Keys Season Deals
“No worries” is kind of our whole thing.
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Affordable Rates, Clean Rooms, and a Free Night Too!
Blue Fin Inn -Welcome to beautiful Islamorada and the Blue Fin Inn, where affordable accommodations, friendly service, and the laid-back charm of the Florida Keys...
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Book early for late summer & fall discounts
Wild Dolphin Tours -Book early and receive 10% off all Snorkeling and Sandbar Charters.
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Stay More, Save More
Coconut Palm Inn -Make your Florida Keys escape last a little longer at Coconut Palm Inn & Marina. Book a weekday stay (Sunday–Thursday) between June 10 & October 31...
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One More Night of Islander Life - Third Night Free
Islander Resort -There’s a moment in every stay when you wish you had just one more day. One more morning by the water, one more afternoon in the sun, one more evening...
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One Night Free--Stay 7, pay for 6 nights
Key Lantern -Welcome to Key Lantern Motel, where friendly service, clean and comfortable rooms, and classic Old Florida charm create a relaxing home away from home...
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FREE Sail Boats, Kayaks, Canoes, Paddleboards, Fishing/Snorkel Gear, Bicycles with Cottage Rental
Key Lime Sailing Club and Cottages -🌴 STAY. SAIL. PADDLE. EXPLORE. — IT’S ALL INCLUDED! ⛵ At Key Lime Sailing Club & Cottages, your cottage rental is more than just a place to stay
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Old Florida Charm Starting at Just $75 a Night
Key Lantern -Welcome to the Key Lantern Motel, where friendly service, clean accommodations, and classic Old Florida charm make every stay enjoyable. Escape to...
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Conchiglia Summer Weekly Program
Conchiglia Key West -Enjoy Conchiglia’s Summer Weekly Program in the heart of Key West, featuring special Italian dining experiences throughout the week: Monday Margarita...
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Another Day in Paradise
Hyatt Vacation Club/Beach House -Stay four nights, your fourth consecutive night is free. Pay now.
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Stay 2 Nights, Get The 3rd Night Free
Banana Bay Resort Marathon -Limited-time offer! Make your next island escape last a little longer. At Banana Bay Resort & Marina, when you stay two nights, your third night is...
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Another Day in Paradise
Hyatt Vacation Club/Windward Pointe -Stay four nights, your fourth consecutive night is free. Pay now.
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Keys Season Special
Flamingo Lodge and Restaurant -Keys Season Special Stay between August and October and receive up to 20% off the nightly rate on lodge rooms. Blackout dates apply.
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Florida Dream Drive
Baker's Cay Resort -Escape to Baker’s Cay Resort & Enjoy: 20% off best available rate $50 daily resort credit to use on waterfront dining, sunset cocktails, and island...
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Weekday Specials Starting at Just $75!
Blue Fin Inn -Escape to beautiful Islamorada without breaking the budget. Sunday through Thursday, enjoy rates from just $75 to $85 per night for one or two guests...
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Sip, Sail, & Save
Islamorada Luxe Charters -Enjoy 20% off any half-day charter or longer with Islamorada Luxe Charters, plus your choice of a complimentary charcuterie board or tropical fruit...
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End of Summer Deal
No Worries Concierge -25% Off ALL Package Concierge Services from 8/1/26-10/1/26
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Your Inns, Your Island.
Key West Historic Inns -Pick Your Perks*: pick 2 - Reduced GAF from $45 to $25 - Complimentary upgrade for VIP, including complimentary welcome amenity - Complimentary 1 hour...
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Monroe County Locals: 25% Off Dining
Four Marlins -There’s never been a better excuse to dine by the ocean. Monroe County locals can enjoy 25% off their entire check at Four Marlins Oceanfront Dining...
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Keys Season Discount
Ibis Bay Beach Resort -Book 3 nights between August 1st, 2026 and October 31st, 2026 and get 25% off your stay. Offer not valid during holidays or special events. Offer only...
Hidden Oasis Summer Sale- 15% OFF
The Key West Hotel -Enjoy 15% off your summer getaway and complimentary when you book direct through our website or by phone. Use promo code SUMMER15 at checkout to take...
Welcome to Keys Season Savings from Sunset Watersports
Sunset Watersports Key West -Make the most of late summer and fall in Key West with exclusive Welcome to Keys Season Savings from Sunset Watersports. From August 1 through October...
Dine & Unwind Special at Little Limon Rooftop
Little Limón -Elevate your evening at Little Limon Rooftop, where sweeping Atlantic Ocean views meet bold Asian‑fusion flavors and a vibrant raw bar in the heart of...
