Florida Keys Adventure Holidays

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Top flight + Adventure hotel deals in Florida Keys

Price found within the past 48 hours. Click for updated prices.
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

New Town
AU$3,354
per person
6 Nov - 12 Nov
found 19 hours ago
Return flight included
Hobart (HBA) to Key West (EYW)
8.6/10 Excellent! (2,652 reviews)
Great spot will stay again

Reviewed on 16 Sept 2026

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

Northside Resort
AU$4,389
per person
6 Nov - 12 Nov
found 19 hours ago
Return flight included
Hobart (HBA) to Key West (EYW)
9/10 Wonderful! (1,460 reviews)
Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

AU$3,692
per person
6 Nov - 12 Nov
found 19 hours ago
Return flight included
Hobart (HBA) to Miami (MIA)
8.8/10 Excellent! (1,009 reviews)
The room was clean and the pools were excellent! But everything else was just average, and I don't know that I'd say it was worth a $50/day resort fee (what does this cover? Why not just put it in the room rate?) We stayed 4 nights and by the third night we had to ask to have someone come by and bring fresh towels. I'm used to seeing signs at hotels that state for environmental reasons they may only clean rooms every so often, but there was no such indication. Our room was off at the edge of the resort, by the fitness room which meant every time someone came in the building, the whole building shook when the door slammed behind them. So much for getting a nice sleep-in on vacation because this started at 5 or 6 am. I can definitely see the benefit to staying here with a larger group, families and friends staying in one of the villas. But as a couple, I probably wouldn't come back.

Reviewed on 15 Sept 2026

Hawks Cay Resort

Hawks Cay Resort

AU$3,584
per person
6 Nov - 12 Nov
found 19 hours ago
Return flight included
Hobart (HBA) to Miami (MIA)
8.2/10 Very good! (1,006 reviews)
Beautiful resort

Reviewed on 15 Sept 2026

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina

AU$3,707
per person
6 Nov - 12 Nov
found 19 hours ago
Return flight included
Hobart (HBA) to Key West (EYW)
9/10 Wonderful! (1,831 reviews)
Beautiful property would stay there again

Reviewed on 15 Sept 2026

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Top Adventure Florida Keys Hotels

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

1319 Duval Street Key West FL
  • 10 min walk from Duval Street
Stay at this spa hotel in Key West. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.6/10 Excellent! (3,604 reviews)
"Booked this place for the location and how many pools they had. Didn’t know until we got there that the largest pool was under renovation and completely out of service. Not the end of the world but this made the other 2 pools (combined they were the size of the 1 that was closed) more cramped. Then ..."

Reviewed on 15 Sept 2026

Southernmost Beach Resort and Guesthouses
Hawks Cay Resort

Hawks Cay Resort

61 Hawks Cay Blvd Marathon FL
  • 2 hours drive from Duval Street
Stay at this luxury hotel in Marathon. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...
8.2/10 Very good! (1,011 reviews)
"Beautiful resort"

Reviewed on 15 Sept 2026

Hawks Cay Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

81801 Overseas Highway, Mile Marker 82 Islamorada FL
  • 3 hours drive from Duval Street
Stay at this luxury resort in Islamorada. Enjoy free parking, 3 outdoor pools and a full-service spa. Our guests praise the pool and the helpful staff in their ...
9.2/10 Wonderful! (1,440 reviews)
"Clean and comfortable rooms, but I did get a dated feel, but certainly served our purpose. The property supplied EVERYTHING needed to enjoy your stay. I didn’t have dinner there, but their breakfast was elevated and delish. The Adult pool we used had an exercise instructor, a spa and was crystal ..."

Reviewed on 14 Sept 2026

Cheeca Lodge & Spa
See all 8,297 properties in Florida Keys
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.

Activities

Aboard the trolley in Key West

Historic Key West Old Town Trolley Hop-On Hop-Off Tour

AU$78
per adult
88% of travellers recommend
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Snorkler waving underwater in Key West

Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch

AU$76
per adult
86% of travellers recommend
Key West Coral Reef Snorkel with Mimosas, Margaritas or Rum Punch
Key West Premium Sunset Sail with Champagne, Wine & Tapas

Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar

AU$110
per adult
94% of travellers recommend
Dolphin Watch Catamaran Sunset Sail w/ Tapas and Open Bar
See all activities in Florida Keys
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.