Old Town Key West Travel Guide
Tourist Guide
Visit Old Town Key West
Stay near popular Old Town Key West attractions
Activities
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
NZ$78
per adult
94% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
NZ$137
per adult
94% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
NZ$96
per adult
88% of travellers recommend
Half-Day Key West's Ultimate Sandbar Adventure with Mangrove Kayak Tour
NZ$218
per adult
98% of travellers recommend
Key West Sunset Cruise & Glass Bottom Eco Tour
NZ$121
per adult
76% of travellers recommend
Key West Sunset Sail with Live Music, Drinks and Appetizers!
NZ$168
per adult
92% of travellers recommend
Our pick of the best Old Town Key West Hotel Deals
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
The price is NZ$390 per night from 2 Sept to 3 Sept
NZ$390
per night
2 Sept - 3 Sept
Stay at this spa hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
Casa Marina Key West, Curio Collection by Hilton
1500 Reynolds Street Key West FL
The price is NZ$530 per night from 14 Sept to 15 Sept
NZ$530
per night
14 Sept - 15 Sept
Stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa and a private beach. Popular attractions Duval Street and South Beach are located ...
The Reach Key West, Curio Collection by Hilton
1435 Simonton Street Key West FL
The price is NZ$415 per night from 3 Sept to 4 Sept
NZ$415
per night
3 Sept - 4 Sept
Stay at this beach resort in Key West. Enjoy a full-service spa, a private beach and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.6/10 Excellent! (1,001 reviews)
"I liked how close it was to everything, we only stayed one night but will definitely be back! The staff were soo helpful and friendly. The room was very clean! The only thing I would say is the bathroom stayed hot and muggy. It didn’t seem to have any airflow."
Reviewed on 13 Aug 2026
Southwinds Motel
1321 Simonton Street Key West FL
The price is NZ$298 per night from 30 Aug to 31 Aug
NZ$298
per night
30 Aug - 31 Aug
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools and parking (surcharge). Our guests praise the breakfast and the pool in their reviews. ...
Douglas House - Adults Only
419 Amelia St Key West FL
The price is NZ$182 per night from 25 Aug to 26 Aug
NZ$182
per night
25 Aug - 26 Aug
Stay at this guesthouse in Key West. Enjoy free Wi-Fi, daily housekeeping and a garden. Popular attractions Duval Street and Ernest Hemingway Home and Museum ...
9.6/10 Exceptional! (489 reviews)
"Was nice and quiet"
Reviewed on 13 Aug 2026
Opal Key Resort & Marina, Key West
245 Front Street Key West FL
The price is NZ$564 per night from 16 Aug to 17 Aug
NZ$564
per night
16 Aug - 17 Aug
Stay at this hotel in Key West. Enjoy a marina, 3 bars/lounges and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in their reviews. ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Our guide on where to stay in Old Town Key West
Find the best Old Town Key West areas for the activities you enjoy most.
Downtown Key West
While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.
Key West Historic District
Travellers to Key West Historic District praise its fantastic nightlife. If you've got some more time to explore, be sure to stop by Duval Street and Florida Keys Beaches.
New Town
While there might not be top attractions in New Town, you can explore the larger area and discover places like Smathers Beach and Key West Tropical Forest and Botanical Garden.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.
