Uptown - Upper Duval Travel Guide

Key West

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

Things to do


Top hotels in Uptown - Upper Duval

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is ฿13,849 per night from 5 Apr to 6 Apr
฿13,849
฿17,904 total
5 Apr - 6 Apr
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. ...
8.8/10 Excellent! (3,119 reviews)
Room was dirty and the garden view balcony looked at a poop covered roof. Staff was rude

Reviewed on 6 Mar 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 ฿15,854 per night from 5 Apr to 6 Apr
฿15,854
฿19,980 total
5 Apr - 6 Apr
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 ...
8.6/10 Excellent! (1,008 reviews)
Very relaxing and quiet compared to other hotels closer to Duval street and nightlife.

Reviewed on 2 Mar 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 ฿12,678 per night from 29 Mar to 30 Mar
฿12,678
฿15,692 total
29 Mar - 30 Mar
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! (1,278 reviews)
Very conveniently located near Duvall Street and all the shops and restaurants.

Reviewed on 4 Mar 2026

The Southernmost Inn - Adults Only
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street Key West FL
The price is ฿9,468 per night from 6 Apr to 7 Apr
฿9,468
฿11,718 total
6 Apr - 7 Apr
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. ...
8.8/10 Excellent! (1,293 reviews)
Great location at the South end of KW. However the chickens werent able to keep up with the bugs. The price has tripled but the amenities have declined since our last stay.

Reviewed on 4 Mar 2026

Southwinds Motel
Douglas House

Douglas House

3 out of 5
419 Amelia St Key West FL
The price is ฿11,218 per night from 6 Apr to 7 Apr
฿11,218
฿13,882 total
6 Apr - 7 Apr
includes taxes & fees
Stay at this guesthouse in Key West. Enjoy free Wi-Fi, parking (surcharge) and daily housekeeping. Popular attractions Duval Street and Ernest Hemingway Home ...
9.6/10 Exceptional! (306 reviews)
The Douglas House is about 4 blocks from the southern most point. Easily accessible to shops and restaurants along Duval and side streets.

Reviewed on 5 Mar 2026

Douglas House
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
1004 Duval St Key West FL
The price is ฿14,727 per night from 6 Apr to 7 Apr
฿14,727
฿16,568 total
6 Apr - 7 Apr
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, parking (surcharge) and a 24-hour front desk. Our guests praise the breakfast and the pool in their reviews. ...
9.8/10 Exceptional! (1,002 reviews)
Wonderful stay! Want to come back!

Reviewed on 3 Mar 2026

Orchid Key Inn - Adults Only
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

5/5(6 area reviews)

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 which includes a house and cycling

Bahama Village

5/5(1 area review)

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(66 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 Ernest Hemingway Home and Museum.

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
St. Paul's Episcopal Church, Key West

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