Keys Season Deals
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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...
Flexibility Promise
Another Day in Paradise
Hyatt Vacation Club/Beach House -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
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
Another Day in Paradise
Hyatt Vacation Club/Windward Pointe -Stay four nights, your fourth consecutive night is free. Pay now.
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
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
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
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
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
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...
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.
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...
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...
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...
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...
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%
Stay Longer, Save More
Havana Cabana -Extend your time in paradise and your savings. Enjoy 15% off stays of 3–4 nights or 20% off stays of 5 nights or more at Havana Cabana.
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 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
Key West Historic Inns -Book 2 nights, get 3rd @ 50% off + $50 Visa Gift Card and $50 Resort Credit
A Week Well Spent
Tranquility Bay Beachfront Resort -A Week Well Spent at Tranquility Bay gives guests time to enjoy Marathon from the comfort of a two- or three-bedroom waterview villa. Kitchens and in...
You Deserve Some Credit
Reefhouse Resort & Marina -Earn a $40 daily resort credit during stays of August 1 - October 31, 2026! Offer is based on availability and additional restrictions and/or blackout...
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...
$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...
