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The Florida Keys & Key West known as “Florida’s Caribbean”, offers state of the art meeting facilities and a variety of culinary, spas, cultural, historical and water activities. From small incentives to larger sales launches, the keys offer the greatest variety without having to go "offshore.” No Customs or Passport hassles. Destination information and RFP assistance is available
This hotel is closing on November 1, 2026 for a complete renovatio with plans to open April or May 2027 after renovations this will be a suites hotel with 129 two and three bedroom suites, each bedroom will have a private bath while the suites will have gourmet kitchen with sub zero refrigerator freezer, viking appliances, granite counter tops, living room and dining room, balcony,kids suites and programs. We have the lardest Ballroom in Key West with just under 6000 sq ft and 16 ft ceiling all set on 7 lush acres featuring a private beach overlooking the Gulf of Mexico, luxury awaits you at Beachside Key West & Residences! We balance relaxation and adventure with our marina, jet ski tours, kayaking & day and night paddle boarding. Treat your taste buds with internationally inspired cuisine and handcrafted cocktails at Tavern N Town. During the day, immerse yourself in relaxation around our waterfront swimming pool where you can enjoy cocktails & island inspired dishes from our poolside bar, Host your wedding, business event, or social gala in the largest ballroom in Key West or on our waterfront patio. Family vacation, romantic escape, or a business trip, Beachside Key West offers it all.
Blue Flamingo Resort is Key West’s newest boutique property, offering a vibrant island setting designed for groups, meetings, and special events. With flexible indoor and outdoor spaces, a lively pool deck, on-site catering, and customizable group packages, the resort creates memorable gatherings infused with authentic Key West flair. Just steps from beaches, nightlife, and attractions, Blue Flamingo is the ideal backdrop for incentive trips, retreats, and celebrations.
Discover a destination where business meets the vibrant spirit of the Florida Keys. Blue Flamingo Resort Key West, together with Hilton Garden Inn Key West and Fairfield Inn & Suites Key West at The Keys Collection, forms The Keys Collection, offering meeting planners access to a combined 519 guestrooms, diverse venues, and a seamless planning experience for groups of every size.
Perfect for incentive trips, corporate meetings, government programs, tour & travel groups, reunions, weddings, and social events, The Keys Collection delivers flexible event solutions in a relaxed island setting just minutes from Old Town Key West and Key West International Airport.
Planners can choose from a variety of indoor and outdoor meeting and event spaces, including boardrooms, breakout venues, poolside gathering areas, and an expansive outdoor event lawn capable of hosting concerts, festivals, receptions, and large-scale activations for up to 2,000 guests. On-site catering, customized food and beverage experiences, and dedicated event support ensure memorable experiences from arrival to departure.
Additional amenities include motorcoach parking, multiple dining and social venues, resort-style pools, team-building opportunities, and the flexibility to create fully customized group experiences. For organizations seeking complete privacy and brand immersion, exclusive hotel buyout opportunities are available across one or multiple properties within The Keys Collection.
Whether planning an executive retreat, incentive reward trip, government gathering, tour series, association event, or a large-scale celebration, The Keys Collection offers the space, expertise, and authentic Key West atmosphere to make every event unforgettable.
After a century of delivering remarkable experiences in Old Town Key West, Casa Marina completed a grand renovation to thoughtfully elevate the historic resort and preserve its timeless character. By reimagining the 311 rooms and lobby with classic designs elevated by modern touches, enhancing the food and beverage offerings, adding a versatile 5,000-square-foot oceanfront event lawn, and fully restoring the activity piers, the Casa Marina experience will be further enriched for decades to come.
Whether you are hosting a sales incentive trip, conference, or executive retreat, the historic splendor of Casa Marina is sure to elevate each and every moment. With vibrant indoor and outdoor venues, our grounds offer the largest and most beautiful event space in Key West, accommodating events of up to 500 people. Our award-winning, on-site events staff meticulously manages each occasion, from crafting delicious menus to seamlessly coordinating audio/visual services, in order to create an unforgettable atmosphere designed to surpass your every expectation.
Our serene House by the Sea features the largest private beachfront in Old Town and a variety of distinctive venues for truly extraordinary events. With abundant sun-drenched days and salt-air breezes, Casa Marina creates a timeless backdrop for guests to experience sublime and memorable moments with every visit.
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Since 1946, Cheeca Lodge & Spa has set the standard of luxury in Islamorada, widely regarded as the most enchanting destination among the world-famous Florida Keys. Infused with both elegance and an effortless sense of comfort, Cheeca Lodge & Spa offers a wide variety of accommodation types. Choose from 243 rooms and suites and enjoy views of the white sands and turquoise waters, lush tropical gardens, cascading waterfalls, and our sprawling executive golf course. Or, indulge in one of our 43 new premier oceanfront rooms featuring spectacular, unobstructed views of the Atlantic Ocean and private open-air tubs. Make paradise yours at our Islamorada resort.
At the threshold of the iconic Seven Mile Bridge lies Isla Bella Beach Resort, the crown jewel of the Florida Keys that offers more than you can imagine:
The Islamorada Resort Collection is a premier group of resorts located in the heart of the Florida Keys, offering guests a range of upscale accommodations, luxury amenities, and waterfront experiences. This collection includes three distinctive properties:
Three Waters Resort & Marina, a Tribute Portfolio Resort in the Florida Keys, opened it's doors in Fall of 2024 after a $50 million renovation. This new upscale resort elevates the guest experience and has become the crown jewel for the Islamorada Resort Collection, which also includes the beloved Amara Cay Resort and La Siesta Resort & Villas. Offering an energizing escape in the “Sport Fishing Capital of the World,” Three Waters Resort & Marina spans 15 acres of oceanfront property and will feature 214 chic, island-inspired guest rooms, nine distinct new dining concepts, 5,500 square feet of gathering spaces under roof, and over 80,000 square feet of unique al fresco event spaces with panoramic ocean views, and a wide variety of authentic and upscale experiences for guests to discover.
La Siesta Resort & Marina
Discover a lush oasis of stunning sunrises and walk-in private beaches with an atmosphere of laid-back leisure at La Siesta Resort & Villas. Stroll to the beach under the shade of banana and sea grape trees, make a splash in our pools with unbeatable ocean views, or set out on a fishing charter to land the catch of your dreams.
Amara Cay Resort & Marina
With coastal chic style and a host of modern amenities, you’re never too far from stunning ocean views or the bliss of basking by the pool at our Islamorada resort. Discover our spacious rooms and suites with private balconies and lanais that celebrate sophisticated island style.
The Collection’s Unique Appeal
The Islamorada Resort Collection offers a blend of serene and authentic island experiences. Guests have the opportunity to enjoy world-class amenities, breathtaking natural surroundings, and convenient access to water activities such as fishing, diving, and boating. Each property within the collection caters to different types of travelers, from families to couples to adventure seekers, making it a versatile and attractive choice for anyone visiting Islamorada.
In addition to its accommodations, the collection also features unique dining experiences, event spaces, and a commitment to guest satisfaction with personalized services for special occasions, such as weddings, corporate events, and social gatherings.
Bungalows, Villas, Rooms & Suites
Islander Resort is for Travelers Seeking Connection, Adventures and Purposeful Renewal.
Our 114 rooms and suites provide a relaxed and warm atmosphere with detailed design touches, thoughtful amenities,
and indoor-outdoor living.
A blend of luxury and simplicity, our Islamorada accommodations provide a sleek hideaway surrounded by lush tropical foliage. Unwind in your private bungalow from morning to night and find the day's activities just a short stroll away
through native landscaping and white sand paths.
Discover the Opal Collection a premier assortment of luxury resorts in the Florida Keys.
Opal Key Resort & Marina Key West
Reefhouse Resort & Marina Key Largo
Sunset Key Cottages Key West
The Capitana Key West
The Laureate Key West
Playa Largo Resort & Spa is situated just an hour South of Miami with 14.5 secluded beachfront acres on the site of a former historic pineapple planation in Key Largo, the first of the Florida Keys. This stunning incentive destination combines the luxe life with laidback sophistication that perfectly embodies a traditional Keys vibe.
The sprawling property offers 178 tranquil, opulent guest accommodations that are reminiscent of a residential beach house with an Ameri-Caribbean aesthetic. There are a wide variety of spacious options for guest rooms, lavish suites, 10 secluded two-story Bungalow Villas, and an exclusive three-bedroom, four-bathroom Beach House that boasts its own private pool.
Playa Largo Resort & Spa boasts nearly 35,000 square feet of indoor and outdoor meeting and event spaces. The Tavernier Ballroom is one of the largest indoor function rooms in the Upper Keys and offers 4,761 square feet of unobstructed indoor space. Outdoor spaces include Mirasol and Miramar Courtyards offering over 4,000 and 5,000 square feet of space respectively, while the Event Lawn offers 8,600 square feet for up to 300 guests in a reception set up. The property’s private beach provides 6,000 square feet of outdoor spaces where attendees will take in turquois vistas wrapped in a million shades of the sun as it sets after a long day of play.
With upscale waterfront amenities like firepits, an oceanfront pool, private beach, Water cabanas, private marina, a dockside restaurant, sea-to-table cuisine, and one-of-a-kind toes in the sand and in-water dining experiences there is plenty for guests to see and do. Guests can indulge in the full-service Ocean Spa, enjoy Eventide where they celebrate the day turning to night, idly swing in a hammock all day, or get active on the jogging trail, basketball court, or even take a spin on the resort bicycles. For those seeking adventure with a splash they can partake in the water sports activities provided through the on-property water sports team. With offerings such as paddle boarding, kayaking, sailing, snorkeling, parasailing, enviro-tours, and private charters the Florida Bay is your oyster!
Signature Magazine - Playa Largo Resort & Spa and Key Largo
