from Miami or Ft. Lauderdale. Enjoy a comfortable...
Schooner Champagne Sunset Sail
Come along on this Champagne Sunset Sail and step into the lap of luxury. Sip, relax, and unwind aboard a gorgeous...
Day Trip to Key West & Conch Train Tour from Miami or Ft. Lauderdale
Get away to the tropics today with a Day Trip to Key West and Conch Train Tour. Relax and take in the coastal scenery as...
Day Trip to Key West & Trolley Tour from Miami or Ft. Lauderdale
Escape to a magical place with Caribbean flair on a Day Trip to Key West and Trolley Tour. Take in the coastal sights as...
Day Trip to Key West from Miami or Ft. Lauderdale with Parasailing
Escape to a tropical paradise on a Day Trip to Key West from Miami or Ft. Lauderdale with Parasailing. Journey through...
Bugeye Schooner Backcountry Eco Tour
Have you ever wanted to take the wheel or hoist the sails of a real schooner? If so, here's your chance! This half-day...
Bloody Mary Schooner Sail
Set sail around the coast of Key West on an authentic wooden schooner. Take a cruise that boasts some gorgeous sights...
Harbor History Tour Key West
Soak up the idyllic seaside views on this fully narrated Harbor History Tour Key West. Climb on board for a breathtaking...
Paddleboard Rentals at Casa Marina
Feel like your walking on water as you take in the beauty of Key West on your personal paddleboard. Glide over sparkling...
Captain's Choice Sunset Sail with Wine and Tapas Pairings
Embark on an unforgettable sailing adventure through the crystal-clear waters of Key West with the Captain's Choice...
Sunset Sail Aboard the Historic When and If
Set sail on Key West’s most elegant historic schooner, the When And If. Built in 1939 for General George Patton’s...
Jet Ski Island Tour of Key West from Casa Marina
Explore beautiful Key West as you circumnavigate its tropical waters on this Jet Ski Tour from Casa Marina Resort. This...
Key West Sunset Sail on America 2.0
Embark on a spectacular sunset sailing adventure off the coast of Key West in search of the famed "Green Flash"....
Islamorada Theater of the Sea Tour with Transportation
Get ready for an epic Key West marathon to Islamorada on this Theater of the Sea Tour with Transportation. Witness...
Day Sail Aboard Schooner America 2.0
Explore the high seas in style on the Schooner America 2.0, namesake of the first sailboat to win the America's Cup in...
Private Luxury Yacht Day Cruise
Experience the backcountry islands of the lower Keys' in the lap of luxury on a Private Yacht Luxury Day Cruise. Forego...
Mimosa Day Sail Aboard Schooner America 2.0
Take the helm and experience the majesty of sailing for yourself as you sit back and relax with a mimosa on a scenic day...
The Waterfront Playhouse Presents "Red Speedo"
Dive into The Waterfront Playhouse for Red Speedo, a tale about doping in the high-stakes world of the Olympics. Written...
Key West Day Trip & Snorkeling Tour From Miami or Ft. Lauderdale
Take a journey South to explore with this Key West Day Trip and Snorkeling Tour from Miami or Ft. Lauderdale. On a...