Imagine…

Changing your Attitude without Changing your Latitude.

The charming town of the Key West sits at the southern terminus of Route 1 and is the perfect excuse for a road trip along the scenic Overseas Highway. (Want your free Guide to the Overseas Highway? See below). It was declared the Conch Republic by spirited locals who pride themselves on the fact that, though they live just 60 miles from mainland Florida, their home feels a world apart. You will too!

And with a dessert restaurant called Better Than Sex, how can you not love it?
Start your day on Cayo Hueso, or Island of Bones, with yoga on the beach (or on a paddleboard), then indulge in Lobster Benedict and mimosas at the well-loved Blue Heaven.
Head downtown to Hemingway’s house and the Lighthouse Museum, to learn some history of this storied southernmost town.
Then jump on your bike and search out Eaton Seafood for some crab claws – the perfect picnic for Smathers Beach, made complete with a homemade limeade off a street truck nearby!
Afternoons can be spent on a jet ski tour that circumnavigates the island, fishing the flats with my local guide, visiting the neighborhood farmers’ market, or ferrying out to the Civil War fort in the Dry Tortugas National park.
You will never forget an afternoon with my bike ambassador, Lloyd, who can play Strangers in the Night on his conch shell while he machetes local delicacies off the trees for you to taste.
Spend the afternoon on a banana boat or parasail. Then spend sunset in a kayak, paddling the dense mangroves. Or on a sailboat over the turquoise sea.

Or just wander Mallory Square to check out the local artists. Where else can spend $15 on an old tomato can, hand-cut and spatter painted to become a lumiere?

Drive over to Stock Island to the unlikely-named Hogfish Bar (whose slogan is “It’s great if you can find it!”)

Or do our Dinner Crawl throughout Key West’s diverse restaurant scene, with a different delicacy at each venue. Rare Finds promises you it’ll be 3400 Calories in 34 hours!
But whatever you do, consider our Rare Finds’ signature tour: Bar on a Sandbar.
A low tide, hire a captain to pontoon you out to one of the exposed sandbars. Far removed from the craziness of Duval Street (and from any other boaters, for that matter), you’ll beach on a sandbar, setting up a table with chairs, and a full picnic, for an afternoon of snorkeling and swimming, frisbee-throwing and reading, and even cocktailing if you like. With a captain in charge of boat and tides, you have not a care in the world. It’s a Bar on a Sandbar, Rare-Finds-style.
You’ll find that Key West’s the perfect fit for your family’s food and adventure dreams!

What’s it like being a client of Rare Finds Travel?

steve in tropics

Thank You!

“I just trusted you, and since you did everything, it was the

See Key West In

Bar on a Sandbar
Overseas Highway Roadtrip
Water week in Key West
Lloyd, tropical bike guide
10 bars on 2 wheels

Key West

A Conch Republic Adventure!
Let us custom design your trip to Key West!

Do It

Escape to Key West
(the 3-day itinerary)