
Sugarloaf Shores Vacation Packages
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Top Holiday Package Deals in Sugarloaf Shores
Price found within the past 48 hours. Click for updated prices.

Avi Lux Stay
East Fort Lauderdale
CA $1,152
per person
Jan 4 - Jan 9
found 1 day ago
Roundtrip flight included
Toronto (YTO) 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
CA $24,382
per person
Dec 28 - Jan 1
found 7 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

W Fort Lauderdale Residences
East Fort Lauderdale
CA $2,784
per person
Jan 1 - Jan 6
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
6/10 (2 reviews)
we had a power outage for 24 hours almost ; no. communication ,no compensation ; very upsetting
Kept on asking for late checkout ; never. an answer
Reviewed on Jan 12, 2024


The Key West Hotel
Key West Historic District
CA $5,301
per person
Dec 28 - Jan 4
found 13 hours ago
Roundtrip flight included
Ottawa (YOW) to Key West (EYW)
9.2/10 Wonderful! (564 reviews)
Property was everything as described, clean, in the heart of the excitement that is Key West
Pool was refreshing and close to tiki bar and local entertainment.
The room was spacious, clean and comfy beds. There were issues and there was really no staff to address. Most impactive was the fire alarm. First started going off rang for a min or two, then reset. Happened a dozen times, each causing us to avoid sleep, leave room to make sure nothing was wrong. It wasn't. Then around 10 PM it went off and would not stop. Tried to call office, but nobody there after 6pm. Freaking insane, no emergency contact, maintenance number, nothing. We sent email in hopes it w
May have been monitored... nope. Been 2 days and heard nothing back at all. Found the bartender at on site tici bar and though he abd is barback wete busy they found a ladder, called someone who told them to remove the devise. Eureka after almost 3 hours problem solved. Safety device removed and left peace and quite, perhaps fo fire warning, buy fine
Also internet and this TV / entertainment no work. No maintenance, no visible router to reboot, be gave up and ended the insanity
Maintenance guy was at the door early morning to properly troubleshoot or replace fire annunciator
We only were booked for a night so when we checked out in morning front desk girl simply apologized and was actually sort of blowing us off as she was leaving the desk empty the service a near $600 o/n should offer
Reviewed on Oct 6, 2026
Where to stay in Sugarloaf Shores
Find the best Sugarloaf Shores areas and neighborhoods for the activities you enjoy most. Learn more about Sugarloaf Shores

Cutthroat Harbor Estates
While Cutthroat Harbor Estates isn't home to many top sights, Venture Key and Venture Out Keys are some notable places to visit nearby.

Cudjoe Gardens
When in Cudjoe Gardens, you can plan a visit to Upper Sugarloaf Key and Florida Keys Beaches, some noteworthy sights in the nearby area.

Breezeswept Beach Estates
While Breezeswept Beach Estates isn't home to many top sights, Cook Island and Big Pine Key Flea Market are some notable places to visit nearby.
Sugarloaf Shores Hotel Deals

Margaritaville Beach House Key West
2001 South Roosevelt Blvd Key West FL
CA $291
CA $416 total
Oct 29 - Oct 30
includes taxes & fees
8.8/10 Excellent! (1,808 reviews)
"Great property."
Reviewed on Oct 24, 2026

Havana Cabana at Key West
3420 N. Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
CA $227
CA $344 total
Nov 15 - Nov 16
includes taxes & fees
9/10 Wonderful! (1,894 reviews)
"Receiving free breakfast everyday… Food was very good"
Reviewed on Oct 25, 2026

Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
CA $163
CA $262 total
Oct 27 - Oct 28
includes taxes & fees
8.6/10 Excellent! (2,754 reviews)
"Everything at the blue flamingo was fantastic"
Reviewed on Oct 26, 2026
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.
Frequently asked questions
How much does a Sugarloaf Shores vacation package cost?
From just CA $1,152, you can tailor your Sugarloaf Shores package the way you want. Simply bundle hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Sugarloaf Shores?
One of the simplest ways to save money (and time) is to bundle your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all covered. Select the combination that best suits you and watch your savings pile up. We know a travel package is never one-size-fits-all. That's why Expedia offers over 550 air carriers and 1,000,000 properties throughout the world, which lets you customize your Sugarloaf Shores vacation.
Where should I stay in Sugarloaf Shores?
A vacation in Sugarloaf Shores isn't complete without seeing Sugarloaf Beach, Upper Sugarloaf Sound and Upper Sugarloaf Key. Spend your evenings close to these popular attractions and make sightseeing simple.
What are the top hotels in Sugarloaf Shores?
South Point Sunset - Florida Keys Waterfront 3 and Paradise Point - Amazing Views are among the most well-known properties in Sugarloaf Shores. Why not look up the rates and amenities at each and then decide?
How far in advance should I book my Sugarloaf Shores vacation?
While not all airlines advertise tickets early, you can usually start comparing international flights on Expedia up to 12 months in advance. This is the time when you'll score some incredible bargains. If you've left things to the last minute, you might get lucky. Discounted prices occasionally appear just weeks prior to departure.
What does an Expedia Sugarloaf Shores travel package include?
That mostly depends on you. You can pick from a variety of Sugarloaf Shores packages, such as a rental car, flight and hotel. You can also book a flight and a hotel, or a flight with a rental car. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your perfect Sugarloaf Shores break looks like, you'll save!
What should I know before booking a Sugarloaf Shores travel package?
You'll score great savings when you combine your hotels, flights and rental cars into a package. Not only that, booking everything in one spot will make your trip planning easier. So why waste time or money? Whether you're putting together a fancy romantic getaway or a budget solo adventure, take a look at our vacation packages today.
Can I choose my airline with a Sugarloaf Shores Expedia vacation package?
With a vacation package, the choice is in your hands. Whether you're looking to fly to Sugarloaf Shores in business or coach, simply select from the available airline options. Expedia has access to more than 550 partner airlines around the world.
If I'm not able to travel, can I cancel my Sugarloaf Shores vacation package?
Yes, it's possible to cancel your Sugarloaf Shores booking if your travel plans have changed. Whether you'll incur a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
Things to do

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
Explore a world of travel with Expedia
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- Old Florida Style
- Flights from Detroit (DTW) to Key West (EYW)
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- Mel Fisher Maritime Museum
- Visit Ramrod Key
- South Beach
- Florida Keys Eco - Discovery Center
- Anne's Beach
- Key West Shipwreck Museum
- Boca Chica Nude Beach
- Clarence S. Higgs Memorial Beach Park
- Smathers Beach
- All inclusive Vacation Packages Lower Florida Keys
- Visit Little Torch Key
- Harry S. Truman Little White House
- Mallory Square
- Visit Downtown Key West
- Visit Sugarloaf Key
- Sombrero Beach
- Duval Street
- Veterans Memorial Park & Beach
- Sunset Park Beach
- Calusa Beach
- Visit Big Torch Key
- Curry Hammock State Park
- Fort Zachary Taylor Historic State Park
- Marathon Vacations
- Southernmost Point
- Visit Cudjoe Key
- Visit Summerland Key
- All inclusive Vacation Packages Sugarloaf Key
- Crane Point Museum and Nature Center
- Visit Boca Chica Key
- Visit Big Pine Key
- Seven Mile Bridge
- Key West Vacations
- Visit Key West
- All inclusive Vacation Packages Key West
- Beach Vacation Packages Cudjoe Key
- Fort East Martello Museum and Gallery
- Key West Lighthouse and Keeper's Quarters Museum
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.






