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Top Key West attractions, tours & rentals

Sailing Charters
Snorkeling Tours
Sunset Cruises
Deep Sea Fishing Charters
Parasailing
Dinner Cruises
Food Tours
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Things to do in Key West, FL

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Key West Sunset Dinner Cruise

Key West Sunset Dinner Cruise

252 ratings
Duration2 Hrs.
If you are looking to make memories on a glorious Key West sunset as you dine and enjoy drinks with your loved ones,...
First time for all of us and we'll never forget it. Pictures were amazing and it was surprisingly peaceful
Honestly can say that was the most fun we had on our vacation!!!
Music, dancing, dinner, drinks and a beautiful sunset completed the trip. The staff was amazing, we felt well taken care of- dinner was good (buffet style, served by staff behind plexiglass ensuring Covid safety protocol), drinks were always ready, and we watched a beautiful sunset (even though we missed the sun dipping into the water because there was a cloud on the horizon, but hey, it's not the boat's fault, right)
from $70
$70
Southernmost Sunset Sail with Bar and Hors d’Oeuvres

Southernmost Sunset Sail with Bar and Hors d’Oeuvres

170 ratings
Duration2 Hrs.
Entice yourself with the starburst blaze of colors that is the Key West sunset on a luxurious sunset sail. See local...
it was amazing...crew was very friendly and professional. The appetizers were amazing and the local talent was great!! Will definitely recommend this sunset cruise to our friends!!
Beautiful sunset cruise and the guys working the boat did a great job! Definately more passengers on the boat then I was hoping for but that was the only downfall!
The hors d’oeuvres were meh in regards to their quantity but everything else was delightful!!
from $70
$69
Smathers Beach Parasailing Adventure

Smathers Beach Parasailing Adventure

29 ratings
Duration1 Hr.
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...
Paid in full. Got there early felt that the people were not friendly so we ended up not feeling comfortable and left without ever even stepping foot on that boat. What a waist of money and our time
My daughter and I tried parasailing for the first time ever and were pretty nervous at first! The guys on our boat were so helpful and accommodating and FUN!!!!! We had a great time!
I loved it ! Very fun and professional! I will be going back again!
from
$80
Key West Party Boat Fishing Trip (6 Hour)

Key West Party Boat Fishing Trip (6 Hour)

11 ratings
Duration6 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...
As time went by the fishing spots got better and exciting ... If you are not use to being out on the water please take a Motion Stickiness Pill
Great experience, Captain put us on the fish. Whole family went and had a blast.
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.
from
$67
Glass Bottom Boat Reef & Eco Tour

Glass Bottom Boat Reef & Eco Tour

23 ratings
Duration2 Hrs.
Climb aboard for an adventure through the most diverse underwater ecosystem in the United States with the Glass Bottom...
It was great to see all the fish and we even got to see a shark. Staff was very friendly and helpful.
The Coral Reef was Great the Sunset was absolutely Breathtaking ✨
The crew was great - boat was in excellent condition. Was a pretty cool trip - even though water was a bit rough, we were still able to have some great sights
from
$50
Reef Dive or Snorkel Excursion

Reef Dive or Snorkel Excursion

32 ratings
Duration4 Hrs.
Experience tropical diving or snorkeling and swim with abundant marine life on a thrilling excursion to two different...
Stormy was very friendly, and we enjoyed her talking with us. At the second spot, we saw five dolphins; it was awesome!
My family and I really enjoyed the trip. The crew went the extra mile to help my 12-year-old daughter get over her fear of snorkeling. By the end of the trip she was asking me how to get scuba certified because she loved snorkeling so much.
Crew was knowledgeable and friendly . Sites were great that they took us to.
from
$45
Do It All Water Sports Adventure Package with Parasailing

Do It All Water Sports Adventure Package with Parasailing

5 ratings
Duration6 Hrs.
A $350 VALUE FOR $150!
Don't miss your chance to “Do it All” with a daylong Watersport Adventure Package with Parasailing in Key West. This...
Excellent all around.Staff very knowledgeable. Only complaint is that you should let people know to bring cash or have Apple Pay or Venmo on their phones. We had no cash with us. We understand that the crew relies on tips. We felt awful. We even said that we would send a very generous tip when we got home. The bartender ( I’m sure has gotten stiffed on tips before) was a little nasty when we told her of our predicament. She even chased after us when we were leaving. I was able to get Venmo on my phone so everyone got a tip
Absolutely fantastic experience from start to finish. We loved all of the activities and had a blast doing each and every one. The staff was extremely knowledgeable and courteous. They were the perfect mix of professional AND fun! Probably the highlight of our entire trip! A big thanks to everyone involved!!
from
$160
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