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Top Key West Private & Custom Tours

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14 Tours and Activities

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Wedding Pedicab Transport

Take a celebratory ride around Old Town Key West for your wedding. We can take the bride, groom, and wedding party from the wedding to the reception, including a ride along the water and down Duval Street for all to cheer the newlyweds.
  • Duration: 1 to 3 hours
  • Free Cancellation
  • Duration: 1 to 3 hours
  • Free Cancellation
From  
US$90.00
From  
US$90.00
See Details

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.
  • Duration: 3 hours 30 minutes
  • Free Cancellation
  • Duration: 3 hours 30 minutes
  • Free Cancellation
From  
US$532.35
From  
US$532.35
See Details

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.
  • Duration: 1 hour 30 minutes
  • Free Cancellation
  • Duration: 1 hour 30 minutes
  • Free Cancellation
From  
US$294.99
From  
US$294.99
See Details

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.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
US$394.99
From  
US$394.99
See Details

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.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
US$350.00
From  
US$350.00
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NEW TO VIATOR

Key West Morning Boat Charter (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.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$496.00
From  
US$496.00
See Details

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.
  • Duration: 1 hour
  • Free Cancellation
  • Duration: 1 hour
  • Free Cancellation
From  
US$90.00
From  
US$90.00
See Details

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.
  • Duration: 4 hours
  • Free Cancellation
  • Duration: 4 hours
  • Free Cancellation
From  
US$595.00
From  
US$595.00
See Details

Half 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.
  • Duration: 30 minutes
  • Free Cancellation
  • Duration: 30 minutes
  • Free Cancellation
From  
US$45.00
From  
US$45.00
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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.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
US$370.88
From  
US$370.88
See Details

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.
  • Duration: 1 hour
  • Free Cancellation
  • Duration: 1 hour
  • Free Cancellation
From  
US$90.00
From  
US$90.00
See Details

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.
  • Duration: 2 hours
  • Duration: 2 hours
From  
US$1,177.00
From  
US$1,177.00
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NEW TO VIATOR

Key West Afternoon Boat Charter (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.
  • Duration: 3 hours
  • Free Cancellation
  • Duration: 3 hours
  • Free Cancellation
From  
US$496.00
From  
US$496.00
See Details

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
  • Duration: 4 hours
  • Free Cancellation
  • Duration: 4 hours
  • Free Cancellation
From  
US$600.00
From  
US$600.00
See Details


Book online or call
(888) 680-5731
(888) 680-5731