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...
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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...
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
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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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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End of Summer Deal
No Worries Concierge -25% Off ALL Package Concierge Services from 8/1/26-10/1/26
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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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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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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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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...
Flexibility Promise
Flexibility Promise
Another Day in Paradise
Hyatt Vacation Club/Windward Pointe -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...
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Another Day in Paradise
Hyatt Vacation Club/Beach House -Stay four nights, your fourth consecutive night is free. Pay now.
Flexibility Promise
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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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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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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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
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
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...
Sunset Happy Hour
Bayside Grille -Enjoy Happy Hour Food & Drink with Live Music at the Most Photographed Sunset in Key Largo
World‑Famous Tiki Bar Rum Runner Rendezvous
Tiki Bar at Three Waters Resort & Marina -Ease into island time at the world‑famous Tiki Bar, where tropical vibes, ocean breezes, and legendary cocktails set the scene. Available daily from 3...
Dive Together – 50% Off 2nd Diver
Southpoint Divers -Buy one afternoon reef dive, get your second dive 50% off. .
Keys Season Discount at Divers Direct
Divers Direct - Key Largo -$30 off $150 or more at Divers Direct Key Largo or Key West CODE: KEYSSZN26
Edge of Summer Escape
The Hilton Key West Resort & Marina -Longer days. Salt air. Sun stretching into golden evenings... Enjoy 10% off your stay plus a resort credit to use on dockside dining, poolside...
Passport to Paradise
Casa Marina Key West, Curio Collection by Hilton -No Passport Needed—Just Island Bliss Escape to Casa Marina Key West and save up to 20% on stays of 3+ nights, plus a $50 daily resort credit. Relax on...
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.
UP TO 30% OFF WEEKLY STAY SAVINGS
Sun Outdoors Key Largo -Make your long weekend getaway into a full vacation for seven nights or more and enjoy great savings (up to 30% off*) at our participating resorts. It...
Keys Season - Delivery Free
Provisions Ahead -It’s Keys Season! Book your Premium Pre-Arrival Grocery Delivery for anytime between August 15th and October 31st and we’ll waive our $59 Delivery Fee...
Welcome to the First Key In Paradise Discount at Snook's Bayside and Grand Tiki Bar
Snook's Bayside Restaurant & Grand Tiki -Every seat at Snook's comes with a great view and Island Vibes! Join us for breakfast, lunch, dinner, or drinks and we will welcome you to the Islands...
Summer special
Marathon Mermaid Coffee Co. -10% off all coffee and tea purchases. 15% off all merchandise purchase.
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...
Park & Play
Sun Outdoors Key Largo -Enjoy more savings than you expect when you take advantage of our Park & Play Program. Just park your RV once, then leave it to come back and play as...
🐟 Fish All Day, Save 30% ☀️
Freewheeler Vacations -From sunrise casts to sunset cruises, your Upper Keys escape just got even better. Book now and enjoy 30% off your stay with Freewheeler Vacations...
