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

Guided Night Kayak Adventure Tour in Luminous Lagoon
$90
per adult
80% of travellers recommend

Key West Dolphin Tour & Snorkeling- Small Group
$149
per adult
100% of travellers recommend

Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour
$130
per adult
98% of travellers recommend
Plan a trip to see Upper Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.


The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $42,134, price is now $20,902 per person
$20,902
per person
Dec 30 - Jan 5
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

Pelican Grand Beach Resort - A Noble House Resort
East Fort Lauderdale
Price was $1,944, price is now $990 per person
$990
per person
Jan 21 - Jan 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.8/10 Excellent! (1,779 reviews)
Loved our stay here! Great for families & amazing staff!
Reviewed on Nov 11, 2026
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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