Keys Season Deals
“No worries” is kind of our whole thing.
Filters
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
End of Summer Deal
No Worries Concierge -25% Off ALL Package Concierge Services from 8/1/26-10/1/26
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
Another Day in Paradise
Hyatt Vacation Club/Beach House -Stay four nights, your fourth consecutive night is free. Pay now.
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
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 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
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
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
Book early for late summer & fall discounts
Wild Dolphin Tours -Book early and receive 10% off all Snorkeling and Sandbar Charters.
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
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
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
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/Windward Pointe -Stay four nights, your fourth consecutive night is free. Pay now.
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...
🐟 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...
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%
Paddle the Keys this Fall
I Can See Clear Kayaking -Get 25% off all reservations made through this promotion from August 1st - October 31st.
Keys Season
Key West Historic Inns -Book 2 nights, get 3rd @ 50% off + $50 Visa Gift Card and $50 Resort Credit
Hot Summer Special
Coco Plum Inn -Book a 3-night stay June 1 - September 30, 2026, and receive a fourth night free. This offer cannot be combined with any other specials or promotions...
Culinary Escape
Tranquility Bay Beachfront Resort -Enjoy tasty savings and experience authentic Florida Keys cuisine at Tranquility Bay Beachfront Resort. Receive $50 per night dining credit for use at...
20% Wild Bird Hospital and Guided Sanctuary Tours
Florida Keys Wild Bird Center -Visit the Florida Keys Wild Bird Center and use offer code KeysSeason during check out for 20% off a Staff-Guided Sanctuary Tour or Behind-the-Scenes...
Florida and Georgia Residents Sweet Summer Sale
La Siesta Resort & Marina -Florida & Georgia Residents Exclusive Save 25% + Receive a $150 Dining Credit Discover more of paradise — and enjoy exclusive perks made just for you...
