Top Shore Excursions for your Oceania Insignia 14 Night Key West, Willemstad, Oranjestad & More Cruise

Considering a golf cart rental in Key West? Four adults can zip around the island in style on a 4-seater gas-powered EZGO golf cart, and...

Need a Key West golf cart rental that can get a group of six around the island in fun style? A 6-seater gas-engine EZGO Express...

In Key West for a wedding or other family event? Got a large group of cruise ship friends who want to see all of the...

Zoom along solo and park with ease at every stop on a Yamaha Vino 1-seater scooter. This classic Key West scooter rental sports a quiet,...

For a Key West scooter rental that offers the fun of two-passenger touring, the Yamaha Zuma 2-seater is a great way to explore the island....

Cruise Key West with family or friends! Four people can get around town in comfort and ease with the smooth, silent GEM 4-seater electric car...

Our 6-seater GEM electric cars beat any regular rental car hands down when it comes to zipping around Key West with a party of 5...

Get into some wet & wild watersports excitement on the best Key West jet ski tour around – a 90-minute adventure featuring 28 miles of...

Float high above and parasail the Atlantic waters for a bird’s eye view of Florida’s beautiful Key West, the Southernmost Point in the US. This...

When you arrive in port in Key West, take an independent, hop-on hop-off trolley tour shore excursion for the best way to explore the island....

Ride the World Famous Conch Tour Train, the charming and whimsical Key West attraction that has been delighting locals and visitors alike since 1958....

The hop-on hop-off trolley tour of Key West is a fantastic way to explore this historic island. Sit back and relax while your expert tour...

Along with your experienced guide you will paddle at a relaxing pace and explore the shallow, calm, blue-green waters of the back country of Key...

Experience the best of Key West on the famous Conch Tour Train! One of Florida’s most popular attractions, the Conch Tour Train has been entertaining...

This is the only shark tour in the USA and to our knowledge the only tour where guests do not get in the water to...

Tour the historic Harry S. Truman Little White House in Key West and learn about a fascinating period of American history. What was once a...

Ride with Key Lime Bike Tours for a truly unique and unforgettable Key West experience! See the islands top attractions with your own friendly knowledgable...

You will begin this 1 hour and 30 minute guided tour by meeting your tour guide, (who will be wearing a neon green shirt) at...

Our Key West guided Night Kayak Tour is not just a journey through the water, but a night time nocturnal adventure! Our local guides will...

Learn about an important part of Florida’s history at the Key West Shipwreck Treasure Museum. Explore the wreckage of Spanish galleons and the remnants of...

Sail aboard the fastest and most elegant schooner in Key West, Schooner America 2.0! This boat is a replica of the 1851 Schooner America that...

100% Clear Kayaks: Unlike traditional kayaks, ours are completely see-through. As you paddle, you'll have a front-row seat to the vibrant marine life beneath the...

This location was carefully selected to offer convenience to all guests arriving on cruise ships or those looking to parasail downtown. Situated a mere 5-minute...

Discover the intriguing world of the ocean with a visit to the Key West Aquarium. Explore the different sections of the aquarium and gain a...

Visit the only Breadfruit Grove in Continental United States! While here, discover the rich history of Grimal Grove and its legendary founder, Adolf Grimal, on...

Envision yourself swimming freely among the vibrant fish of the Florida Keys during a Key West snorkeling tour. This tranquil catamaran cruise provides easy snorkeling...

Rise and Reef Key West Snorkel Trip on The 65 foot custom built Sandie Cat. Your 3 hour snorkel trip will start with a Light...

Join us for a snorkel adventure to the only living coral reef in North America. We have several fantastic reefs to choose from on both...

“The Key West Cocktail Cruise is the best thing to happen to Sunsets since cameras and sunglasses!” This is not your average Key West pleasure...

Witness a breathtaking Florida Keys sunset aboard Island Girls Excursions. Departing from Sparky’s Landing in Marathon, this relaxing cruise includes a complimentary champagne toast and...

Want to discover Hemingway's story in Key West? This tour is outside (no tickets to the Hemingway house) See the many sites he's linked to?...

Live the high life on this private chartered day sail in Key West. Set sail on your boat for a 90-minute adventure around the Florida...

⭐ Top-Rated Vacation Photoshoots 2025 & 2026 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of...

Unlike traditional art classes, here you choose your own creative adventure. Located inside a charming boutique at The Shops at Mallory Square, this one-of-a-kind experience...

The Key West Snorkel & Sunset Sail Rum & Reggae Combo checks your Key West bucket list items with snorkeling, a sunset cruise, and icy...

Our Key West Morning Snorkel Trip lets you start the day with sunshine, blue water, and adventure at sea as you experience the wonders of...

Explore the natural wonders of Key West with a visit to wild dolphins in their ocean home and a snorkel over the coral and sand...

Make the most of your Key West water time — our Double Dip Key West Snorkeling Adventure lets you explore the underwater scenery at two...

The Key West Glass Bottom Boat Tour combines an entertaining, educational exploration of the reefs & marine life around Key West with a classic sunset...

Don’t miss this exciting Key West Afternoon Snorkel Trip that blends the best of Key West: sunshine, sail boats, blue water, colorful fish, and icy...

Enjoy life like a Key West local with a picnic play day on the calm, clear waters and pure white sands of a Backcountry sandbar...

With your friendly and knowledgeable tour guide, this 4 Hour VIP Tour of the South Keys promises to amaze you. En route, you’ll learn the...

Get out to the Key West barrier coral reef in style on a former luxury sailing catamaran yacht now licensed for 30 passengers, but with...

Economical, safe Key West fishing fun. Great inshore fishing with only 9 other guests onboard on our Premium Key West Party Head Boat Fishing Experience....

Wind & Wine has been the #1 rated sunset sail on Cool Shore Excursions for over a decade. In our opinion, this is the best...

Admire an exquisitely painted sky during this premium sunset cruise in Key West. Create fantastic memories as you set sail on a modern sailing catamaran...