Keys Season Deals
“No worries” is kind of our whole thing.
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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...
Flexibility Promise
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...
Flexibility Promise
Another Day in Paradise
Hyatt Vacation Club/Windward Pointe -Stay four nights, your fourth consecutive night is free. Pay now.
Flexibility Promise
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...
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...
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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...
Flexibility Promise
Another Day in Paradise
Hyatt Vacation Club/Beach House -Stay four nights, your fourth consecutive night is free. Pay now.
Flexibility Promise
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...
Flexibility Promise
Flexible Escape Offer
Hawks Cay Resort -Enjoy 25% off your stay plus a $50 nightly resort credit to put toward dining, spa treatments, or anything else that makes you forget your inbox...
Flexibility Promise
End of Summer Deal
No Worries Concierge -25% Off ALL Package Concierge Services from 8/1/26-10/1/26
Flexibility Promise
Book early for late summer & fall discounts
Wild Dolphin Tours -Book early and receive 10% off all Snorkeling and Sandbar Charters.
Flexibility Promise
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.
Flexibility Promise
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...
Flexibility Promise
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...
Flexibility Promise
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
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...
Flexibility Promise
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...
Homemade Pina colada madness
Key West Legal Rum -Anytime you buy a 22 oz pina colada which are considered to be one of the best on the island because they are homemade right here on site with our...
Hit the Road to Key West
Southernmost Beach Resort -Hit the Road to Key West and make your next road trip unforgettable with a stay at Southernmost Beach Resort and Guesthouses. Save up to 25%
Unlimited use of paddle boards, kayaks, bicycles at no charge.
The Caribbean Resort -Free unlimited use of outdoor Watersport's, including fishing rods, paddle boards, bicycles, and kayaks.
BOGO Museum & Garden Entrance
Old Island Restoration Foundation -Two for One! Buy one admission to The Oldest House Museum & Tom Majors Garden and enjoy a second admission free. Tickets are purchased on-site at 322...
Happy hour
City Hall Cafe & Wine Bar -Half off wine and beer and $10 food menu 3 PM to 6 PM every day
BOGO Entrance to Museum & Garden
Oldest House Museum & Gardens Key West -Buy one entrance to the Oldest House Museum & Tom Majors Garden, get one entrance free.
Summer special
Marathon Mermaid Coffee Co. -10% off all coffee and tea purchases. 15% off all merchandise purchase.
Work & Play in the Keys
Sun Outdoors Key Largo -Work & Play in the Keys and enjoy Standard Full Hookup RV Sites for just $50 per night during select 2026 dates.
Keys Season: Take Home Original Art
Key West Art Center & Gallery -"An Affordable Summer Collection at the Key West Art Center" Original Art within reach at $175.00, 10"X10" Original Paintings by 50+ Local Artists...
Countdown to Summer
The Islands of Islamorada -Whether it’s a relaxing getaway or an adventurous island vacation, our private villas provide the perfect home base for your summer memories. Secure...
Monroe County Local Flavor Special
ReelCatch -Enjoy 20% off food at ReelCatch and the Tiki Bar at Amara Cay Resort, Monday–Thursday—plus optional $8 signature cocktails. Dine oceanside and savor...
10% Off Jules' Tour & Snorkel with a Marine Biologist
MarineLab Undersea Park -Use promo code KEYSSEASON26 and receive 10% off our Jules' Tour or Snorkel with a Marine Biologist experience when you book online between August 1...
FL GA Resident Rate
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton -Room discount available to Florida, Georgia and all surrounding states. Includes $100 gar card per night. Hilton Honors Membership required.
BOOK YOUR FLORIDA STAYCATION
Sun Outdoors Key Largo -The savings are heating up in Florida! Book a two-night stay between April 15 and September 3, 2026, and enjoy RV stays starting at $58 and vacation...
