Things To Do/Recommendations
Matt’s Stock Island Kitchen & Bar
Upscale coastal cuisine with brunch, dinner, and craft cocktails right at The Perry Hotel.
Salty Oyster Dockside Bar & Grill
A laid-back, open-air bar at The Perry Hotel serving casual bites, coastal cocktails, and daily happy hour specials with a view of the marina.
Bad Boy Taqueria & Tequila
Quick, flavorful Mexican street food just steps from The Perry Hotel. (Also serves poolside by the 2nd pool at The Perry)
Hogfish Bar & Grill
A local favorite for fresh seafood, laid-back vibes, and dockside dining — known for their signature hogfish sandwich.
Roostica
Cozy and casual spot serving up authentic Neapolitan-style pizzas, fresh pastas, and craft beer in a warm, rustic setting.
Duval Street
The heart of nightlife, shops, and quirky bars, and restaurants
The Waterfront Brewery
A lively brewery and restaurant right on the Key West harbor, offering local beers, great food, and beautiful sunset views — perfect for a casual lunch or evening hangout. Please note: This is where The Perry Hotel shuttle service does pick up and drop off.
Southernmost Point of the Continental U.S.A.
Classic photo op
Fort Zachary Taylor Historic State Park Beach
Swim, relax, and enjoy nature
Nine One Five
Irish Kevin's
A Key West staple. Lively bar with crowd karaoke & dancing.
Sloppy Joe's Bar
Iconic party bar with live music
Green Parrot Bar
Local bar, open late, no frills
Old Town Tavern & Beer Garden
First Flight Island Restaurant & Brewery
A lush garden bar and microbrewery set in the historic birthplace of Pan Am Airlines, perfect for tropical drinks and casual dining.
Banana Cafe
Charming French-inspired café known for crêpes, omelets, and mimosas with a rooftop patio.
Sunset Pier
A vibrant, waterfront bar and grill with colorful seating, live music, tropical drinks, and unbeatable views of the Key West sunset right off Duval Street.
The Hemingway Home and Museum
Explore the legendary writer’s house (and meet the famous 6-toed cats!)
Key West Lighthouse
Climb to the top for 360° views of the island
The Perry Hotel & Marina Key West Excursions
Book online or meet with The Perry Hotel concierge to book a sunset sail.
Lazy Dog Tours
Relaxed kayak and paddleboard tours through mangroves, just minutes from The Perry Hotel. Great for spotting wildlife and soaking up the Keys' natural beauty.
Danger Charters
This was our favorite experience down in Key West! We did the package with snorkeling, sailing, and kayaking. It was absolutely beautiful and a great way to spend a free day if you have the time. Set sail on a luxury schooner for snorkeling, kayaking, and sunset sails — a top-rated way to explore the water and unwind in true Key West style.