Keys Season Deals
“No worries” is kind of our whole thing.
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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
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
Another Day in Paradise
Hyatt Vacation Club/Windward Pointe -Stay four nights, your fourth consecutive night is free. Pay now.
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
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
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
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
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
Flexibility Promise
End of Summer Deal
No Worries Concierge -25% Off ALL Package Concierge Services from 8/1/26-10/1/26
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
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
Monroe County Locals: 25% Off Dining
Four Marlins -There’s never been a better excuse to dine by the ocean. Monroe County locals can enjoy 25% off their entire check at Four Marlins Oceanfront Dining...
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
Another Day in Paradise
Hyatt Vacation Club/Beach House -Stay four nights, your fourth consecutive night is free. Pay now.
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
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
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
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...
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...
Passport to Paradise
The Reach Key West, Curio Collection by Hilton -Passport to Paradise at The Reach Key West Enjoy up to 20% off when you stay three nights or more, plus a $50 daily resort credit for dining, drinks...
Buy One Drink, Get One Free
Conch Republic Seafood Company -Buy One Drink, Get One Free drink up to an $8.00 value. One per person per visit. One drink of equal or lesser value, $8.00 max. Not valid with any...
Sea More, Spend Less: Save $5 Today!
Key West Aquarium -Meet the undersea residents of the Florida Keys at the Key West Aquarium. Use code FKKW5OFF and save $5 off adult admission.
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.
Hit the Road to Key West
The Marker Key West Harbor Resort -Turn your next coastal drive into something unforgettable. Tucked in the historic seaport and steps from the action, The Marker Key West is your...
Discover Key Largo
Courtyard by Marriott Key Largo -Discover Key Largo, includes 20 percent off Sundries @ The Market coupon, Local Souvenir
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...
$250 Off per stay!
Oasis Beach House -Offering $250 off per weekly stay booked in this time period.
Champagne Sunsets
Bayside Grille -Half Price bottles of any Sparkling or Champagne Bottle in our upstairs Bayview Dining Room overlooking fabulous Florida Bay
Keys Season Discount at Divers Direct
Divers Direct - Key West -$30 off purchase of $150 or more CODE: KEYSSZN26
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...
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...
Paddle the Keys this Fall
I Can See Clear Kayaking -Get 25% off all reservations made through this promotion from August 1st - October 31st.
Rusty's Bucket Full of Fun Charter
Rusty's Bucket Charters -Rusty's Bucket Charters is offering A Bucket Of FUN!!! 3hrs of fishing, 2 hours of snorkeling or sand bar. A complete 5hr package for 600.00 (up to 6...
