When you've finished up at this urban area in Sugarloaf Key, why not make your way to Florida Keys Beaches, Sugarloaf Beach, and Upper Sugarloaf Sound? They're not too far from Upper Sugarloaf Key and also a favorite with many travelers.
Upper Sugarloaf Key Tours
Visit Upper Sugarloaf Key
Things to do

Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
$130
per adult
98% of travellers recommend

Key West 2-Hour Guided Jet Ski Island Tour – 28-Mile Full Lap
$225
per traveler

Key West Back-Country Tour with Snorkel - Drive Your Own Boat
$161
per adult
100% of travellers recommend

Key West Dolphin & Snorkeling Tour - Small Group
$128
per adult
100% of travellers recommend
Plan a trip to see Upper Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.

Park Royal Miami Beach managed by Accor
North Beach
Save 100% on your flight
Price was $1,205, price is now $603 per person
$603
per person
Oct 3 - Oct 10
found 16 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (188 reviews)
Had been to Ft. Lauderdale and wanted to check for a decent none night stay in Miami and found this hotel Thro Expedia . Expedia rated this high and happy that we chose this place . Nice location. 5 mins off the beach . The beach is just walkable from this hotel. Very good service . The guy in lobby was very helpful . There was a donminos pizza next door , which was very useful for kids.
Amenities were decent . They had an outdoor swimming pool . Slightly smaller .. there were 2-3 families swimming and it was almost full :) washer dryer worked but it was good .. elevator was small and sometimes slow . We didn’t find a gym. No complimentary breakfast.. parking was a bit wierd and cramped ! They charged per night which was slightly expensive .
The rooms were awesome ! It was good sized for the price . Also had a kitchen.. though we didn’t use the kitchen , it is very good to have , just incase . Bed was comfortable .. bathrooms were neat . Price wise I think this room was very good and value for money . Wanted to give 3 , but just for the room and pricing , I’m giving it a 4 . Good experience overall .
Reviewed on Sep 1, 2026

Pelican Hotel
South Beach
Price was $1,796, price is now $808 per person
$808
per person
Nov 4 - Nov 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9.2/10 Wonderful! (499 reviews)
I’ve stayed in several hotels in South Beach and the Pelican is the best. By far the best. The food is excellent and the staff is so friendly and helpful. For the price, it is a superb value. Plus it is a smaller hotel which means it is not overrun with visitors.
Reviewed on Aug 31, 2026

The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $12,552, price is now $5,807 per person
$5,807
per person
Nov 17 - Nov 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....
Reviewed on Jun 22, 2016
Stay near popular Upper Sugarloaf Key attractions
Best Lodging Options Near Upper Sugarloaf Key
Check availability on hotels close to Upper Sugarloaf Key

Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL

Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL

9BR Estate | 3 Homes/2 Pools/Hot tub -30 Min to KW
Monroe County FL

Private Pool Oasis — 3 King Suites | 30 Min to Key West
Monroe County FL

Starlight Serenity - Hideaway with Stunning Views
Summerland Key FL

Starlight Serenity - Hideaway w Stunning Views
Summerland Key FL

Sublimely private luxury home with enveloping oceanfront views near Key West
Sugarloaf Key FL

Loggerhead Lagoon - Waterfront & Pet Friendly
Sugarloaf Key FL

Waterfront home with a large dock, pool, and deck area. Can accommodate pets.
Summerland FL
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.
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- The Kite House
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- Mallory Dock
- Bahama Village Vacations
- Visit Downtown Key West
- Boca Chica Nude Beach
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- Jackson Square
- Key West National Wildlife Refuge
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- Waterfront Playhouse
- Duval Street
- Museum of Art & History at the Custom House
- Sombrero Beach
- Visit Big Pine Key
- National Key Deer Refuge Visitor Center
- Cook Island
- Big Pine Key Flea Market
- Visit Sugarloaf Key
- Key West Firehouse Museum
- Old Town Key West Vacations
- Seven Mile Bridge
- Schooner Western Union
- Big Pine Key Vacations

