Keys Season Deals
“No worries” is kind of our whole thing.
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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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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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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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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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Another Day in Paradise
Hyatt Vacation Club/Beach House -Stay four nights, your fourth consecutive night is free. Pay now.
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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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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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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...
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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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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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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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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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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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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...
Flexibility Promise
Flexibility Promise
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...
Live Like a Local
Blue Flamingo Resort -For a limited time only, our Florida Residents Offer is now available for everyone! No ID Required! Receive up to 35% off your stay and 50% off Resort...
Fly Into Fantasy Fest — Direct from FLL to Key West
Tropic Ocean Airways -Skip the traffic and the long drive down the Keys. Tropic Ocean Airways is now offering scheduled seaplane service from Fort Lauderdale straight to...
4th Night Free
Havana Cabana -Three’s a Vacation. Four’s a Party. 4th Night Free Just when you’ve perfected the art of doing absolutely nothing poolside, it’s time to pack? We...
Paddle the Keys this Fall
I Can See Clear Kayaking -Get 25% off all reservations made through this promotion from August 1st - October 31st.
Discover Key Largo
Courtyard by Marriott Key Largo -Discover Key Largo, includes 20 percent off Sundries @ The Market coupon, Local Souvenir
$3 OFF Adult Admission at History of Diving Museum
History of Diving Museum -Save $3 off Adult Admission Tickets by using code: HDM2005 at checkout! Only valid for Museum Adult Gift Pass purchased through online store. Please...
Twisted Happy Hours
Twisted Shrimp -Happy Hour Special Join us from 4–6 PM and enjoy select seafood favorites at special prices, plus 2-for-1 beer and wine. Perfect for a quick bite...
Work & Play in the Keys
Sun Outdoors Marathon -Work & Play in the Keys and enjoy Standard Full Hookup RV Sites for just $50 per night during select 2026 dates.
Girl Dinner
Bayside Grille -Monday thru Friday in our upstairs Bayview Dining Room from 4-9pm. 3 courses. Select a cocktail, a salad aan an appetizer for $25
THE BEST & ORIGINAL KEY WEST HAPPY HOUR
Half Shell Raw Bar -Since 1972 at Half Shell Raw Bar Gulfside at the Key West Bight Marina Join us 7 days a week from 4:30 PM – 6:30 PM 50% OFF all Starters 30% OFF...
Cheers to Havana
Havana Cabana -A TOAST TO OUR TRAVEL + LEISURE RECOGNITION Come see what the buzz is about! Our Travel + Leisure World’s Best recognition gives us one more reason to...
Kids Eat Free at ReelCatch in Islamorada
ReelCatch -Make Tuesday nights a family favorite at ReelCatch, where great food and coastal vibes come together. Kids 12 and under eat FREE every Tuesday night...
50% off MONOPOLY: Key West Edition!
Southernmost Scavenger Hunt -Take advantage of a limited-time offer and bring home the iconic MONOPOLY: Key West Edition at **50% off**—a rare opportunity to own a one-of-a-kind...
$250 Off per stay!
Oasis Beach House -Offering $250 off per weekly stay booked in this time period.
