Keys Season Deals
“No worries” is kind of our whole thing.
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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
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
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...
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
Another Day in Paradise
Hyatt Vacation Club/Windward Pointe -Stay four nights, your fourth consecutive night is free. Pay now.
Flexibility Promise
End of Summer Deal
No Worries Concierge -25% Off ALL Package Concierge Services from 8/1/26-10/1/26
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...
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
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
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...
Discounted 4-hour Family Friendly Fishing Charter
Sandbar Somewhere Charter -Enjoy $75 off a 4-hour Fishing Excursion in the beautiful Lower Keys waters with Capt. Hoyt of Sandbar Somewhere Charter! Price includes bait, tackle...
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%
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...
THE BEST & ORIGINAL KEY WEST HAPPY HOUR
Half Shell Raw Bar -Since 1972 at Half Shell Raw Bar Gulfside at the Key West Bight Marina Join us 7 days a week from 4:30 PM – 6:30 PM 50% OFF all Starters 30% OFF...
Park & Play
Sun Outdoors Marathon -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...
Summer in the Keys
DoubleTree Resort by Hilton Grand Key - Key West -Slip away to DoubleTree Grand Key Resort Key West by Hilton and enjoy up to 20% off stays of 3 nights or more, plus complimentary daily parking. From...
Twisted Happy Hours
Twisted Shrimp -Happy Hour Special Join us from 4–6 PM and enjoy select seafood favorites at special prices, plus 2-for-1 beer and wine. Perfect for a quick bite...
UP TO 30% OFF WEEKLY STAY SAVINGS
Sun Outdoors Marathon -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...
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...
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.
Call us to get a special deal
Call us to get a special deal -Elevate your stay while visiting the Florida Keys with Latitude Key Vacations. Call us to get a special deal!
Hot Summer Special
Ambrosia Key West -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...
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...
Sunset Dinner Experience at Kindler: Prix Fixe Dinner for Two
Kindler Wood-Fired Fare -Savor golden hour with an unforgettable Sunset Dinner Experience at Kindler Islamorada, available nightly August 1–October 31 from 6:00 PM to 7:30 PM...
