Sugarloaf Shores Holidays from £763
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Your Sugarloaf Shores Holiday
Make travel planning simple by snapping up a holiday package to Sugarloaf Shores. We'll look after the finer points, so you can focus on enjoying everything this neighbourhood can offer. Eager to sightsee? Sugarloaf Beach and Upper Sugarloaf Sound are a couple of nearby attractions to swing by during your trip to Sugarloaf Shores. Don't just dream it — turn it into reality! Book your ultimate Sugarloaf Shores holiday with Expedia and enjoy travelling your way.
Price found within the past 48 hours. Click for updated prices.
The Retreat Collection at 1 Hotel & Homes South Beach
South Beach
£10,433
per person
19 Nov - 26 Nov
found 1 day ago
Return flight included
London (LON) 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 22 Jun 2016
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 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.
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 Venture Out Keys.
Top hotels in Sugarloaf Shores
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundableReserve now, pay when you stay
£175
8 Sept - 9 Sept
includes taxes & fees
8.6/10 Excellent! (3,547 reviews)
"The first room was so dirty I had to tell staff. The shower and bathroom had hair the ac had actual hair hanging from it. Toothpast on the bathroom mirror , just disgusting. Second room was infested with ants. They got inside my laptop( I kept my laptop on top of the desk for work ) opened the laptop ..."
Reviewed on 30 Aug 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
£151
31 Aug - 1 Sept
includes taxes & fees
Hilton Garden Inn Key West / The Keys Collection
3850 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
£112
22 Sept - 23 Sept
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.
Frequently asked questions
How much does a Sugarloaf Shores travel package cost?
From just £763, you can build your own Sugarloaf Shores package the way you want. Simply combine hotels, flights and rental cars and we'll reward you with discounts.
If I'm not able to travel, can I cancel my Sugarloaf Shores travel package?
If your travel plans in Sugarloaf Shores have been upended, it's a relief to know that it is possible to cancel or amend your booking. If you booked within the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may impose fees. For more information, check our Customer Service Portal.
How do I get a cheap travel package to Sugarloaf Shores?
Crafting your own Sugarloaf Shores travel package with Expedia is a simple way to save. We have over 550 partner airlines and 1,000,000 hotels across the globe. With such a huge range to select from, you'll have no trouble creating your dream trip.
Does Expedia offer Book Now, Pay Later Sugarloaf Shores holidays?
Your bank balance shouldn't prevent you from going on holiday, so Expedia has come up with a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a fantastic getaway without hurting your hip pocket. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your trip. Check out these flexible payment options:
- Pay monthly holidays: Realise your holiday dreams sooner with Klarna's easy monthly instalment plans. If paying a little each month sounds right for you, pick this option at checkout.
- Pay in instalments holidays: If you'd like to pay off your escape across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: Hitting the "book now" button is much easier with this payment plan. Simply put down a small deposit on your holiday and then start working on your travel itinerary.
Where should I stay in Sugarloaf Shores?
A holiday in Sugarloaf Shores isn't complete without checking out Upper Sugarloaf Key, Upper Sugarloaf Sound and Sugarloaf Beach. Spend your nights near these top sights and make sightseeing simple.
What are the top hotels in Sugarloaf Shores?
Get your trip off to a flying start by locking in a room at Sugar Loaf Lodge. It's one of most sought-after properties in Sugarloaf Shores. Another comfortable option is Palms Resort - Green House.
How far in advance should I book my Sugarloaf Shores holiday?
While prices do change, we generally advise booking your spot as soon as possible. Most international airfares can be compared on Expedia up to a year in advance. If circumstances have left you booking last minute, you may still get lucky. Cheap journeys to Sugarloaf Shores sometimes occur in the weeks prior to departure.
What does an Expedia Sugarloaf Shores travel package include?
Packages include hotels, rental cars and flights, but you can combine any of them to create your dream Sugarloaf Shores getaway. You can also add on some tours and activities once you've made your booking. You're in control! When you bundle your bookings with Expedia, you'll enjoy discounts you won't find anywhere else.
What should I know before booking a Sugarloaf Shores travel package?
You can save big by combining your hotels, airfares and rental cars. Once you've made your booking, add on fun stuff like tours and activities. Your next unforgettable holiday is only a couple of clicks away.
Can I choose my airline with a Sugarloaf Shores Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines all over the world. Our travel packages give you the flexibility to take your pick of available flights, hotels and activities that fit your needs.
Things to do
Guided Mangrove Eco Tours Kayak or Paddleboard Adventure
£56
per adult
Private Sandbar Adventure in Key West Backcountry
£413
per traveller
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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. Flight-inclusive packages are ATOL protected.