Sugarloaf Shores Travel Guide
Summerland Key
Visit Sugarloaf Shores
Popular places to visit
Sugarloaf Beach
Why not spend a lazy afternoon at Sugarloaf Beach during your trip to Summerland Key?
Upper Sugarloaf Key
Commune with nature and explore the great outdoors at Upper Sugarloaf Key during your travels in Summerland Key.
Upper Sugarloaf Sound
Commune with nature and explore the great outdoors at Upper Sugarloaf Sound during your travels in Summerland Key.
Pye Key
Commune with nature and explore the great outdoors at Pye Key during your travels in Summerland Key.
Crab Key
Commune with nature and explore the great outdoors at Crab Key during your travels in Summerland Key.
Venture Key
Commune with nature and explore the great outdoors at Venture Key during your travels in Summerland Key.
Things to do
Key West Mangrove Kayak Eco Tour
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
Key West Dolphin & Snorkeling Tour - Small Group
Key West Haunted Tour : Ghosts & Gravestones
Day trip to Paradise from Miami: Key West Tour with Snorkeling, Open bar
Top hotels in Sugarloaf Shores
Blue Flamingo Resort Key West
"Love this spot and the fact the pool closes late"
Reviewed on 19 Jun 2026
Southernmost Beach Resort and Guesthouses
"★★☆☆☆ 2/5 Stars Southernmost Beach Resort is located in a beautiful part of Key West, and we arrived looking forward to a relaxing beachfront getaway. Unfortunately, the experience did not live up to the premium price. First, the costs add up quickly. In addition to an already expensive nightly room ..."
Reviewed on 19 Jun 2026
Beachside Resort & Residences
"The room was nice clean large mostly well stocked. Front end staff less than helpful. 3 Elevators were broken down most of the time. Being a senior was very difficult to manage 3 flights of stairs l. At this time would not recommend if you have mobility problems A If you looking to sleep in The roosters ..."
Reviewed on 19 Jun 2026
Hilton Garden Inn Key West / The Keys Collection
"great price shuttle to downtown was great saved us 200.00 because rooms downtown were double the price."
Reviewed on 18 Jun 2026
Margaritaville Beach House Key West
"Beautiful and enjoyable stay"
Reviewed on 19 Jun 2026
Havana Cabana at Key West
"This is a fun place to stay. I don't mind the resort fees here as they actually have a resort. Awesome pool, bar, food truck/restaurant. Food is legit! The gay pride stuff is over the top in the lobby and pool area. I'd say tone that down a bit. Just like I wouldn't want to walk in and see posters ..."
Reviewed on 19 Jun 2026
Where to stay in Sugarloaf Shores
Cutthroat Harbor Estates
While there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Upper Sugarloaf Key.
Bay Point
While Bay Point may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lower Sugarloaf Sound and Florida Keys Beaches.
Cudjoe Gardens
While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Florida Keys Beaches.
Breezeswept Beach Estates
While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Big Pine Key Flea Market.
