Sugarloaf Shores Vacation Packages 2026 from $524

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Your Sugarloaf Shores Vacation

Your next big journey is calling out to you with a vacation package to Sugarloaf Shores. Excitement, fun and great times — you're bound to find it in this neighborhood. When the time comes to see the sights, your trip to Sugarloaf Shores has to include a visit to Sugarloaf Beach and Upper Sugarloaf Sound. Expedia is here to help put your travel plans into action. Book your ultimate Sugarloaf Shores vacation today.

The Latest Sugarloaf Shores Vacation Packages

Price found within the past 48 hours. Click for updated prices.

The Club - Pool - Gym - Parking - Heart of Brickell

Brickell

Save 100% on your flight

$524

per person

Dec 3 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

No reviews

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

$13,304

per person

Dec 21 - Dec 26

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

Avi Lux Stay

East Fort Lauderdale

$791

per person

Jan 11 - Jan 16

found 1 day ago

Roundtrip flight included

Boston (BOS) 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

Luxury Suites at Fort Lauderdale Beach

East Fort Lauderdale

Save 100% on your flight

$1,188

per person

Jan 11 - Jan 16

found 1 day ago

Roundtrip flight included

Boston (BOS) to Miami (MIA)

9.2/10 Wonderful! (7 reviews)

The room was spacious and very close to the beach and food places.

Reviewed on Sep 3, 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

A calm lake with several white birds, including herons and pelicans, on the water's edge.

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.

An aerial view of a bridge over turquoise water.

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.

An aerial view of a coastal area with a long bridge connecting two landmasses, clear turquoise waters, and a clear blue sky with scattered clouds.

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

Fully refundableReserve now, pay when you stay

$265 nightly

$298 total

Oct 19 - Oct 20

Total with taxes and fees

8.8/10 Excellent! (1,800 reviews)

"All perfect!! Nice place"

Reviewed on Oct 18, 2026

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL

$200 nightly

$225 total

Nov 3 - Nov 4

Total with taxes and fees

9/10 Wonderful! (1,882 reviews)

"So Pretty and clean the place"

Reviewed on Oct 16, 2026

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL

Fully refundableReserve now, pay when you stay

$175 nightly

$197 total

Oct 25 - Oct 26

Total with taxes and fees

See all 3,467 properties in Sugarloaf Shores

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.