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12 results | All Key West Tours

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Key West Full-Day Power Adventure: Sailing & Watersports Package

Key West Full-Day Power Adventure: Sailing & Watersports Package

star-4.5
586
Enjoy the Key West sunshine on a full-day catamaran excursion, and take part in a range of watersports, too. As you cruise around the alluring Gulf of Mexico, gaze out at the scenery and spot local marine life. Choose from a range of activities from snorkeling and kayaking to adrenaline-fuelled parasailing or Jet Skiing. Breakfast and lunch are served on board.
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$209.95
From
$209.95
Taking safety measures

Parasailing in Key West with Professional Guide

Parasailing in Key West with Professional Guide

star-4.5
143
Get a bird’s-eye view of Key West from high above the crystal blue waters of the Atlantic Ocean on this parasailing tour. Experience the thrill of flying while watching the bustling activity along the coastline and the abundance of marine life below. See dolphins, turtles, fish, and more from 300 feet in the air. Enjoy gentle, dry takeoffs and landings.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$89.95
From
$89.95
Taking safety measures

Key West Parasailing Adventure

Key West Parasailing Adventure

star-5
145
Go parasailing above the emerald waters of Key West for a thrilling 1-hour tour that provides sweeping views of Florida’s southernmost city and its surroundings. Head out in a 12-passenger state-of-the-art parasailing boat out to the ocean, then your guide secures you into a double or triple-person parasailing device for a ride that gently lifts off and glides above the water, all without getting wet.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$85.95
From
$85.95
Taking safety measures

Do It All Watersports Adventure with Lunch

Do It All Watersports Adventure with Lunch

star-4.5
103
Cool off in Key West on a 6-hour water sports tour that features 12 different water activities for you to try, from snorkeling to windsurfing to Wave Runners. Lunch is included, as is a draft beer on the way back to the marina for those over the age of 21.
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  • 6 hours
  • Free Cancellation
  • Taking safety measures
From
$198.78
From
$198.78
Taking safety measures

Parasailing in Key West Seaport

Parasailing in Key West Seaport

star-4.5
96
Try something new in Key West: parasailing. Adventure seekers who've booked this trip will love soaring over the Key West Seaport. The experience is available for singles, doubles, and even triples so it's a fantastic activity for a group of friends or a family. You'll board a state-of-the-art boat, get briefed by the crew, and then fly over the city—free as a bird.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$89.95
From
$89.95
Taking safety measures

Parasailing at Smathers Beach in Key West

Parasailing at Smathers Beach in Key West

star-4.5
46
Take in rare birds–eye views of Key West on a parasailing adventure over Smathers Beach. With your pick of a one, two, or three–seater flight and a range of departure times offered throughout the day, this tour is a popular, flexible choice for families. Your guide, who ensures that the small group has a personalized experience, takes photos and video available for purchase after the trip.
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  • 1 hour
  • Free Cancellation
  • Taking safety measures
From
$89.95
From
$89.95
Taking safety measures

Miami: Key West Open Bar Snorkel Boat or other options

Miami: Key West Open Bar Snorkel Boat or other options

star-3.5
11
Key West is Florida’s southernmost city, fringed with tropical islands and vibrant coral reefs. With this tour, admire the views as you drive Overseas Highway One through the Florida keys, then set sail to discover the islands from the water. Depending on the tour option chosen, discover the underwater wonders on a glass-bottom boat tour, spot dolphins in their natural habitat, or dive in to swim and snorkel, then sip margaritas onboard.
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  • 15 hours
  • Free Cancellation
From
$129.00
From
$129.00

Boat Excursion in Florida Keys with Snorkeling Equipment

Boat Excursion in Florida Keys with Snorkeling Equipment

star-5
6
Some big boat tours in the Florida Keys can feel crowded and impersonal. This private tour instead offers a personalized and customizable experience of the Lower Keys. Where you go and what you do is largely up to you, whether it's snorkeling, kayaking, dolphin-watching or simply chilling out on the water.
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  • 4 hours
  • Free Cancellation
From
$600.00
per group
From
$600.00
per group

Marathon Offshore Fishing Charter

Marathon Offshore Fishing Charter

star-3
2
Kick back, drop your line in the water and a enjoy a relaxing day in the Florida Keys, trying your hand at a catch that may include sailfish, wahoo, mahi mahi, tuna, snapper, grouper, king mackerel, and shark. This private charter includes exclusive use of a 31-foot (9.5 meter) open fishing boat with shade, instruction for beginners or advanced tips for the pros, and all the equipment you need.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$1,490.25
per group
From
$1,490.25
per group
Taking safety measures

Marathon Tarpon Fishing Charter

Marathon Tarpon Fishing Charter

star-1
1
Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant Tarpon! Marathon the hub for fishing in the Florida Keys, great beaches, shopping, fantastic food and home to the largest Tarpon run. View the beautiful waters, all while experiencing the thrill of a chance to catch the silver king, the myth, the legend of the sea the Florida Keys Tarpon. Your trip is guided by our licensed Captain in a modern fish catching Tarpon catching style boat. All the fishing rods and reels, right and left handed and all the tackle you need, as well as all other necessities including safety equipment. Take a deep breathe and lets do this, the Silver King is waiting! Travelers that have enjoyed our fishing charters also have enjoyed The Turtle Hospital, a tour down Seven Mile Bridge or a beautiful sunset at Sombrero Beach.
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  • 4 hours
  • Free Cancellation
  • Taking safety measures
From
$717.52
per group
From
$717.52
per group
Taking safety measures

LIVE Music Tour

LIVE Music Tour

star-5
1
You will begin this 2 hour guided walking tour by meeting your tour guide in the parking lot next to Hanks Hair of the Dog Saloon ( 409 Caroline Street). You will then be taken to some of the best live music venues in Key West. Every tour is unique and different. You will be able to buy drinks, and you can take your drink from one venue to another venue. Venue stop times will vary. Several different venues are visited. If you love live music- this is a one-of-a-kind experience. ​
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  • 2 hours
  • Free Cancellation
  • Taking safety measures
From
$39.00
From
$39.00
Taking safety measures

Marathon Inshore Fishing Charter

Marathon Inshore Fishing Charter

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and fantastic food. View the beautiful scenery, while experiencing the thrill of a chance to catch species such as Yellowtail, Snapper, Permit, Tarpon, Grouper, Barracuda, and Shark. Your tour is guided by a licensed Captain in a modern open fishing style boat with a t-top for shade. All the fishing rods and reels, right and left-handed and all the tackle you need, as well as all other necessities including safety equipment. Booking with confidence on TripAdvisor, it makes this charter an easy, reliable and enjoyable decision. Reserve Today to get hooked up! Travelers that have enjoyed our fishing charters also have enjoyed The Turtle Hospital, a tour down Seven Mile Bridge or a beautiful sunset at Sombrero Beach.
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  • 4 to 8 hours
  • Free Cancellation
  • Taking safety measures
From
$579.54
per group
From
$579.54
per group
Taking safety measures

Filters

What people are saying about Extreme in Key West

star-5
Key West Full-Day Power Adventure: Sailing & Watersports Package
"We had a great time! Best part of our trip. Highly recommend! Staff was super nice. Alcohol served was very limited, only drawback. A margarita would have been nice. They only had Landshark beer and red and white wine. Wine is just kind of unfitting for a day playing in the sun."..."
star-5
Parasailing in Key West with Professional Guide
"Great guide and captain. It was my kids’ first time. They had a blast and I felt it was very safe. I appreciated the guide joking and connecting with the passengers. Kids want to go back and I am going up next time!"..."
star-5
Key West Parasailing Adventure
"This was so much fun! Our crew Alex and Tony were professional, safe and very fun! It is so peaceful up in the air. Nothing to be afraid of. Would definitely do again!"..."
star-5
Do It All Watersports Adventure with Lunch
"definitely worth the money. so many activities to do more than enough & the staff was very nice & helpful"..."
star-5
Parasailing in Key West Seaport
"What a wonderful time, crew very professional yet a fun time, sights of key west we’re beautiful, pristine water"..."
star-5
Parasailing at Smathers Beach in Key West
"My daughter is afraid of heights, but wanted to go parasailing with her friend. Their guides were fabulous! They both loved it and the guides made my daughter so comfortable. The parasailing ended up being one of her favorite activities during our 6 day visit to Key West."..."
star-5
Miami: Key West Open Bar Snorkel Boat or other options
"Tour guide was super cool. Key west is awesome and snorkeling is a must. 6 hours in key west is not long enough! But very very enjoyable!"..."

Frequently Asked Questions

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