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Top Key West Private Sightseeing Tours

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24 Tours and Activities

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Free Cancellation:Get a full refund up to 24 hours in advance on most experiences.See Details

NEW TO VIATOR

Key West Afternoon Boat Charter ($496 TOTAL includes up to 6 guests)

We'll begin our adventure by cruising away from the Island of Key West and into the blue waters of The Florida Keys. Once underway, you should be on the look-out for dolphins, manatees, sea turtles, stingrays and more.This custom charter will allow you and your family or friends to simply relax or engage in a number of activities including kayaking through an eco-tour in the mangroves, paddle-boarding and snorkeling. Possibilities abound!Either indulge your sense of adventure or lay back and take it all in. We will see to every detail to be sure you don't have to lift a finger.We provide all equipment and toys:Snorkeling GearKayaks and PaddlesPaddle-boardsFloating swim matFishing GearWe have room for up to 6 guests per charter.
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  • 3 hours
  • Free Cancellation
From  
US$496.00
From  
US$496.00
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  • 3 hours
  • Free Cancellation

NEW TO VIATOR

Key West Morning Boat Charter ($496 TOTAL includes up to 6 guests)

We'll begin our adventure by cruising away from the Island of Key West into the crystal blue waters of The Gulf of Mexico. Once underway to our island destination you should be on the look-out for dolphins, manatees, sea turtles, stingrays and more.After arriving you and your family or friends can simply relax or engage in a number of activities including kayaking, paddleboarding and snorkeling. Possibilities abound!Either indulge your sense of adventure or lay back and take it all in. We will see to every detail to be sure you don't have to lift a finger.We provide all equipment and toys:Snorkeling GearKayaks and PaddlesPaddleboardsSwim NoodlesFishing GearWe have room for up to 6 guests per charter.
...  More
  • 3 hours
  • Free Cancellation
From  
US$496.00
From  
US$496.00
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  • 3 hours
  • Free Cancellation

Private Sunset Sail

Watch the sun set and the moon rise off the coast of Key West on this private, 2-hour sunset cruise. Enjoy the scenery and peaceful calm of a late afternoon sail on board a private sailing vessel with a captain and mate. Stretch out and enjoy the breathtaking view. Then watch a legendary Key West sunset. Soft drinks are included. A cooler with ice is available to store any beverages brought on board.
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  • 2 hours
  • Free Cancellation
From  
US$394.99
From  
US$394.99
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  • 2 hours
  • Free Cancellation

NEW TO VIATOR

Key West Tour From Miami Private

This Tour is Up to 14 Hours Private Vehicle Tour You Can Start Anywhere in Miami and Fort Lauderdale Area ( Hotel , Airport or Cruise Port ) Key west Tour and Glass Bottom Boat Tour For 2 Hours Guide will take key west then you get 2 hours glass bottom boat tour than you will have 4 hours free time in key west .During your visit in key west driver/guide will take rest while you are enjoying key west , Driver and guide not allowed to take you multiple place in key west they will take you only boat tour then city center
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  • 14 hours
  • Free Cancellation
From  
US$199.00
From  
US$199.00
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  • 14 hours
  • Free Cancellation

NEW TO VIATOR

Beach Day With Picnic Lunch

Visit Fort Zachary Taylor Historic State Park on a tour that introduces you to both the history and natural beauty of Key West. Located on the southwestern tip of the island, the park is a relaxing place to spend a few hours snorkeling, sunbathing, and discovering historical sites. This tour provides an easy way to see more of Key West for those short on time.
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  • 3 to 5 hours
  • Free Cancellation
From  
US$99.00
From  
US$99.00
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  • 3 to 5 hours
  • Free Cancellation

Custom Charters Sandbars and Snorkel

Customize your exclusive 3.5-hour tour of the Key West backcountry on a private chartered boat. With space for up to four guests, you’re able to enjoy a completely exclusive experience. It’s a great option for couples, families, or solo adventurers. Discover local wildlife, visit snorkel patch reefs, and more.  A complimentary Mediterranean platter and soft drinks are provided and you’re welcome to bring any additional food or drinks.
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  • 3 hours 30 minutes
  • Free Cancellation
From  
US$532.35
From  
US$532.35
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  • 3 hours 30 minutes
  • Free Cancellation

Private 90 Minute Customized Sailing Charter

Enjoy a morning or afternoon of sailing on this private, 90-minute cruise off the coast of Key West. Spend a relaxing time on board a boat headed to Sunset Key and the Key West National Wildlife Refuge. Led by a captain and mate, pass some of Key West’s top attractions and look for more than 600 species of colorful fish, coral and other sea life.
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  • 1 hour 30 minutes
  • Free Cancellation
From  
US$294.99
From  
US$294.99
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  • 1 hour 30 minutes
  • Free Cancellation

Private Afternoon Snorkel with Sunset Sail

Watch the sun set off the coast of Key West on this private, 4-hour snorkeling cruise. Enjoy the scenery and peaceful calm of a late afternoon sail. Pass some of Key West’s top attractions, then dive into the water to see more than 600 species of colorful fish, coral and other sea life. Then watch a legendary Key West sunset as the sun glistens off and gently settles into the water. This cruise includes a gourmet cheese platter with a variety of light refreshments to sample along the way.
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  • 4 hours
  • Free Cancellation
From  
US$595.00
From  
US$595.00
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  • 4 hours
  • Free Cancellation

Pedicab SightSeeing Ride

Explore more of the Old Town district in Key West on a 1-hour pedicab tour powered by a guide who shares commentary along the way. Travel with ease in a pedicab that can accommodate up to three people. Your guide takes you past attractions such as the Hemingway House, Mallory Square, and Duval Street, which you see up close from your seat in the pedicab.
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  • 1 hour
  • Free Cancellation
From  
US$90.00
From  
US$90.00
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  • 1 hour
  • Free Cancellation

NEW TO VIATOR

Small Group Private Key West Tours

See Key West through the eyes of a Piratical Swashbuckling Key West Character. Plenty of pageantry and a plethora of information, eats, drinks and treats will be discovered on your personalized tour.Set your own budget from $400 to 1 Million plus!
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  • 4 to 8 hours
  • Free Cancellation
From  
US$450.00
From  
US$450.00
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  • 4 to 8 hours
  • Free Cancellation

Private Sunset Sail with Wine and Cheese

Treat yourself, your sweetheart, your friends, or your family to a private sailing tour from Key West to watch the sunset, a daily island ritual. With a captain at the helm of a private boat, you'll cruise out from the marina to admire views of the sea and Key West waterfront.
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  • 2 hours
  • Free Cancellation
From  
US$350.00
From  
US$350.00
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  • 2 hours
  • Free Cancellation

Wedding Pedicab Transport

Celebrate your special day in the open air with a pedicab ride through Old Town Key West. After you say ‘I do’, your pedicab chariot awaits to transport you to the wedding reception. Enjoy the breeze and congratulations of onlookers as you cruise down Duval Street. Stop wherever you like to take photos in front of the area’s most romantic spots.
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  • 1 to 3 hours
  • Free Cancellation
From  
US$90.00
From  
US$90.00
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  • 1 to 3 hours
  • Free Cancellation

Private Charter Day Sail For up to 6 People

Put aside some time in your busy sightseeing schedule and take a break offshore on this relaxing, roughly 90-minute private sailing excursion. Head out onto the picturesque Salem Sound in an elegant, old-fashioned sailboat with only your group – no strangers to bug you or get in your way. Spot landmarks all around the Massachusetts coast with the help of your experienced captain.
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  • 1 hour 30 minutes
  • Free Cancellation
From  
US$225.00
From  
US$225.00
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  • 1 hour 30 minutes
  • Free Cancellation

Key West Sailing, Snorkeling or Fishing 4 Hour Half Day

Enjoy a private 4-hour sailing tour from Key West to a nearby reef. With space for up to six passengers, it’s the perfect option for an exclusive outing with friends and family. Rich with sea life, the reef is a great place to see dolphins, turtles, and numerous fish.  A complimentary lunch and soft drinks are provided on board, as is fishing and snorkeling gear.
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  • 4 hours
From  
US$90.00
From  
US$90.00
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  • 4 hours

Half Hour Pedicab SightSeeing Ride

Discover the heart of Key West without breaking a sweat on a private 30-minute pedicab tour. Relax as your driver takes you past the area’s most famous landmarks including Hemingway House and Mallory Square. Along the way, listen to entertaining commentary and get insider suggestions for the rest of your trip. The short tour is perfect for couples and multiple pedicabs can be arranged for larger parties.
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  • 30 minutes
  • Free Cancellation
From  
US$45.00
From  
US$45.00
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  • 30 minutes
  • Free Cancellation

NEW TO VIATOR

Looe Key Snorkel

Looe Key Marine Sanctuary is part of the Great Florida Reef, the only coral reef in the continental USA, and the third largest barrier reef system after the Great Barrier Reef in Australia, and the Palancar Reef in Mexico and Belize. It is a special place for snorkeling.
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  • 3 hours
  • Free Cancellation
From  
US$385.00
From  
US$385.00
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  • 3 hours
  • Free Cancellation

Private Beach Day

Trip starts out at the city dock. You will be taken through the National Marine Sanctuary on a 26 foot power cat.  The Captain will give you several options to include snorkeling the Great Barrier Reef and heading off to a uninhabited Island or heading off to the sponge gardens and a sand bar.  The day is yours to decide with a local Captain that will take you away from the crowds of Key West.  At Nomad charters the trip is custom to you and your families desire.Whats included on all trips. • Professional USCG licensed Captain. • Snorkel Gear if Snorkeling • Cooler full of Ice with beverages • Grill • Beach Chairs • Umbrellas
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  • 4 hours
  • Free Cancellation
From  
US$600.00
From  
US$600.00
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  • 4 hours
  • Free Cancellation

NEW TO VIATOR

Budd Keys Adventure

Because of our motorized guide yak, our customers can reach destinations only the most athletic could by paddling. We can cover miles of back country creeks, and cross windy channels with ease. You can bring the whole family and not worry about junior keeping up. This factor alone makes us the safest and most enjoyable kayak and paddleboard adventure there is in the lower FL Keys.
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  • 1 to 3 hours
  • Free Cancellation
From  
US$200.00
From  
US$200.00
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  • 1 to 3 hours
  • Free Cancellation

NEW TO VIATOR

Luxury Private Yacht Charter

After Hours is Key West's premier motor yacht available for luxury private charters for up to 6 people. Guests are provided food, drinks, and personalized service tailored to their specifications. Host your closest friends and family for an amazing outing that they'll remember for years. Or show your important clients or colleagues how much they are valued with a one-of-a-kind experience. Whatever the occasion, it is our pleasure to arrange the perfect yacht charter for you.Your dedicated, knowledgeable, and local captain can guide you to Key West’s most scenic destinations. Enjoy a drink while laying out on the forward sundeck. Cool off with a swim in crystal clear waters. Take in a breathtaking view from the spacious seating in the sky lounge above decks. Cruise to a secluded island to enjoy a picnic lunch on a beautiful sandy beach. Snorkel and explore the magnificent colors and creatures of a world famous coral reef. Soak in a famous Key West sunset.
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  • 2 hours
From  
US$720.00
From  
US$720.00
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  • 2 hours

Sunset Sail aboard Java Cat

Watch the sunset from the water on your own boat in Key West during a 2-hour private evening sailing tour. With a captain at the helm, you'll glide along the coast of the island with your group of friends or family (up to six guests total), enjoying the views and watching for birds and other sea life. Light refreshments are provided.
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  • 2 hours
  • Free Cancellation
From  
US$370.88
From  
US$370.88
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  • 2 hours
  • Free Cancellation

NEW TO VIATOR

Couple/Family Photo Shoot - at your resort or the beach

whether you are visiting Key West for a special occasion - Proposal - Anniversary - Romantic Getaway - Family Reunion - Wedding - we can meet you at your Resort or one of Key West beaches to have a personal photo shoot
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  • 1 hour
From  
US$300.00
From  
US$300.00
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  • 1 hour

NEW TO VIATOR

Sandbar Experience

Spend a beautiful day exploring the Florida Keys by boat. See a variety of sea life and travel to a little island for a fun outdoor experience.
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  • 4 hours
From  
US$575.00
From  
US$575.00
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  • 4 hours

Hour Pedicab SightSeeing Ride

Sit back and enjoy the views and attractions of Old Town Key West from the seat of our comfortable Perfect Pedicab.  As you people watch, take in local attractions and listen to the stories of Key West from your Pedicab driver, you will have the personal attention to get questions answered, suggestions about the local options, and the pleasure of observing the flow of the town.
...  More
  • 1 hour
  • Free Cancellation
From  
US$90.00
From  
US$90.00
Learn More
  • 1 hour
  • Free Cancellation

NEW TO VIATOR

Tarpon Belly Keys Adventure

Because of our motorized guide yak, our customers can reach destinations only the most athletic could by paddling. We can cover miles of back country creeks, and cross windy channels with ease. You can bring the whole family and not worry about junior keeping up. This factor alone makes us the safest and most enjoyable kayak and paddleboard adventure there is in the lower FL Keys.
...  More
  • 3 to 5 hours
  • Free Cancellation
From  
US$400.00
From  
US$400.00
Learn More
  • 3 to 5 hours
  • Free Cancellation


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(888) 651-9785
(888) 651-9785