Keys Season Deals
“No worries” is kind of our whole thing.
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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
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
Conchiglia Summer Weekly Program
Conchiglia Key West -Enjoy Conchiglia’s Summer Weekly Program in the heart of Key West, featuring special Italian dining experiences throughout the week: Monday Margarita...
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
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
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/Windward Pointe -Stay four nights, your fourth consecutive night is free. Pay now.
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
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
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
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
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
FREE Sail Boats, Kayaks, Canoes, Paddleboards, Fishing/Snorkel Gear, Bicycles with Cottage Rental
Key Lime Sailing Club and Cottages -🌴 STAY. SAIL. PADDLE. EXPLORE. — IT’S ALL INCLUDED! ⛵ At Key Lime Sailing Club & Cottages, your cottage rental is more than just a place to stay
VISIT FLORIDA KEYS
The Gardens Hotel & Cottages d'vine Wine Gallery -4th Night Free! Restrictions: Valid Sunday through Thursdays, New Reservations Only, Not Valid Oct 21 - 24, 2026
Park & Play
Sun Outdoors Key Largo -Enjoy more savings than you expect when you take advantage of our Park & Play Program. Just park your RV once, then leave it to come back and play as...
BOGO Entrance to Museum & Garden
Oldest House Museum & Gardens Key West -Buy one entrance to the Oldest House Museum & Tom Majors Garden, get one entrance free.
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.
$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...
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...
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...
Unlimited use of paddle boards, kayaks, bicycles at no charge.
The Caribbean Resort -Free unlimited use of outdoor Watersport's, including fishing rods, paddle boards, bicycles, and kayaks.
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...
Live Like a Local
Blue Flamingo Resort -For a limited time only, our Florida Residents Offer is now available for everyone! No ID Required! Receive up to 35% off your stay and 50% off Resort...
Exclusive Key West Bachelorette Offer: 10% Off Your Private Yoga or Pilates Session!
Bad Girls Yoga & Pilates -Book a private Bad Girls Yoga or Pilates Namaste then Rosé session for your Key West bachelorette party or girls trip and save 10%. Your certified...
Endless Blue
Ocean Key Resort & Spa -Indulge in luxury accommodations and the very best oceanfront views on the island at the newly reimagined Ocean Key Resort & Spa. Start each morning...
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...
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...
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...
