Sugarloaf Shores Holidays from £954

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

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.
Kimpton EPIC Hotel by IHG

Kimpton EPIC Hotel by IHG

Downtown Miami
£954
per person
24 Nov - 28 Nov
found 21 hours ago
Return flight included
London (LHR) to Miami (MIA)
9/10 Wonderful! (2,636 reviews)
I love everything about the place, the food, the rooms, the services

Reviewed on 17 Oct 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach
£11,603
per person
8 Dec - 15 Dec
found 1 day ago
Return flight included
London (LHR) 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

EAST Miami Residences

EAST Miami Residences

Brickell
Save 100% on your flight
£2,824
per person
28 Dec - 4 Jan
found 1 day ago
Return flight included
London (LON) to Miami (MIA)
9.2/10 Wonderful! (152 reviews)
Room was not ready until three hours past check-in. Had to check multiple times. Then was asked to pay to upgrade to different room or wait longer. Finally put into a different room, but very disappointing. Frequent traveler to area but will not return.

Reviewed on 17 Oct 2026

The Key West Hotel

The Key West Hotel

Key West Historic District
Save 100% on your flight
£3,397
per person
26 Dec - 2 Jan
found 10 hours ago
Return direct flight included
London (LON) to Key West (EYW)
9.2/10 Wonderful! (563 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 6 Oct 2026

EAST Miami

EAST Miami

Brickell
£1,132
per person
24 Nov - 28 Nov
found 21 hours ago
Return flight included
London (LHR) to Miami (MIA)
9.2/10 Wonderful! (4,177 reviews)

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 Key and Venture Out Keys.

An aerial view of a bridge over turquoise water.

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 Big Pine Key Flea Market.

Top hotels in Sugarloaf Shores

Margaritaville Beach House Key West

Margaritaville Beach House Key West

2001 South Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
£223
31 Oct - 1 Nov
includes taxes & fees
8.8/10 Excellent! (1,800 reviews)
"All perfect!! Nice place"

Reviewed on 18 Oct 2026

Margaritaville Beach House Key West
Havana Cabana at Key West

Havana Cabana at Key West

3420 N. Roosevelt Blvd Key West FL
£169
3 Nov - 4 Nov
includes taxes & fees
Havana Cabana at Key West
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
£148
25 Oct - 26 Oct
includes taxes & fees
Blue Flamingo Resort Key West
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.

Frequently asked questions

How much does a Sugarloaf Shores travel package cost?
From just £954, 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 Clear Kayak Eco-Tour Near Key West

Guided Clear Kayak Eco-Tour Near Key West

£59
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

£56
per adult
100% of travellers recommend
Guided Mangrove Eco Tours Kayak or Paddleboard Adventure
Private Sandbar Adventure in Key West Backcountry

Private Sandbar Adventure in Key West Backcountry

£373
per traveller
Private Sandbar Adventure in Key West Backcountry
See all activities in Summerland Key

Explore a world of travel with Expedia

* 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.