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
$145
per adult
98% of travellers recommend
Key West Dolphin & Snorkeling Tour - Small Group
$135
per adult
100% of travellers recommend
Key West Jet Ski Island Tour - Free Shuttle Pick-up & Free 2nd Rider
$153
per adult
96% of travellers recommend
Full-Day Trip to Key West from Miami
$75
per traveler
80% of travellers recommend
Plan a trip to see Upper Sugarloaf Key
Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach
South Beach
Save 100% on your flight
Price was $957, price is now $496 per person
$496
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8.6/10 Excellent! (1,014 reviews)
Rooms were clean… needed more power sockets next to the bed..
Location was awesome…
Elevator is very old, beautiful but slow…
Reviewed on Aug 12, 2026
Casablanca Miami Beach
North Beach
Price was $7,156, price is now $2,856 per person
$2,856
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
5.8/10 (327 reviews)
Valet parking 10/10, safety 10/10 room description not the same as what I got, dirty towels and blanket bad experience.
Reviewed on Aug 12, 2026
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was $12,559, price is now $6,298 per person
$6,298
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop 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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