Ultimate Key West Activities Guide
22&Co
Address: 504 Angela St. Key West, FL 33040 | Phone: 305-394-7244 | Website: Visit Website
A hidden gem on Angela Street, 22&Co is a must-visit for martini lovers. Known for its colorful ambiance and unique martinis—especially the fan-favorite Peanut Butter Martini—this spot turns skeptics into believers. Special deals include 22% off on Tutu Tuesdays, Drag Queen bartenders on Wednesdays, and 2-for-1 martinis on Thursdays and Fridays before 6 PM. If martinis aren’t your thing, beer and wine are also available.
Big Kahuna Charters
Address: 477 Drost Drive, Cudjoe Key, FL 33042 | Phone: 305-304-5498 | Website: Visit Website
Specializing in backcountry flats fishing, Captain Chris Robinson has been guiding anglers in the Florida Keys for over 30 years. Whether you’re a beginner or an experienced fisherman, Captain Chris provides a world-class fishing experience in the pristine Gulf of Mexico waters.
Farout Fishing Charters
Address: 6000 Peninsular Ave, Key West, FL 33040 | Phone: 305-747-4632 | Website: Visit Website
Captain Chris Mendola has over 25 years of experience fishing and diving off the Florida Keys. He offers expert fishing charters targeting a variety of fish species, thanks to his deep knowledge of the Gulf of Mexico and the Florida Straits.
Flex Key West
Address: 1204 White St, Key West, FL 33040 | Phone: 305-395-2017 | Website: Visit Website
Owned by twin brothers Dante and Rashad, Flex Key West offers diverse fitness classes, including kickboxing, HIIT, and yoga. The gym fosters a welcoming and motivational atmosphere, making it a great place to stay active during your visit.
FYT Key West
Address: 5450 MacDonald Ave #9, Key West, FL 33040 | Phone: 305-453-6176 | Website: Visit Website
Located in Stock Island, FYT (Find Your Tribe) Key West is a community-focused gym with a welcoming atmosphere. Offering boot camp classes, yoga, and a social area, FYT is a great place to work out and connect with locals.
Garrison Bight Marina
Address: 711 Eisenhower Drive, Key West, FL 33040 | Phone: 305-294-3093 | Website: Visit Website
Perfect for those bringing a boat to Key West, Garrison Bight Marina offers boat slips, dry dock storage, fuel, and rentals. A full-service marina in Old Town, it’s the go-to spot for boating needs.
Historic Seaport Harbor Walk
Address: William St. to Greene St., Key West, FL 33040 | Website: Visit Website
Enjoy a scenic stroll along Key West’s harbor, featuring unique island shops, restaurants, and bars. Once a working fishing harbor, today it offers sunset cruises, catamarans, and access to Key West’s famous tall ship, the Western Union.
Key West Golf Club
Address: 6450 College Road, Stock Island, FL 33040 | Phone: 305-294-5232 | Website: Visit Website
A beautifully designed public championship golf course, Key West Golf Club offers scenic fairways, wildlife encounters, and PGA pro lessons. Call ahead for tee times.
Key West Lighthouse and Lightkeeper’s Museum
Address: 938 Whitehead St., Key West, FL 33040 | Phone: 305-295-661 | Website: Visit Website
Climb 88 steps to the top of the lighthouse for breathtaking views of Key West. Learn about the island’s maritime history and the pioneering female lightkeepers.
Key West Seaplane Charters
Address: 3475 South Roosevelt Blvd, Key West, FL 33040 | Phone: 305-293-9300 | Website: Visit Website
Fly over shipwrecks, dolphins, and sea turtles on your way to the Dry Tortugas and Fort Jefferson. A seaplane charter offers a unique aerial view of the Florida Keys’ pristine beauty.
Key West Sunset Celebration at Mallory Square
Address: One Whitehead St., Key West, FL 33040 | Phone: 786-565-7448 | Website: Visit Website
A nightly event featuring street performers, tightrope walkers, fire eaters, and local artists, the Sunset Celebration at Mallory Square is the perfect way to end a Key West day.
Mary Ellen’s Bar and Restaurant
Address: 420 Appelrouth Ln, Key West, FL 33040 | Phone: 305-294-7750 | Website: Visit Website
Known for its quirky menu (rainbow grilled cheese!) and philanthropic events, Mary Ellen’s hosts fun activities like vibrator races, trivia nights, and spelling bees. A great spot to catch a game or enjoy a unique night out.
Pier House Resort and Caribbean Spa
Address: One Duval Street, Key West, FL 33040 | Phone: 305-296-4600 | Website: Visit Website
A peaceful escape offering massages, facials, and beauty treatments in a tropical oasis.
Shakti Yoga Key West
Address: 1114 White St., Key West, FL 33040 | Phone: 305-587-4285 | Website: Visit Website
A welcoming yoga studio offering diverse classes and private sessions. Their on-site café, Mayanjali, serves healthy drinks and snacks, making it the perfect wellness retreat.
Sunset Sail Key West
Address: 202 William St, Key West, FL 33040 | Phone: 305-587-4488 | Website: Visit Website
Private sailing charters offering romantic sunset cruises, daytime excursions, and starlit sails.
Tennessee Williams Fine Arts Center
Address: 5901 College Rd, Stock Island, FL 33040 | Phone: 305-296-1520 | Website: Visit Website
Located at Florida Keys Community College, this venue hosts professional touring Broadway shows, opera, and live performances.
The Red Barn Theatre
Address: 319 Duval St., Key West, FL 33040 | Phone: 305-296-9911 | Website: Visit Website
A cozy theatre offering live performances, including drama, comedy, and musicals, featuring Key West’s best talent.
Tropic Cinema
Address: 416 Eaton St., Key West, FL 33040 | Phone: 305-296-9493 | Website: Visit Website
A nonprofit movie theater celebrating film as an art form. Enjoy indie, foreign, and classic films in a charming deco-style venue.
Truman Waterfront Park
Phone: 305-809-3700
A family-friendly park featuring a splash pad, amphitheater, and open markets. Perfect for picnics and music events.
Waterfront Playhouse
Address: 310 Wall St., Key West, FL 33040 | Phone: 305-294-5015 | Website: Visit Website
Florida’s oldest continuously running professional theatre company, offering high-quality live performances.
White Street Pier
Address: Intersection of Atlantic Blvd. & White St., Key West, FL 33040 | Website: Visit Website
A scenic pier perfect for morning walks, fishing, and capturing breathtaking sunrises over the Atlantic Ocean.
