Sugarloaf Key Holidays from AU$3,508
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Your Sugarloaf Key Holiday
Book a Sugarloaf Key holiday package and get set to experience the best of this lively city. Consider basing yourself in the neighbourhood of Breezeswept Beach Estates, which is great for adventure sports, fishing and watersports. If your trip to Sugarloaf Key includes some sightseeing, hit up well-known attractions like Florida Keys Beaches, Sugarloaf Beach and Upper Sugarloaf Sound. A couple of clicks is all it takes to create your dream Sugarloaf Key holiday on Expedia.
The Latest Sugarloaf Key Holiday Deals
Price found within the past 48 hours. Click for updated prices.
Diplomat Beach Resort Hollywood, Curio Collection by Hilton
Hollywood Beach
Price was AU$4,049, price is now AU$3,756 per person
AU$3,756
per person
3 Apr - 6 Apr
found 1 day ago
Return direct flight included
Melbourne (MEL) to Miami (MIA)
8.4/10 Very Good! (3,164 reviews)
Clean and well-kept but $$$
Reviewed on 8 Jan 2026
ANDAZ MIAMI BEACH, BY HYATT
Mid Beach
Price was AU$4,438, price is now AU$4,296 per person
AU$4,296
per person
3 Apr - 6 Apr
found 1 day ago
Return direct flight included
Melbourne (MEL) to Miami (MIA)
9.4/10 Exceptional! (122 reviews)
Only criticism: breakfast on site was crazy expensive! I opted to walk to the Betsy several mornings. Food so much better and not close to $50 for solo breakfast!
Reviewed on 10 Jan 2026
Sugarloaf Key Holiday
Sugarloaf Key Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Key West Intl. Airport (EYW) |
Max Temp Winter | 24ºC |
Max Temp Summer | 29ºC |
Top Sights | Florida Keys Beaches, Boca Chica Nude Beach and Sugarloaf Beach |
Our pick of the best Sugarloaf Key Hotel Deals
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$530 per night from 14 Jan to 15 Jan
AU$530
14 Jan - 15 Jan
includes taxes & fees
8.6/10 Excellent! (1,879 reviews)
Front desk staff was excellent as was the breakfast staff. Only had breakfast and it was excellent. Room could’ve been cleaner because that was disappointing. Two out of three soaps didn’t work in the shower. Overall a nice stay.
Reviewed on 7 Jan 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
The price is AU$875 per night from 14 Jan to 15 Jan
AU$875
14 Jan - 15 Jan
includes taxes & fees
8.6/10 Excellent! (2,988 reviews)
Staff and amenities
Reviewed on 8 Jan 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is AU$514 per night from 14 Jan to 15 Jan
AU$514
14 Jan - 15 Jan
includes taxes & fees
8/10 Very Good! (1,829 reviews)
Clean decent place
Reviewed on 8 Jan 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.
What to do in Sugarloaf Key
Private Sandbar Adventure in Key West Backcountry
AU$822
per traveller
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- Anne's Beach
- Visit Eden Pines
- Visit Big Pine Key
- Blue Waters Holidays
- Caribbean Club Bar
- Cinco de Mayo Park
- Cow Key Holidays
- Visit Cow Key
- Dry Tortugas National Park
- Ernest F. Coe Visitor Center
- Everglades National Park
- Flamingo Visitor Center
- Florida City Holidays
- Florida Keys Dive Center
- Fort East Martello Museum and Gallery
- Fort Jefferson
- Fort Jefferson Visitor Center
- Fort Zachary Taylor Historic State Park
- Founders Park
- Hm69 Nike Missile Base
- Homestead Holidays
- Islamorada Holidays
- Key Largo Holidays
- Key West Butterfly and Nature Conservatory
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- Marathon Holidays
- Marco Island Holidays
- Visit Ramrod Key
- Robbie's
- Sands Holidays
- Seven Mile Bridge
- Smathers Beach
- Sombrero Beach
- Southernmost Point
- Visit Stock Island
- Visit Summerland Key
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
