Rainy Day Activities in Key West – Indoor Things to Do When It Rains
Don’t let a little rain ruin your Key West vacation! While our island is known for sunshine, there’s still plenty to enjoy when the weather turns. From cozy museums and tropical conservatories to spa days, tiki bar crawls, and even rainy-day-friendly boat tours, Key West offers a ton of fun indoor and covered activities.
Whether you’re here during summer showers or a rare winter drizzle, this guide has you covered with the best things to do in Key West when it rains.
Key West Museums & Guided Tours – History, Hemingway & More
Key West has many museums to choose from, including the Key West Shipwreck Treasure Museum, Ernest Hemingway Home and Museum, Truman Little White House, The Mel Fisher Maritime Museum and Customs House Museum. Learn about Key West’s fascinating past as a wrecking community or about our famous residents like Ernest Hemingway and President Truman.

Treat Yourself to a Spa Day – Rainy Day Relaxation Ideas
You’ll have no idea the weather is bad. Key West is filled with many great Spas. Enjoy the view from La Concha’s rooftop spa, relax in Anahara Spa’s Sauna or do a couples massage in your room with Essera Spa.

Visit the Key West Butterfly Conservatory & Tropical Gardens
Key West Butterfly & Nature Conservatory is a magical environment dedicated to these fascinating winged insects. The free-flight conservancy features hundreds of butterfly specimens from around the world as well as several tropical bird species, a collection of flowering plants and cascading waterfalls. Learn about the anatomy, life cycle and migration of the monarch butterfly, which can travel hundreds to thousands of miles.

Rain-Friendly Boat Tours in Key West – Jet Skis, Sails & Sunset Cruises
Bad weather be damned 🙂 Most jet ski tours run no matter what the weather. Or try a sunset cruise, book a Key West sunset dinner cruise or Key West Sunset sail, both with open bars.

Catch a Movie at Tropic Cinema – Key West’s Independent Theater
The Tropic Cinema is the perfect place to get out of the rain. From indie films to blockbusters, there’s something for everyone. This nonprofit is staffed entirely by volunteers more than happy to serve you popcorn with REAL butter and a help-yourself bar of spices and toppings, locally made cakes and treats, and most importantly — beer, wine and champagne.

Key West Rainy Day Bar Crawl – Local Favorites & Hidden Gems
Bundle up and explore new bars and restaurants. Whether you hit up some old bars like Green Parrot, Sloppy Joe’s and Captain Tony’s or explore newer options like Mary Ellen’s, you can’t go wrong.

Plan Ahead for Sunshine – Book a Boat Tour or Sandbar Charter
Just because it’s raining now doesn’t mean you can’t start planning an epic Key West adventure for when the skies clear! Most visitors are surprised how fast the sun comes back – and the best boat rentals, sandbar trips, and sunset cruises fill up fast once the weather improves.
Top picks to plan ahead:
- Deck boat rentals for a self-guided sandbar hop
- Sunset cruises with open bars and live music
- Private sandbar charters to remote islands and beaches
- Eco-tours with kayaking through mangroves and wildlife spotting
Rain usually doesn’t last long in Key West – book your boat adventure today – rental or sandbar charter now and be ready when the sun comes back out. Contact us today and we can help plan your tours.
