Long bridge stretches over turquoise ocean under a blue sky.

Keys Season Deals

“No worries” is kind of our whole thing.

From August 1 through October 31, The Florida Keys & Key West opens up in the best way with fewer crowds, real experiences and more ways to save. Book now and get great offers on the best of The Keys, all with the peace of mind that comes with our flexibility promise — free cancellation and storm protection. So you can plan with confidence, knowing you’re covered, in the event you need to make a change.

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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...

employee pricing on apparel and non food items.

Triton Sea Center -

Employee pricing on all apparel, boat accessories, souvenirs, paddle boards, etc. Food and beverage not included. Must mention the add to receive...

Happy hour

City Hall Cafe & Wine Bar -

Half off wine and beer and $10 food menu 3 PM to 6 PM every day

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

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...

Welcome to Keys Season Savings from Sunset Watersports

Sunset Watersports Key West -

Make the most of late summer and fall in Key West with exclusive Welcome to Keys Season Savings from Sunset Watersports. From August 1 through October...

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...

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...

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.

Florida Resident Offer

Holiday Inn Key Largo -

Book now and enjoy a vacation close to home and take advantage of our Florida resident rate offer. Discounts vary by hotel. Offer valid for a limited...

Keys Season: Take Home Original Art

Key West Art Center & Gallery -

"An Affordable Summer Collection at the Key West Art Center" Original Art within reach at $175.00, 10"X10" Original Paintings by 50+ Local Artists...

Half-day Guided Kayak Trip BOGO

Seacamp Association, Inc. -

Enjoy a three-hour guided kayak trip from Seacamp in Big Pine Key through the waters of Coupon Bight Aquatic Preserve led by our Marine Science...

Discover Key Largo

Courtyard by Marriott Key Largo -

Discover Key Largo, includes 20 percent off Sundries @ The Market coupon, Local Souvenir

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%

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...