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Rediscover Travel with us Samantha Brown's Places to Love

Key West & the Florida Keys
4 Days

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Travel Inspired by Samantha Brown

AAA members can travel the same paths of Samantha Brown. These are trips that can be built to your liking.

Key West, the southernmost city in the continental United States, is known for its subtropical climate, Bahamian architecture, and as a popular retreat for artists and writers throughout history.

This Florida Keys getaway inspired by Samantha Brown, travel expert and TV host of Samantha Brown’s Places to Love, offers you an opportunity to see the destination as she did along with some additional travel recommendations from AAA Travel.

Following is a sample itinerary:

Day 1

Arrive in Key West

Check into your hotel and prepare to experience Key West – considered paradise for many.

  • Enjoy authentic Cuban food at , then heads to the historic Speakeasy Inn & Rum Bar for a rum runner, the house specialty.
  • A visit to Key West is not complete without a visit to the ; previously home to the celebrated resident and author, Ernest Hemingway.
  • Visit the , where learn about Florida’s lighthouse history through exhibits and audio stories about the lives of the keepers who kept the light burning since 1826.
  • Follow Samantha’s footsteps on a literary tour past the . Considered one of the greatest 20th century playwrights, he called the island of Key West home for over 30 years.

  • As the original café in the chain, this restaurant—the capital of Margaritaville—is where it all got started.
Map Day 1

Day 2

Discover More of Key West

Today take time to appreciate the sandy beaches and marine life in Key West!

  • Snorkel two different tropical reef locations in one day with . Their high-speed, state-of-the-art catamaran will get you to the reefs quickly and comfortably, cutting down on travel time and giving you more time to explore the underwater marvels.
  • Explore , one of the first open-air aquariums when it opened in 1934. Fish, shark and turtle feedings take place daily, and a touch tank lets visitors interact with the marine life.
  • Duval Street is another must do when in Key West. Stroll down Duval St. and its side streets, neat cafes and open-air restaurants serve foods ranging from gourmet specialties to ethnic snacks. Then follow Samantha’s steps seaside to
  • From there, visit , the summer home of President Harry S. Truman while in office.
  • This marina-front eatery offers authentic charm and is a reflection of the way the Florida Keys used to be while preparing delicious, fresh seafood dishes.
Map Day 2

Day 3

Off to Marathon

The midway point between Key Largo and Key West, Marathon is the largest city in the Florida Keys. Take a day trip to Marathon on your last full day in the Keys.

  • Arriving in Marathon, learn as Samantha did about the amazing rescue work done at the . Educational programs run daily on the hour from 9 AM-4 PM.
  • On Places to Love Samantha meets a Lionfish huntress, Rachel Bowman, who makes a living by catching this invasive species and supplying them to local restaurants such as Sparky’s. Visit , you can also savor Lionfish tacos.
  • is a natural history museum features models of marine life, animals and birds in naturalistic setting. Guided trolley, kayak and paddleboard tours are available- reservations recommended.
Map Day 3

Day 4

Say Good Bye to the Florida Keys

  • Before you leave Key West you much visit & Bar and fill up on a hearty breakfast. This casual eatery has been host to such venues as cock fighting, boxing matches, billiards, a dance hall and even a bordello.
Map Day 4

Learn more about Key West and Marathon with AAA Travel Guides.

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  • Travel Inspired By Samantha Brown
  • AAA Inspected - Diamond Designation
  • AAA Attractions
  • AAA Picks

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