Top Key West attractions, tours & rentals
Featured Key West activities
Things to do in Key West, FL
Key West Sunset Dinner Cruise
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,...
Great food, fun crew. Fabulous experience
Great staff, good food and a lot of fun. Definitely recommend.
The staff was excellent and the food was great. It was very crowded so somewhat difficult to sit and enjoy.
Southernmost Sunset Sail with Full Bar and Hors d’Oeuvres
2 Hrs.
Excite yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See the local...
Relaxing ride with great music and wonderful views of the sunset!
Our cruise was one of our highlights during our visit. The crew was excellent and we did the upgrade on the bare drinks and it was well worth it. Definitely would sail with them again.
Had a great time. Met some great people and saw an awesome sunset.
2 Hour Private Sunset Cruise on a Tiki Bar Boat
New to TripShock2 Hrs.
If you are looking for a way to float away the day, then this 2 Hour Private Sunset Cruise on a Tiki Bar Boat is the...
New to TripShock
Small Group Key West Food Tasting & Culture Walking Tour
3 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...
My daughter and I went on the Southernmost Food Tour while here and thoroughly enjoyed all aspects of it. Tour guide was full of historic information along with cute stories of growing up in Key West. Easy walk so most anyone can participate. Highly recommend it!
We had an excellent tour. Good pace between the different venues. I would recommend this tour to others.
Our guide Sophia was excellent the food and the history was great
Would definitely suggest it to others
Key West Party Boat Fishing Trip (6 Hour)
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...
Everything was good from beginning to end. Calling & booking with TripShock was easy & the rep was very pleasant & thorough. The crew from Gulfstream was awesome.
Caption and crew did an excellent job of making the trip enjoyable for both our 11 year daughter and us, parents. We fished multiple locations and caught multiple species of fish. The galley food was a big hit with our daughter. Overall it was a great time. We recommend others to take a trip out when in Key West.
Windy choppy day. Fish were biting. Got to see my first hammer head. Couple of grouper. I mostly caught rocks.
Private Key West Walking Tour
New to TripShock1.5 - 2 Hrs.
Experience the remarkable and historic Key West by foot while observing the sights and embracing the unique vibe of this...
New to TripShock
Jet Ski Island Tour from Parrot Key
New to TripShock1.5 Hrs.
FREE SHUTTLE ON THE ISLAND
Take a thrilling ride around the beautiful Key West by jet ski. Zip through the emerald waters and forget about your...
New to TripShock
Champagne Sunset Catamaran Cruise
1.5 Hrs.
Enjoy a night you’ll never forget on a Champagne Sunset Catamaran Cruise in Key West. Watch the masterfully painted...
Excellent cruise, highly recommend, will do it every time I go to the Keys. The bar was great as well, also great sunset as well as seen some dolphins.
We had an awesome time on Marquesa. It was a little chilly but an awesome time. Great views. Bring a jacket.
Tim and his crew were excellent hosts and gave us a wonderful experience. Would definitely go again!
8 Hour Key West Boat Rental
8 Hrs.
Cast your cares to the wind and book you and your crew on this Key West Boat Rental. With multiple size options, you can...
Did my first dinner cruise and it was excellent!! Capt. Carl and crew made for a wonderful experience in spite of cold weather and the Covid protocols. Was...
The Sip & Sunset Cruise on Suncoast Watersports was great! After reviewing all the sunset cruises decided on this one; it did not disappoint! Selected...
We Decided to go on a sunset dinner cruise the last night of our trip. We were pleasantly surprised. The crew was nice Ross Brown who entertained was...
Sunset Sip and Sail with Open Bar and Live Music
2 Hrs.
Have you ever seen Key West at dusk on the open ocean? Just sit back and immerse yourself in the ambiance of this...
Our sailing trip was great we had a great time enjoyed Pete with the music and rest of staff were awesome. When we come back we will definitely do this again Thank You
Was a great sun set cruise with great entertainment and drinks
This was the highlight of our visit to Key West. Crew was great and very fun to be around. Unbelievable view and very comfortable trip. Highly recommend it and will be back in the future for another voyage.
Reef Dive or Snorkel ExcursionExperience tropical diving or snorkeling and swim with marine wildlife on a thrilling excursion to two different reef...
Wind and Wine Sunset SailSail into an unforgettable Key West sunset while sampling beer, delicious hors d'oeuvres, and 8 fine wines from around...
Key West ParasailingPrepare to be astonished as you fly 300 feet in the air above Key West. Experience the still tranquility while you float...
Key West Kayak Eco-TourJoin in on this guided Key West Kayak Eco-Tour and paddle at a relaxed pace through the crystal clear water of Key...
Original Key West Pub CrawlTake a tipsy stroll through Key West's famous downtown and its boisterous bars. You will get to experience five...
Downtown Parasailing AdventureIf you are looking for something exciting to do over downtown Key West, then this is the adventure for you. Parasail the...
4 Hour Key West Boat RentalCast your cares to the wind and book you and your crew on this Key West Boat Rental. With multiple size options, you can...
Cycleboat Cruise Key WestPedal, pedal then bottoms up! Now is the time to book this Cycleboat Cruise Key West for your chance at an all-inclusive...
Key West Pontoon RentalToss your worries away and book yourself and crew on this Key West Pontoon Rental. With two size options, and your...
Castaway Island Hydrobike TourEscape the crowds and enjoy the tropics on a unique, guided island tour on your very own personal hydrobike! Similar to...
Key West Tropical Bike TourDiscover Key West through the eyes of a local named Lloyd on an unforgettable Tropical Bike Tour. Take a leisurely ride...
Key West Parasailing AdventureSoar above an island paradise on a tropical breeze with a Key West Parasailing Adventure. Enjoy miles of breathtaking...
Private Tiki Bar AdventurePick out your grass skirt and your flower lei, then set out on a fun filled Tiki Bar Adventure. The only tour of its...
Escape Room ExperienceGather up your friends, and see if you have what it takes in an Escape Room experience in Key West. Piece together...
TripShock Gift CardGive the gift of lasting memories with a TripShock gift certificate! Let the recipient choose an adventure from top...
Key West Day Trip From MiamiTake a journey from Miami, across the Overseas Highway, to beautiful Key West on a day trip from Miami. Hop on a luxury...
Private Luxury Yacht CharterClimb onboard the After Hours for a one-of-a-kind adventure through the Florida Keys with this Private Luxury Yacht...
Wreck Dive Scuba AdventureVisit two shipwreck locations and explore Key West's underwater treasures. Glide through the shimmering waters in search...
Harbor History Tour Key WestSoak up the idyllic seaside views on this fully narrated Harbor History Tour Key West. Climb on board for a breathtaking...
