Keys Season Deals
“No worries” is kind of our whole thing.
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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
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
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 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
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
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 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
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
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
End of Summer Deal
No Worries Concierge -25% Off ALL Package Concierge Services from 8/1/26-10/1/26
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
Another Day in Paradise
Hyatt Vacation Club/Windward Pointe -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
Another Day in Paradise
Hyatt Vacation Club/Beach House -Stay four nights, your fourth consecutive night is free. Pay now.
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...
Florida Keys Country Club Discount Golf
Florida Keys Country Club -18 Holes of golf with a cart for $55.00. Good 7 days a week - no restrictions. Expires 12/31/26
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...
Taste of Grassy
The Rhum House -Taste of Grassy Key invites locals and visitors alike to experience the island’s diverse culinary scene through specially crafted prix fixe menus at...
Happy hour
City Hall Cafe & Wine Bar -Half off wine and beer and $10 food menu 3 PM to 6 PM every day
Summer special
Marathon Mermaid Coffee Co. -10% off all coffee and tea purchases. 15% off all merchandise purchase.
$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...
🐟 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...
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...
Dine & Unwind Special at Little Limon Rooftop
Little Limón -Elevate your evening at Little Limon Rooftop, where sweeping Atlantic Ocean views meet bold Asian‑fusion flavors and a vibrant raw bar in the heart of...
2026 Vacation Pass Booklet
Key West Attractions Association -The 2026 Key West Vacation Pass Coupon Book is your all-in-one savings guide to experiencing the best of Key West for less. Packed with exclusive...
Rise and Shine
Marquesa Hotel -Drift away from reality to island time with a stay at the charming Marquesa Hotel nestled in Old Town. Enjoy daily breakfast for two in our award...
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.
La Dolce Vita Happy Hour
Digiorgio's Cafe Largo -Experience a Taste of Italy at Key Largo's Premier Italian restaurant for Happy Hour. Key Largo's most extensive food items for Happy Hour with an...
Stay 6 Nights, Get 1 Free!
Key Colony Point -Turn your oceanfront getaway into a week of KEY memories with Key Colony Point Vacation Rentals! Stay 6 nights and get 1 night free! Use Promo Code...
Park & Stay
Hyatt Centric Key West Resort and Spa -Make your Key West getaway even more effortless. With this exclusive offer, enjoy complimentary standard self-parking for one vehicle each night of...
