Sugarloaf Key Vacation Packages
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Your Sugarloaf Key Vacation
From its highlights to its hidden gems, this city is best explored with a Sugarloaf Key vacation package. Check out hotels located in Sugarloaf Shores, which is good for families, fishing and views. Make your trip to Sugarloaf Key even more exciting by including some sightseeing. Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound are among the major attractions you'll want to explore. No matter your travel plans or budget, putting together the ultimate tailored Sugarloaf Key vacation is simple with Expedia.
Top Sugarloaf Key Vacation Deals
Price found within the past 48 hours. Click for updated prices.
President Hotel Villa
South Beach
Price was CA $1,406, price is now CA $768 per person
CA $768
per person
Jan 10 - Jan 15
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8.2/10 Very good! (1,000 reviews)
My stay at the president Villa was absolutely phenomenal. I walked into a clean, well-kept room. The staff were incredibly helpful upgrading my room with a balcony to celebrate my birthday and it was such an incredible opportunity for me to sit at the bar with my welcome drinks. The breakfast was okay. I'm very grateful for the dry items as I do not consume pork. There were other options for me to enjoy breakfast. Plenty of shopping nearby, with the beach just a short 3 minute walk. I was in town for a conference and my walking time was just under 20 minutes to the convention center. I WILL BE BACK 😊
Reviewed on Oct 30, 2026
Avi Lux Stay
East Fort Lauderdale
Price was CA $3,297, price is now CA $1,538 per person
CA $1,538
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
7.6/10 Good! (10 reviews)
If you are looking for a quiet place to stay this suite is NOT recommended. You can hear motorcycles and racing cars at all hours of the night. Valet is $60 per night mandatory payment required upon check in for the entire length of your stay tips not included. This is not stated in the description prior to booking. BEWARE.
Reviewed on Aug 28, 2025
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
Price was CA $49,795, price is now CA $24,859 per person
CA $24,859
per person
Dec 23 - Dec 28
found 19 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) 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 CA $2,537, price is now CA $1,401 per person
CA $1,401
per person
Jan 19 - Jan 26
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.4/10 Very good! (2,021 reviews)
Small but just enough room. The bed and room were comfortable and if needed I would stay again.
Reviewed on Oct 30, 2026
Sugarloaf Key Hotel Deals
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
9.2/10 Wonderful! (37 reviews)
"Staff were amazing, very accommodating and quick to assist during “king tide” Bed super comfortable, Linens and towels clean walls do require some washing Did not use pool or extras"
Reviewed on Oct 26, 2026
Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is CA $320 per night from Nov 1 to Nov 2
CA $320
CA $448 total
Nov 1 - Nov 2
includes taxes & fees
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.
What to do in Sugarloaf Key
Discover US East Coast Self Guided Audio Tour
CA $205
per traveller
Private Sandbar Adventure in Key West Backcountry
CA $707
per traveller
Private Luxury Sandbar Excursion in Key West
CA $1,697
per traveller
Frequently asked questions
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- Visit Big Torch Key
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- Marathon Vacations
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- All inclusive Vacation Packages Sugarloaf Key
- Calusa Beach
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- Veterans Memorial Park & Beach
- Mel Fisher Maritime Museum
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- Seven Mile Bridge
- Harry S. Truman Little White House
- Crane Point Museum and Nature Center
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- Southernmost Point
- Sunset Park Beach
- Curry Hammock State Park
- Sombrero Beach
- Visit Boca Chica Key
- Visit Big Pine Key
- South Beach
- Visit Little Torch Key
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- Key West Lighthouse and Keeper's Quarters Museum
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
