• Set sail at sunset on a tropical snorkeling expedition, bike through charming local neighborhoods, or board a helicopter for stunning aerial views of the island, there’s no shortage of ways to fill a day here.


• Make the most of a long weekend with our guide to spending 2 days in Key West, a handcrafted 48-hour itinerary covering the island’s best watersports, dining, and nightlife.


• Go beyond the island itself with one of our favorite Key West day trips, from the remote wilderness of Dry Tortugas National Park to a luxury lunch on Little Palm Island.

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• Embark on a backcountry eco tour through mangrove forests and hidden waterways, or charter a private boat and explore the emerald waters on your own terms.


• Explore the side streets of Old Town on two wheels, stop for waterfront dining at Azur, and stumble onto the kind of local spots that don’t make the tourist maps.


• Make the trip out to Dry Tortugas National Park, 70 miles west of Key West and only reachable by boat or seaplane, it’s one of the most remote and extraordinary places in the country, with pristine reefs, historic Fort Jefferson, and night skies you won’t see anywhere else.

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• Gear up and head offshore to North America’s only living coral reef,  Key West snorkeling trips depart daily by catamaran, with options ranging from morning reef dives to a snorkel-and-sunset combo.


• Embark on an all-day water adventure complete with thrilling jet ski and parasail rides.


• Tear through turquoise backcountry waters, thread through mangrove channels, and cover more of the island in 90 minutes than most visitors see all week,Key West jet ski tours are one of the most electric ways to experience the Florida Keys.


• Drive your Jeep rental over the Seven Mile Bridge, climb the 65-foot lookout tower at the Key West Shipwreck Treasure Museum, then cap the night on the legendary Duval Crawl.


• Embark on the ultimate Key West tradition with the legendary Duval Crawl.

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• Celebrate the sunset from the heart of Mallory Square, then spend the next morning exploring the remote, raw beauty of Dry Tortugas National Park, historic Fort Jefferson, pristine reefs, and one of the most untouched places in Florida.


• Kayak through lush mangrove forests, watch dolphins play in protected backcountry waters, and snorkel the third-largest coral reef in the world, all bookable through our collection of Key West eco tours.


• Spend a day at Fort Zachary Taylor State Park, where nature trails, reef snorkeling, and sweeping views of the Atlantic make it the most scenic stretch of shoreline on the island.

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• Ride electric golf carts across the island, interact with marine life at the Key West Aquarium, and fuel up on island-style BBQ before the nightly street performer show at Mallory Square.


• Get the whole family offshore on a glass-bottom boat or snorkeling catamaran, calm, clear water and tropical reef life make for a day everyone will be talking about on the drive home.


• Hop aboard the Conch Tour Train for a 90-minute introduction to the island’s history, architecture, and quirks, the perfect way to get your bearings before diving in.

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• Set sail together aboard one of the island’s Key West sunset cruises with live music, open bar, appetizers, and a front-row view of the most famous sunset in Florida make this the easiest group win on the island.


• Eat and drink in true island style at Conch Republic Seafood Company, then hit iconic Sloppy Joe’s for cold drinks and live music into the night and check our Key West happy hour guide to stretch your group’s budget across the island’s best deals.


• Hang out and recharge at your carefully selected accommodations, then do it all again.

Find the best rates on Key West hotels through our select partner properties.