Uptown - Upper Duval Travel Guide

Tourist Guide

Sunset on Carnival Cruise in Key West.
Sunset on Carnival Cruise in Key West.
SOUTHERNMOST POINT OF CONTINENTAL ASIA. The close the bridge at sunset. Not sure why it says location is key west, it’s definitely Singapore.
Hopped off the Old Town Trolley at the Southernmost Point Buoy for some photos. It's a great way to see all of Key West with unlimited hop-on hop-off privileges. 

http://www.trolleytours.com/key-west/
Get here early. Crazy aggressive people in line to take their picture    

#lifeatexpedia

Popular places to visit

Activities


Our pick of the best Uptown - Upper Duval Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is AU$872 per night from 14 Jan to 15 Jan
AU$872
14 Jan - 15 Jan
includes taxes & fees
Stay at this beach 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. ...
8.6/10 Excellent! (2,988 reviews)
Staff and amenities

Reviewed on 8 Jan 2026

Southernmost Beach Resort and Guesthouses
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street Key West FL
The price is AU$845 per night from 14 Jan to 15 Jan
AU$845
14 Jan - 15 Jan
includes taxes & fees
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 ...
8.4/10 Very Good! (1,000 reviews)
Excellent location on the water. Friendly and courteous staff. Pet friendly. They had the option to secure my luggage for a few hrs because my flight was much later in the evening. I could see the sunrise from my balcony. ❤️ Loved the whole experience. Hope to return for another vacation soon !! ...

Reviewed on 4 Jan 2026

The Reach Key West, Curio Collection by Hilton
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
The price is AU$409 per night from 14 Jan to 15 Jan
AU$409
14 Jan - 15 Jan
includes taxes & fees
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. ...
8.2/10 Very Good! (1,236 reviews)
Property was good, great location. Room could have been cleaned better. Bed was very uncomfortable.

Reviewed on 8 Jan 2026

The Southernmost Inn - Adults Only
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is AU$504 per night from 21 Jan to 22 Jan
AU$504
21 Jan - 22 Jan
includes taxes & fees
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. ...
8.6/10 Excellent! (1,267 reviews)
Check-in staff was kind and friendly. We arrived at the hotel earlier and they accommodated an early check in as there was a room ready.

Reviewed on 8 Jan 2026

Southwinds Motel
Douglas House

Douglas House

3 out of 5
419 Amelia St Key West FL
The price is AU$655 per night from 2 Feb to 3 Feb
AU$655
2 Feb - 3 Feb
includes taxes & fees
Stay at this 3-star guesthouse in Key West. Enjoy free Wi-Fi, free parking and daily housekeeping. Popular attractions Duval Street and Ernest Hemingway Home ...
9.6/10 Exceptional! (245 reviews)
Room was outfitted with everything one could ask for. Location was perfect for a stay on Key West! Staff was incredibly helpful ! Can’t say enough positive things during our stay.

Reviewed on 9 Jan 2026

Douglas House
Southernmost House

Southernmost House

4 out of 5
1400 Duval Street Key West FL
The price is AU$922 per night from 15 Jan to 16 Jan
AU$922
15 Jan - 16 Jan
includes taxes & fees
Stay at this beach hotel in Key West. Enjoy free breakfast, free Wi-Fi and room service. Our guests praise the helpful staff and the property condition in their ...
9.4/10 Exceptional! (1,000 reviews)
What a gorgeous property, the mansion is gorgeous and the views were awesome. It was so nice to walk out of the property and enjoy all that Duvall street has to offer without ever needing our car.

Reviewed on 29 Dec 2025

Southernmost House
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.

Other neighbourhoods around Uptown - Upper Duval

Key West Historic District

Old Town Key West

While visiting Old Town Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

Old Town Key West
Harry S. Truman Little White House showing a house and cycling

Bahama Village

Bahama Village is noteworthy for its historical sites, and you can make a stop at top attractions like Duval Street and Key West Lighthouse and Keeper's Quarters Museum.

Bahama Village
Duval Street

Downtown Key West

While visiting Downtown Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.

Downtown Key West
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4.5/5(10 area reviews)

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 Key West Cemetery.

Key West Historic District
Not a bad beach, just not very big.

Casa Marina

While visiting Casa Marina, you might make a stop by sights like Clarence S. Higgs Memorial Beach Park and Florida Keys Beaches.

Casa Marina
Great location for great pictures, very nice beach

White Street Gallery District

If you're looking for some top things to see and do in White Street Gallery District and surrounding area, you can visit Duval Street and Clarence S. Higgs Memorial Beach Park.

White Street Gallery District


Uptown - Upper Duval Travel Guide

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