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 Jet Ski Island Tour - Free Shuttle Pick-up & Free 2nd Rider
$145
per adult
96% of travellers recommend
Plan a trip to see Upper Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.
Flow Hotel Miami
Downtown Miami
Save 100% on your flight
Price was $1,213, price is now $645 per person
$645
per person
Oct 31 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
9/10 Wonderful! (325 reviews)
Welcoming staff and fantastic apartment, would recommend to anyone going to Miami.
Reviewed on Sep 22, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $19,557, price is now $9,737 per person
$9,737
per person
Nov 10 - Nov 15
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
The Penguin Hotel
South Beach
Save 100% on your flight
Price was $1,278, price is now $677 per person
$677
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,963 reviews)
They let us check in a little early, and watched our bags all day after we checked out.
Reviewed on Sep 23, 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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