Florida Keys Adventure Holidays 2026

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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

New Town

NZ$3,377

per person

9 Oct - 13 Oct

found 19 hours ago

Return flight included

Auckland (AKL) to Key West (EYW)

8.6/10 Excellent! (2,606 reviews)

Absolutely loved this resort! From the checkin process to the cleanliness of the resort, pools and lobby everything was amazing! Would definitely stay here again if I return to Key West.

Reviewed on 23 Aug 2026

Southernmost Beach Resort and Guesthouses

Old Town Key West

NZ$3,757

per person

9 Oct - 13 Oct

found 19 hours ago

Return flight included

Auckland (AKL) to Key West (EYW)

8.8/10 Excellent! (3,469 reviews)

Tranquility Bay Beachfront Hotel and Resort

NZ$3,867

per person

9 Oct - 13 Oct

found 19 hours ago

Return flight included

Auckland (AKL) to Miami (MIA)

8.8/10 Excellent! (1,006 reviews)

Parrot Key Hotel & Villas

Northside Resort

NZ$3,497

per person

9 Oct - 13 Oct

found 19 hours ago

Return flight included

Auckland (AKL) to Key West (EYW)

9/10 Wonderful! (1,438 reviews)

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

NZ$3,839

per person

9 Oct - 13 Oct

found 19 hours ago

Return flight included

Auckland (AKL) to Miami (MIA)

8.6/10 Excellent! (1,169 reviews)

Everything was perfect.

Reviewed on 23 Aug 2026

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4 Night Adventure holidays in Florida Keys

Price found within the past 48 hours. Click for updated prices.

Ibis Bay Beach Resort

Northside Resort

NZ$3,419

per person

9 Oct - 13 Oct

found 19 hours ago

Return flight included

Auckland (AKL) to Key West (EYW)

8.2/10 Very good! (2,329 reviews)

Southernmost Beach Resort and Guesthouses

Old Town Key West

NZ$3,757

per person

9 Oct - 13 Oct

found 19 hours ago

Return flight included

Auckland (AKL) to Key West (EYW)

8.8/10 Excellent! (3,469 reviews)

Tranquility Bay Beachfront Hotel and Resort

NZ$3,867

per person

9 Oct - 13 Oct

found 19 hours ago

Return flight included

Auckland (AKL) to Miami (MIA)

8.8/10 Excellent! (1,006 reviews)

Don't see what you're looking for?

See all available trips from Columbus to Florida Keys

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Top Adventure Florida Keys Hotels

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. ...

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. ...

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! (1,421 reviews)

"The the property and location . Close to all the good restaurants. Food was delicious and room was clean and comfortable."

Reviewed on 23 Aug 2026

See all 8,267 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.