Your Guide to the Ultimate Key West Vacation 

Discover the remarkable beauty of Key West, an island paradise where endless fun and sun-drenched adventures await. From snorkeling in the vibrant coral reefs to exploring the historic Old Town, these things to do in Key West offer an exciting blend of adventure, culture, and relaxation. Satisfy your culinary cravings at some of the best places to eat in Key West, where waterfront dining and local flavors deliver an exceptional dining experience.

And when it comes to finding the perfect place to stay, look no further than Key West Vacation Homes. Our selection of premium Key West rentals promises a comfortable, luxurious base from which to enjoy all the island has to offer. 

Where is Key West, Florida?

At the southernmost tip of the Florida Keys, Key West is an island city that’s a world apart. Just 90 miles north of Cuba, this island encapsulates a rich blend of cultures, making it a unique destination to explore.

sail boats on the water in key west
Photo from Shutterstock

Things to Do in Key West

Snorkeling in Key West

Experience a snorkeling adventure into Key West’s most celebrated attractions: the vibrant coral reef and the crystal blue waters that encircle this island paradise. Situated approximately 7 miles offshore, our coral reefs are thriving ecosystems filled with tropical fish, corals, lobsters, sea turtles, and even nurse sharks. The reef system here, the only living coral reef in the continental United States, comprises about 110 species of corals and over 500 species of tropical fish. These reefs are not only a spectacle of beauty but also a critical habitat that supports an intricate marine food web. Prepare for your Key West snorkeling with essentials like a valid government-issued photo ID, a towel, a bathing suit, a waterproof camera, and a refillable water bottle. 

Deep Sea Fishing Charters

For anglers and marine enthusiasts, a Key West deep-sea fishing charter is not to be missed during your next visit to the Florida Keys. Begin your adventure by selecting a reputable charter company that suits your fishing style and experience level. Whether you are a seasoned fisherman or a novice, there is a charter perfect for you. Once onboard, venture into either the Atlantic Ocean or the Gulf of Mexico for a day of fishing like no other. The waters around Key West are rich with a diverse range of fish species, including snapper, grouper, marlin, tuna, wahoo, sailfish, and mahi-mahi. Key West deep-sea fishing charters not only offer thrilling fishing experiences but also give you a chance to immerse yourself in the stunning natural beauty of the surrounding waters. 

The Key West Lighthouse 

Standing tall with a storied past, the Key West Lighthouse is a monument to the island’s maritime heritage. Opening its doors in 1848 and remarkably led by a female Keeper—a rare occurrence in the 19th century—the lighthouse has witnessed numerous upgrades and chapters in history. Visitors are invited to climb the 88 steps to the top of the light for breathtaking views and to dive into the lives of those who lived a now obsolete but unforgettable way of life. Through artifacts, photographs, and narratives, the museum showcases the evolution of this historic landmark and its pivotal role in Key West’s maritime story.

Explore Old Town Key West

Old Town Key West is a seamless blend of the past and present, where every corner tells a story. Experience a journey aboard the Conch Tour Train, a unique experience that offers a comprehensive overview of the island’s rich history, iconic architecture, and intriguing personalities that shaped Key West. One of the highlights of Old Town is the Ernest Hemingway Home and Museum on Whitehead Street. This residence-turned-museum showcases the life and times of the Nobel and Pulitzer Prize-winning author during his 1930s stay in Key West. No visit to Key West is complete without a photo at the Southernmost Point buoy. Standing boldly in bright colors, this landmark boasts the iconic declaration “90 Miles to Cuba.” For beach lovers and history enthusiasts, Fort Zachary Taylor Historic State Park offers the best of both worlds. Not only does it provide a scenic rocky beach and opportunities for snorkeling and spotting vibrant marine life, but it also invites visitors to explore a historical fort that played a significant role in Florida’s history. 

Plan Your Next Visit!

Are you ready to start planning your next summer adventure with Key West Vacation Homes? Browse our stunning selection of vacation rentals today and find the perfect match for your stay!

Places to Eat in Key West

Conch Republic Seafood Company

Dive into the flavors of the sea at Conch Republic Seafood Company, a popular choice among the best Key West restaurants. Start your dining experience with their signature Callaloo Dip, a creamy blend of artichoke hearts and savory island callaloo greens, perfect for whetting your appetite. For your main course, try their St. Kitts Pasta, featuring lightly blackened shrimp over crab-stuffed ravioli in a zesty lemon and garlic cream sauce. For a sweet finale, indulge in their Strawberry Tempura, an innovative take on strawberries, offering a crunchy, sweet, and utterly delightful treat.

Salute! On the Beach

For a dining experience with a view, Salute! On the Beach combines beautiful scenery with tasty cuisine. Begin with their steamed mussels in Bianco, a savory appetizer that sets the stage for culinary excellence. Follow this with their Sauteed Yellowtail Snapper, a harmony of flavors with roasted potatoes, spinach, and citrus beurre blanc. And no meal at Salute! On the Beach would be complete without a slice of their Blue Heaven Key Lime Pie, an outstanding Key West dessert.

Nine One Five

At Nine One Five, elegance and flavor collide. Begin your gourmet journey with their Burrata appetizer, a delicate blend of textures and tastes. Then, savor the richness of their Pappardelle, a pasta dish elevated by Snake River Farms American Wagyu beef bolognese, parmesan reggiano, and cream fraiche. Accompany your meal with The Nine One Five cocktail—a sophisticated concoction made with Michters rye, disaronno, lemon juice, and honey, topped with Pino Noir.

Places to Stay in Key West

Paris Mango

Experience Paris Mango, a 4-bedroom, 4-bathroom luxury escape on the water’s edge. Inspired by Jimmy Buffett’s “Last Mango in Paris,” this island paradise has luxury leather seating and decadent furnishings throughout, promising a lifestyle fit for the rich and famous. Outside, your private heated pool and stunning water views await, offering a serene escape from the bustling Old Town.

In the exclusive gated community of Key Cove, Paris Mango is your ticket to an idyllic Key West vacation. Minutes away from downtown Old Town by car or bicycle and within walking distance of essential accommodations, this home combines secluded luxury with remarkable convenience.

Eisenhower Retreat

Eisenhower Retreat offers a 4-bedroom, 3 & ½-bathroom haven that beautifully encapsulates the essence of old Key West. Crafted to mimic the historic “Conch House” style, this luxurious estate combines the architectural charm of the past with the amenities of modern living.

Enjoy tall ceilings, an expansive kitchen, a heated pool, and a private boat slip. With two off-street parking spaces and Bayview Park a mere block away, Eisenhower’s Retreat places you at the edge of Old Town, near Key West’s vibrant heart. Experience the unique blend of history and luxury in this exquisite Key West vacation rental.

Coastal Comfort

Coastal Comfort is your answer to a peaceful retreat in Key West. Featuring 4 bedrooms and 3½ bathrooms, this home is a masterpiece of luxury and peace. Luxurious furnishings and spacious interiors are thoughtfully designed around breathtaking water views, promising an experience of outstanding comfort.

Located in the secluded Key Cove Landings, this private community offers quiet living while remaining just a short distance from the essentials and the excitement of downtown Old Town. With ample off-street parking and a dock for your boat, Coastal Comfort is the epitome of Key West vacation homes.

Stay with Key West Vacation Homes

Choosing to stay with Key West Vacation Homes means setting the stage for an unforgettable island getaway where the best things to do in Key West, Florida, are just moments away. Our exclusive collection of Key West vacation rentals encompasses a variety of options tailored to meet the needs of any traveler. From cozy, romantic hideaways to sprawling oceanfront estates, our Key West rentals are designed to provide the perfect foundation for your tropical adventure. Guests can expect top-tier amenities, including private pools, state-of-the-art kitchens, and breathtaking views, ensuring every moment of your stay is enveloped in luxury and comfort. With Key West Vacation Homes, you’re not just booking a place to stay; you’re securing a passport to an immersive island experience, surrounded by the charm and beauty of Key West.