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...
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...
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/Beach House -Stay four nights, your fourth consecutive night is free. Pay now.
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
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 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
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
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
Book early for late summer & fall discounts
Wild Dolphin Tours -Book early and receive 10% off all Snorkeling and Sandbar Charters.
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
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
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
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...
$10 Summer Savings
Conch Tour Train -See the best of Key West on the tour that has showcased the island since 1958. Save $10 on Adult Admission aboard the World Famous Conch Tour Train...
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
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...
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...
🐟 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...
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...
Nightly Specials!!!
Green Turtle Inn -Tuesdays: 1/2 price wine bottles with your purchase of entree. Wednesdays: Steak Night. Prime NY Strip w/baked potato $36.99 Saturdays: Prime Rib...
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...
BOOK YOUR FLORIDA STAYCATION
Sun Outdoors Key Largo -The savings are heating up in Florida! Book a two-night stay between April 15 and September 3, 2026, and enjoy RV stays starting at $58 and vacation...
$3 OFF Adult Admission at History of Diving Museum
History of Diving Museum -Save $3 off Adult Admission Tickets by using code: HDM2005 at checkout! Only valid for Museum Adult Gift Pass purchased through online store. Please...
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...
Paddle the Keys this Fall
I Can See Clear Kayaking -Get 25% off all reservations made through this promotion from August 1st - October 31st.
Work & Play in the Keys
Sun Outdoors Marathon -Work & Play in the Keys and enjoy Standard Full Hookup RV Sites for just $50 per night during select 2026 dates.
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...
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.
