SWEARBY
United States · 3-day itinerary

Cheap things to do in Key West

Cuban coffee, Hemingway bars, mangrove paddles, and almost nothing over $20.

This is Key West for people who want the real thing without the resort bill: strong Cuban coffee in the morning, cold beer in a historic saloon at night, and the Gulf in between. All three days run on foot and cheap tickets, with one kayak trip as the single splurge. If your idea of a good trip is a full stomach and a bar stool with a story, this is it.

3 days, 18 stopsAbout $200 a person a dayStay in Old Town, away from Lower Duval

Day 1: Old Town, harbor end

Start with the island's best coffee, walk past actual sunken treasure, eat conch by the water, and end the night where Hemingway ran up his tab.

  1. 9:30 AM

    Cuban Coffee Queen

    Coffee · $$

    Cuban coffee window near the harbour; a cortadito and buttered Cuban toast for a few dollars.

    Map
  2. 10:30 AM

    Mel Fisher Maritime Museum

    Sights

    Real 1622 Spanish galleon treasure, gold, silver, emeralds, and conservators working live; free to browse the courtyard exhibit outside.

    Map
  3. 12:30 PM

    The Conch Shack

    Eat · $

    Cheap, casual seafood shack a short walk away, top-rated and the right price for a thrifty lunch.

    Map
  4. 6:00 PM

    Sunset Celebration at Mallory Square

    Sights

    Free nightly show of jugglers and musicians; come two hours before sunset and watch it drop into the Gulf.

    Map
  5. 7:30 PM

    Pepe's Cafe

    Eat · $

    The Keys' oldest eating house, open since 1909; simple seafood and steaks on a shady patio.

    Map
  6. 9:00 PM

    Captain Tony's Saloon

    Drinks · $

    The original Sloppy Joe's where Hemingway and Tennessee Williams drank, historic, cheap, and the best local bar story on the island.

    Map

Day 2: Lighthouse, beach, Green Parrot

Climb the 1848 lighthouse for the view, swim the best beach on the island for a few dollars, then let the Green Parrot's live music carry the rest of the evening.

  1. 9:30 AM

    Moondog Cafe

    Coffee · $$

    Local cafe right by the Hemingway House, grab a cheap coffee to start the morning.

    Map
  2. 10:15 AM

    Key West Lighthouse and Keeper's Quarters

    Sights · $

    Climb 88 steps up the 1848 lighthouse for the best elevated Old Town view, rooftops and both coasts, cheap ticket.

    Map
  3. 12:30 PM

    El Siboney Restaurant

    Eat · $

    Old-school Cuban on Catherine Street: roast pork, black beans and rice, sweet plantains, big portions.

    Map
  4. 2:15 PM

    Fort Zachary Taylor Historic State Park

    Outdoors

    Key West's best beach plus a Civil War-era fort; a small state park fee, and bring water shoes.

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  5. 7:30 PM

    Frita's Cuban Burgers

    Eat · $

    Cuban frita burger topped with crispy shoestring potatoes; cheap, fast and filling.

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  6. 9:00 PM

    Green Parrot

    Drinks · $

    Key West institution since 1890, free popcorn, some of Florida's best live music, and a genuinely cheap local bar.

    Map

Day 3: Gardens, mangroves, lower Duval

A slow botanical garden walk gives way to two hours paddling mangrove tunnels, then jerk chicken and a Civil War fort before drag shows close out the trip.

  1. 10:00 AM

    Key West Tropical Forest and Botanical Garden

    Sights

    Native hardwood forest and freshwater ponds on Stock Island; open 10 to 4, $15 for adults.

    Map
  2. 11:00 AM

    Lazy Dog Adventures - backcountry kayaking

    Sport · $

    Guided 2-hour paddle through mangrove tunnels and seagrass flats in the Wildlife Refuge, the whole reason to be in this part of town.

    Map
  3. 1:30 PM

    Yahman's Authentic Jamaican Jerk Shack

    Eat

    Cheap, filling Jamaican jerk straight off the grill, perfect post-paddle fuel.

    Map
  4. 2:30 PM

    Fort East Martello Museum

    Sights

    Fort East Martello Museum, affordable local history and Civil War-era fort, a proper afternoon thing to do.

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  5. 7:30 PM

    Smoked BBQ

    Eat

    Brisket, ribs and pulled pork served on a converted boat at the Garrison Bight marina.

    Map
  6. 9:30 PM

    801 Bourbon Bar

    Drinks · $$

    Nightly drag shows upstairs at the 801 Cabaret; a small cover, and bring cash to tip.

    Map

Where to stay

Every neighbourhood worth staying in, compared

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