Sugarloaf Shores Holidays from AU$2,151

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Your Sugarloaf Shores Holiday

Your next big journey is calling out to you with a holiday package to Sugarloaf Shores. Excitement, fun and great times — you're bound to find it in this neighbourhood. 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 holiday today.

Top Holiday Package Deals in Sugarloaf Shores

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

South Beach
AU$2,151
per person
9 Nov - 16 Nov
found 3 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
8.6/10 Excellent! (1,011 reviews)
Pelican Hotel

Pelican Hotel

South Beach
Save 100% on your flight
AU$2,281
per person
10 Nov - 17 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Miami (MIA)
9.2/10 Wonderful! (499 reviews)
The Pelican Hotel is an amazing boutique hotel with an outstanding restaurant! It has 33 individually themed rooms owned by Renzo Rosso, the Italian fashion mogul and founder of the Diesel clothing brand. There is a lot of attention to detail put into this hotel and the location is prime. The hand stamped copper elevator takes you to your room and speak easy rooftop. We had Rm 202, an oversized very large vintage themed king suite overlooking the main blvd. It had a view of muscle beach, the ocean and the sidewalk for some great people watching. It had windows wrapped around both sides of the room which was awesome. It had a little noise at night since it's on the main blvd, but they all do being in the epicenter. It didn't hinder us from a good nights sleep in the plush California King bed with crisp sheets and a duvet topper:) The service has been outstanding!! The staff really care about the guests, evident on many levels, and went above and beyond. It has been a long time since I feel like I had really great service, outstanding food, and a couple of generous offerings thrown in. If you're a guest at the hotel, you get a few options for an oversized, complimentary jumbo cocktail every evening. The 1st night we opted for the spicy, scratch made margarita and night 2 we got the Aperol Spritz with approval from the mgr. They also have a generous happy hour. The room offers complementary snacks (veggie chips & kind bars) as well as water. Your stay also includes complementary

Reviewed on 30 Aug 2026

Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

Mid Beach
Save 100% on your flight
AU$3,288
per person
9 Nov - 16 Nov
found 8 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
8.6/10 Excellent! (1,484 reviews)
Staff were lovely and extremely accommodating. On site restaurants were very good as were beach amenities. Would highly recommend.

Reviewed on 30 Aug 2026

Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

Mid Beach
AU$2,311
per person
10 Nov - 17 Nov
found 1 day ago
Return flight included
Sydney (SYD) to Miami (MIA)
8.2/10 Very good! (1,174 reviews)
Elaverator is taking too long

Reviewed on 29 Aug 2026

EAST Miami

EAST Miami

Brickell
Save 100% on your flight
AU$3,649
per person
9 Nov - 16 Nov
found 8 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
9.2/10 Wonderful! (4,104 reviews)

Our guide on 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 there might not be top attractions in Cutthroat Harbor Estates, you can explore the larger area and discover places like Venture Out Keys and Venture Key.

Boat traveling under the Seven Mile Bridge, Florida Keys, USA

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.

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 there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Cook Island and Venture Out Keys.

Our pick of the best Sugarloaf Shores Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
AU$327
20 Sept - 21 Sept
includes taxes & fees
8.6/10 Excellent! (3,551 reviews)
"Roosters are all over the property so poop was everywhere, even on the furniture. We had lots of ants in the bathroom and the sink drained very slowly."

Reviewed on 31 Aug 2026

Southernmost Beach Resort and Guesthouses
Beachside Resort & Residences

Beachside Resort & Residences

3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
AU$301
1 Sept - 2 Sept
includes taxes & fees
8.6/10 Excellent! (2,485 reviews)
"Room was clean, exactly what we had hoped for. Staff was friendly and helpful!"

Reviewed on 30 Aug 2026

Beachside Resort & Residences
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
AU$211
22 Sept - 23 Sept
includes taxes & fees
Hilton Garden Inn Key West / The Keys Collection
See all 3,421 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.

Frequently asked questions

How much does a Sugarloaf Shores holiday package cost?
From just AU$2,151, 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 holiday.
Where should I stay in Sugarloaf Shores?
A holiday 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 holiday?
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 holiday packages today.
Can I choose my airline with a Sugarloaf Shores Expedia holiday package?
With a holiday 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 holiday 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.

Activities

Guided Clear Kayak Eco-Tour Near Key West

Guided Clear Kayak Eco-Tour Near Key West

AU$127
per adult
Guided Clear Kayak Eco-Tour Near Key West
Guided Mangrove Eco Tours Kayak or Paddleboard Adventure

Guided Mangrove Eco Tours Kayak or Paddleboard Adventure

AU$107
per adult
Guided Mangrove Eco Tours Kayak or Paddleboard Adventure
Private Luxury Sandbar Excursion

Private Luxury Sandbar Excursion

AU$1,717
per traveller
Private Luxury Sandbar Excursion
See all activities in Summerland Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.