
Key West and Stock Island: The Ultimate Hotel Stay Experience

If you’re planning a trip to Key West and staying in one of its fantastic hotels or the boutique accommodations of Stock Island, you’re in for a treat. While the laid-back island life is perfect for relaxation, there are plenty of guided tours and experiences that will take your stay to the next level. Whether you’re into history, adventure, or world-class seafood, here’s how to make the most of your trip.
Easy Transportation and Sightseeing
Instead of dealing with the hassle of parking, let someone else do the driving. The Old Town Trolley Tour offers a hop-on, hop-off experience that takes you to all of Key West’s major attractions while providing fun and informative narration. If you want something even more intimate, private electric car tours can give you a personalized look at the island with a local expert leading the way.
Discover the History of Key West
Key West has a fascinating past, and a guided walking tour of Old Town will bring it all to life. From Ernest Hemingway’s former home to the historic Key West Cemetery, local historians share the stories that shaped this island paradise. If maritime history intrigues you, check out the Key West Lighthouse and Shipwreck Museum, where expert guides detail the island’s seafaring past and shipwreck salvaging history.
Fishing Adventures from Stock Island
For those staying in Stock Island, you’re just minutes away from world-class fishing charters. Fish All In Charters, led by Captain Garret Frey, provides an unforgettable guided fishing experience. Whether you’re looking to catch snapper, tarpon, or marlin, these expert-led trips take you straight to the action. Want to stay updated on the latest fishing conditions? Click here for current fishing reports.
Savor Fresh Seafood at Eaton Street Seafood
No visit to Key West is complete without indulging in fresh seafood. One of the best spots is Eaton Street Seafood, where you can enjoy locally caught fish, stone crab claws, and Key West pink shrimp. Whether you’re dining in or taking something back to your hotel, this is the place for top-quality seafood. Click to learn more about their offerings.
Snorkeling and Watersports Tours
Being surrounded by crystal-clear waters means you have easy access to incredible snorkeling and watersports. Guided snorkeling trips take you to stunning coral reefs filled with tropical fish, while eco-kayak tours provide an up-close look at the mangroves. For those wanting a more exhilarating adventure, jet ski tours around the island offer a fast-paced way to explore.
Sunset and Dolphin Watching Cruises
One of the best things to do while staying in Key West is book a guided sunset cruise. Many tours include champagne and live music as you sail into the horizon. If you love marine life, dolphin-watching tours are a must. Expert guides take you to the best areas for spotting pods of dolphins playing in the wild.
Ghost Tours and Nighttime Adventures
For a different kind of guided tour, explore Key West’s spooky side. Ghost tours take you through the island’s haunted streets, past eerie mansions, and into sites known for paranormal activity. It’s a fun way to experience the island after dark while learning about its supernatural history.
Custom and Private Tours
Want a fully tailored experience? Private guides in Key West can create custom itineraries based on your interests. Whether it’s an eco-tour through the mangroves, a culinary exploration of the island’s best food, or a day trip to Dry Tortugas National Park, private tours let you design the perfect adventure.
Make the Most of Your Stay
Key West and Stock Island offer more than just beautiful accommodations—they provide access to some of the best guided experiences available. Whether you’re reeling in a big catch with Fish All In Charters, savoring fresh seafood at Eaton Street Seafood, or setting sail on a sunset cruise, there’s something for everyone. Ready to explore? More awaits in Key West!