Keys Season Deals
“No worries” is kind of our whole thing.
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Flexibility Promise
Another Day in Paradise
Hyatt Vacation Club/Beach House -Stay four nights, your fourth consecutive night is free. Pay now.
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
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
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
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...
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
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
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
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
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
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
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
Another Day in Paradise
Hyatt Vacation Club/Windward Pointe -Stay four nights, your fourth consecutive night is free. Pay now.
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
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
End of Summer Deal
No Worries Concierge -25% Off ALL Package Concierge Services from 8/1/26-10/1/26
Florida Resident Offer
Holiday Inn Key Largo -Book now and enjoy a vacation close to home and take advantage of our Florida resident rate offer. Discounts vary by hotel. Offer valid for a limited...
August Sun or October Fun? Save $25 Either Way!
Yankee Freedom Dry Tortugas Ferry -Ready to tick a massive bucket-list adventure off your list without emptying your wallet? If you book your tropical escape aboard the Yankee Freedom...
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...
Rusty's Bucket Full of Fun Charter
Rusty's Bucket Charters -Rusty's Bucket Charters is offering A Bucket Of FUN!!! 3hrs of fishing, 2 hours of snorkeling or sand bar. A complete 5hr package for 600.00 (up to 6...
$100 OFF
Bean Sportfishing -Enjoy $100 off all Charters with Capt. Bean in the Sportfishing Capital of Islamorada from July 1st until October 31st. Price includes bait, tackle...
Famous Martini & Meatball
Digiorgio's Cafe Largo -Sponsored with Grey Goose Vodka, experience a Grey Goose Martini with a homemade Meatball for only $10
Shipwrecks & Savings: Take $5 Off This Summer!
Key West Shipwreck Museum -Dive into history at the Key West Shipwreck Treasure Museum and save $5 off adult admission by using promo code FKKW5OFF.
WOW Wednesdays, (Wine on Wednesdays)
Digiorgio's Cafe Largo -Beat the Clock with Veuve Cliquot. Glasses of Veuve priced by the hour, starting at 5pm Half-price bottles of wine - great way to try that bottle you...
20% off Luxury Golf Cart Food Tours
Florida Keys Food Tours -Choose our daytime or evening sunset luxury golf cart food tour in Islamorada and save 20% off the price. Use code “ILoveIsa”
Happy hour
City Hall Cafe & Wine Bar -Half off wine and beer and $10 food menu 3 PM to 6 PM every day
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.
30% off several waterfront rental homes and estates in Islamorada.
Island Villa Rental Properties -Take advantage of 30% savings on weekly and monthly stays and enjoy effortless living in Islamorada.
Half-day Guided Kayak Trip BOGO
Seacamp Association, Inc. -Enjoy a three-hour guided kayak trip from Seacamp in Big Pine Key through the waters of Coupon Bight Aquatic Preserve led by our Marine Science...
Sunny Days - Sunny Savings: Save $10
Old Town Trolley Tours Key West -Dont just visit Key West...Relive it aboard Old Town Trolley Tours' 90-minute tours of the island. Save $10 on adult admission by using code FKKW10OFF...
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...
