Recommendations

Getting Around
Culture
Sunset Celebrations
Snorkeling
Watersports
Eco Systems
Boat Rental
Fishing
Yoga and Spas
Dining

Getting around the island

Renting a bike for your stay in Key West aligns with who our guests are for several reasons. The island’s compact size and flat terrain make it incredibly bike-friendly, allowing visitors to easily explore the area’s numerous attractions, beautiful beaches, and vibrant streets at a leisurely pace.

By opting for a bike, our guests can bypass the hassle of parking and traffic, enjoying a more intimate and authentic way to experience the local culture, and stumbling upon hidden gems, and quaint neighborhoods that might be missed. We can have your bikes delivered here on the property before you arrive. 

Bicycle Rental info and delivery

The island is perfect for exploring via golf cart, allowing visitors a fun way to easily navigate the narrow streets. Ultimately, renting a golf cart in Key West offers a unique and enjoyable way to explore the island at your own pace, providing a memorable and immersive experience for visitors of all ages. Please note these are street-legal vehicles that come with the same parking requirements as a regular car. 

Pirate Scooter & Golf Cart Rentals

Renting a moped/scooter in Key West offers a convenient way to explore the island’s unique charm. With Key West’s compact size and limited parking spaces, a moped provides the flexibility to easily navigate through the narrow streets and discover hidden gems that might be missed by a car. The slow pace of the island perfectly complements the leisurely nature of moped travel, allowing riders to soak in the island flavor and vibrant atmosphere at their own pace. 

Hydro Thunder Scooter & Golf Cart Rental

Immerse yourself in Key West Culture

Exploring Key West’s rich history and vibrant culture can be an unforgettable experience with a museum pass, food tour, historical ghost tour, or trolley tour. With a museum pass in hand, visitors can delve into the island’s past at institutions like the Key West Museum of Art & History, The Key West Lighthouse and Innkepers Quarters Museum, The Tennessee Williams Museum, and Fort East Martello Museum. 

Enjoy even greater value with a 20% discount by using our special code for our guests OTMVIP23.

Other great museums include the Mel Fisher Maritime Museum, Wreckers Museum, Butterfly Conservatory, and Hemingway Museum.

Museum Cultural Pass

Embarking on a food tour offers a delectable way to savor Key West’s unique culinary scene while learning about its cultural influences. From savoring fresh seafood to indulging in Caribbean and Cuban flavors, participants can sample an array of local delicacies while strolling through the historic streets.

Food Tour

A historical ghost tour provides an intriguing glimpse into the city’s haunted past, regaling visitors with chilling tales of the island’s eerie encounters and mysterious legends. Whether exploring the Old Town or the historic waterfront, participants will gain new perspectives on Key West’s spectral history and perhaps even encounter a few spine-tingling surprises along the way.

Ghost Tour

Sunset Celebrations

As the sun begins its descent over the picturesque Key West, there are few places better to witness the breathtaking sunset celebration than from the top of the historic Key West Lighthouse. From this vantage point, the panoramic views of the island and the surrounding azure waters are truly unparalleled. As the sky transforms into a canvas of vibrant oranges, pinks, and purples, the gentle sea breeze and the distant sounds of the bustling island below create a serene and unforgettable setting for this daily natural spectacle. The tranquil atmosphere of the lighthouse offers a private and intimate experience, allowing visitors to savor the beauty of the sunset in a truly unique way.

For those seeking a more lively and musical experience, a live music sail on a catamaran provides an exhilarating way to enjoy the sunset celebration. Aboard the spacious deck of the catamaran, guests can bask in the warm glow of the setting sun while being serenaded by live musicians, creating an ambiance of relaxation and merriment. With the rhythmic sounds of the music blending with the gentle lull of the waves, this experience offers a perfect fusion of nature’s beauty and the joy of live music, making for an unforgettable sunset celebration.

Lighthouse Sunset Experience

For those with a taste for the finer things, a wine-tasting experience on a sailing schooner adds an element of sophistication to the sunset celebration. The elegant vessel glides gracefully through the waters as guests are treated to a selection of exquisite wines, expertly paired with delectable hors d’oeuvres. As the sun dips below the horizon, casting a warm glow over the sea, the combination of fine wines, gourmet bites, and the stunning natural backdrop creates a truly indulgent and opulent sunset experience.

Whether from the top of the Key West Lighthouse, on a catamaran with live music, aboard a sailing schooner enjoying wine and gourmet treats, or the world-famous Mallory Square with street performers, the Key West sunset celebration offers a diverse range of enchanting experiences that cater to a variety of tastes and preferences.

Schooner Wine Tasting Sunset Sail
Classic Sailing Schooner at Sunset
Live Music Party Sunset Sail
Live Music Relaxing Sunset Sail
Sunset Cruise with Dinner
Dolphin Watch and Sunset
Sail, Snorkel, Kayak and Sunset Sail

Snorkel the reef, sponge gardens and shallow corals

Snorkeling in Key West provides the opportunity for a captivating exploration of the diverse marine ecosystems found in the crystal-clear waters surrounding the island. On the Atlantic side, the extensive coral reef system provides an enchanting underwater world teeming with colorful fish, graceful sea turtles, and swaying sea fans.

As snorkelers glide above the reef, they are treated to a mesmerizing display of marine life, including vibrant parrotfish darting among the corals and sleek barracudas patrolling the depths. The warm, tropical waters of the Atlantic Ocean create an ideal environment for snorkeling, allowing visitors to witness the intricate beauty of the coral reef and its inhabitants.

In contrast, the Gulf of Mexico side of Key West boasts shallow corals and sponge gardens, where snorkelers can observe a different yet equally captivating underwater landscape. The calm, shallow waters reveal a mosaic of corals, sponges, and seagrass, providing a habitat for an array of marine creatures, from tiny seahorses to curious rays. Snorkeling in the Gulf of Mexico allows for tranquil exploration of these serene, biodiverse environments, inviting visitors to immerse themselves in the peaceful underwater realm and witness the delicate harmony of the marine ecosystem.

Whether exploring the Coral Reef on the Atlantic side or the shallow corals and sponge gardens in the Gulf of Mexico, Key West offers an unforgettable snorkeling experience that showcases the stunning natural beauty of this tropical paradise.

Powered Catamaran – 2 Reef Locations
Dolphin Watch and Snorkel at Sunset
Sailing Catamaran and Reef Snorkel
Full Day Sail, Snorkel, Kayak
Half Day Sail, Snorkel, Kayak – Morning
Half Day Sail, Snorkel, Kayak – Afternoon
Glass Bottom Boat

A whole world of watersports

Experience the thrill of the open water with an unforgettable adventure in Key West, where a variety of exhilarating water-based activities await. Embark on a fast-paced 27-mile Jetski tour around the island and feel the spray of the ocean as you zoom across the waves, exploring the island’s coastline. For those seeking a bird’s-eye view, parasailing offers an exhilarating perspective of the island, allowing you to soar high above the crystal-clear waters and take in panoramic views of the picturesque surroundings. If you prefer to take the helm, dive into the excitement of a drive-your-own-boat tour, where you can navigate the tranquil waters of the Gulf of Mexico, discovering the beauty of Key West from a unique vantage point. 

For a hassle-free day of aquatic fun, consider an all-inclusive watersport day trip, where you can indulge in a variety of activities such as jet skiing, parasailing, snorkeling, kayaking, paddleboarding, inflatable water toys, lunch, and drinks ensuring a full day of adventure and relaxation in the tropical paradise of Key West. 

All Inclusive Watersports Adventure
Parasailing
Island Jetski Tour
Mangrove Safari Boat Tour

Explore one of the world’s most beautiful Eco Systems

Exploring the mangrove ecosystems of the Florida Keys is a captivating and enriching experience that offers a glimpse into one of the most unique and diverse habitats in the world. As one ventures into the interconnected network of mangrove forests, a sense of wonder takes hold as the dense tangle of prop roots creates a labyrinthine environment teeming with life. The intricate root systems provide a safe haven for a myriad of species, from fish and crustaceans to birds and mammals, making it a crucial nursery for marine life and a hotspot for biodiversity. Paddling through the narrow waterways, visitors can witness the fascinating interplay between land and sea, as the mangroves act as a natural buffer, protecting the coastline from erosion and serving as a vital link in the coastal ecosystem.

The Florida Keys’ mangrove ecosystems also offer an opportunity for nature enthusiasts to appreciate the delicate balance of this coastal environment and its significance in sustaining the region’s ecological health. Observing the complex web of interactions among the mangroves, seagrass beds, and coral reefs underscores the interconnectedness of these habitats, highlighting the vital role that mangroves play in maintaining the overall well-being of the marine environment. Additionally, the educational value of exploring these ecosystems cannot be overstated, as it provides a unique opportunity to learn about the importance of conservation and preservation efforts to safeguard these critical habitats for future generations. Ultimately, immersing oneself in the mangrove ecosystems of the Florida Keys is not only a visually stunning experience but also a profound lesson in the significance of protecting and respecting our natural world.

Kayak and Paddleboard Tours
Private Sandbar and Snorkel Trip
Back Country Charter to Mangroves and Sandbar
Half Day Sail, Snorkel, Kayak – Morning
Half Day Sail, Snorkel, Kayak – Afternoon
Full Day Sail, Snorkel, Kayak

Rent your own boat, be your own captain

When renting a boat in Key West, the options for boating activities are as diverse as the crystal-clear waters that surround this tropical paradise. As the captain of your adventure, you can tailor your boating experience to suit your preferences, whether it’s casting a line for the perfect catch while fishing in the abundant offshore waters, snorkeling in the vibrant coral reefs, exploring the secluded backcountry mangroves, or simply cruising along the coastline to find a serene sandbar where you can relax and unwind with friends and family. With the freedom to chart your own course, renting a boat in Key West offers an unparalleled opportunity to create unforgettable memories on the water, tailored to your unique vision of the perfect day at sea.

Boat Rentals

Key West, a Fishing Enthusiasts Dream

Key West is renowned as a world-class fishing destination, offering a diverse range of opportunities for anglers of all levels. The deep-sea fishing off the coast of Key West is particularly exceptional, with the waters teeming with prized game fish such as marlin, sailfish, tuna, and swordfish. Anglers can embark on exhilarating deep-sea fishing charters, venturing far offshore in pursuit of these magnificent species. For those seeking a more hands-on experience, reef fishing around Key West is also exceptional. The vibrant coral reefs and abundant marine life provide the perfect setting for reeling in a variety of species, including grouper, snapper, and amberjack.

In addition to deep-sea and reef fishing, Key West also offers unparalleled opportunities for fly fishing in the shallow, crystal-clear waters of the Gulf of Mexico. Anglers can test their skills against bonefish, permit, tarpon, and a variety of other species that inhabit the flats and backcountry areas surrounding the Keys. The serene and picturesque environment, combined with the thrill of sight-casting to elusive fish, makes fly fishing in Key West a truly unforgettable experience. Whether it’s battling a powerful marlin offshore, bottom fishing over the reefs, or stalking elusive bonefish in the shallows, Key West’s diverse fishing opportunities ensure that anglers will find the adventure of a lifetime in these legendary waters.

SeaVee Charters Deep Sea and Light Tackle Fishing
Fish Key West Deep Sea and Light Tackle Fishing
Cowboy Charters Deep Sea and Light Tackle Fishing #3

Island Yoga and Spas

Key West offers a variety of spa and yoga choices for visitors looking to relax and rejuvenate. With its tropical climate and picturesque surroundings, Key West provides the ideal setting for indulging in luxurious spa treatments. Visitors can choose from various spa options, from oceanfront retreats to intimate boutique spas offering traditional massages, facials, and body treatments using natural and organic products. Whether you prefer a soothing Swedish massage, a revitalizing body scrub, or a pampering facial, Key West’s spas will surely cater to your every need, leaving you feeling refreshed and revitalized.

In addition to its spa offerings, Key West boasts a vibrant yoga community, making it a haven for yoga enthusiasts seeking to deepen their practice or unwind in a tranquil setting. Visitors can participate in beachfront yoga classes, sunset yoga sessions, or private one-on-one sessions with experienced instructors, allowing them to connect with their bodies and minds while surrounded by the island’s serene beauty. Whether you are a beginner looking to learn the basics or an experienced yogi seeking to advance your practice, Key West’s diverse range of yoga studios and classes ensures that you can find the perfect experience to suit your preferences and needs during your stay.

Key West Yoga Sanctuary is a beautiful Old Town retreat, just two blocks from Old Town Manor.

Shakti Yoga is Key West’s most established yoga studio, loved by locals and visitors alike.

Yoga on the Beach is one of the Island’s top rated yoga experiences by visitors to the island.

Prana Spa is an intimate Day Spa in and intimate day spa, located in a historical building.     

Spa Terre at Ocean Key Resort is a serene hideaway designed to help you disconnect from the outside world.

Ocean Wellness Day Spa and Salon is a charming, rejuvenating wellness retreat located in the heart of historic Old Town

The Spa at Pier House is the premier island retreat for visitors looking to unwind, relax and restore well-being.

Key West Dining

In Key West, dining experiences are as diverse and colorful as the surrounding culture. For breakfast, the island offers a delightful array of options, from charming Old Town cafes serving up fresh pastries and aromatic coffee to beachside diners offering hearty breakfast burritos and tropical fruit platters. Visitors can savor the morning sun while enjoying a leisurely breakfast on quaint outdoor terraces or opt for a quick bite at bustling local joints, immersing themselves in the laid-back island atmosphere that Key West is renowned for.

When it comes to lunch, Key West presents an enticing selection of culinary delights. From succulent seafood shacks to stylish bistros, the island’s lunch scene caters to every taste and preference. Visitors can feast on freshly caught fish tacos, and zesty conch fritters, or indulge in gourmet salads featuring locally sourced ingredients. With many eateries boasting from ocean views to Old Town with old island flavor,  interesting interiors to outdoor seating, lunchtime in Key West is a relaxed and indulgent affair, offering a chance to recharge and savor the island’s unique flavors.

As the sun sets over the Gulf of Mexico, Key West comes alive with an eclectic mix of dining options for dinner. From upscale waterfront restaurants offering elegant seafood dishes and fine wines to lively street-side eateries dishing up Caribbean-inspired specialties and fusion cuisine, the island’s dinner scene is a feast for the senses. Visitors can revel in the island’s lively nightlife as they sample freshly prepared ceviche and tangy key lime pie, or savor the rich flavors of a perfectly grilled steak, all while soaking in the vibrant energy and charm that make Key West a tropical culinary destination like no other.

Some of our favorites:

Breakfast, Brunch, Lunch

Dinner