Plan a trip to see Halfmoon Key

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

Oceans Edge Key West Resort, Hotel & Marina

CA $1,092

per person

Oct 12 - Oct 19

found 22 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Key West (EYW)

9/10 Wonderful! (1,710 reviews)

Restaurant hours not convenient at all. Didi not open on time, and closed too early

Reviewed on Aug. 19, 2025

Lighthouse Hotel - Key West Historic Inns

Old Town Key West

CA $1,798

per person

Nov 6 - Nov 9

found 16 hours ago

Roundtrip flight included

Toronto (YTO) to Key West (EYW)

9/10 Wonderful! (768 reviews)

The property is cute with its own unique vibe. Our room did smell a bit musty, but it’s damp south Florida…so I took that with a grain of salt. There was some mold in our bathroom grout also, but I wasn’t in the mood to complain about something so petty. One thing I will rave about was Jefferson, he was working at the pool bar and not only was he a joy to talk to, he made a great drink!

Reviewed on Aug. 19, 2025

Fitch Lodge - Key West Historic Inns

Key West Historic District

CA $1,702

per person

Nov 6 - Nov 9

found 16 hours ago

Roundtrip flight included

Toronto (YTO) to Key West (EYW)

8.8/10 Excellent! (471 reviews)

Delicious happy hour drink

Reviewed on Aug. 18, 2025

Tours & day trips

See all 81 activities

Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar

Wildlife & nature

See all 29 activities

Key West's Island Eco Tour: Sandbar Adventure with Kayaking Tour

Free cancellation available

Private & custom tours

See all 22 activities

Dry Tortugas National Park Day Trip by Luxury Boat: Axopar 37 XC

Free cancellation available

Adventure & outdoor

See all 15 activities

Key West Back-Country Tour with Snorkel - Drive Your Own Boat

Free cancellation available

Weddings & honeymoons

See all 4 activities

Elope in Key West Intimate Wedding 10 Guests or Less

Free cancellation available

Popular places to visit

Shark Key

Commune with nature and explore the great outdoors at Shark Key during your travels in Key West. In the area, take in the great live music and beautiful sunsets.

Key West Naval Station

After visiting Key West Naval Station, make a plan to see the other sights and activities in Key West. Experience the area's great live music and entertainment choices.

Boca Chica Beach

Why not spend a lazy afternoon at Boca Chica Beach during your trip to Key West? Stroll along the area's seaside, or simply savor its lively bars.

Wilhelmina Harvey Park

Explore the great outdoors at Wilhelmina Harvey Park, a lovely green space in Big Coppitt Key.

East Rockland Key

Commune with nature and explore the great outdoors at East Rockland Key during your travels in Key West. In the area, take in the lively festivals and beautiful sunsets.

Anonimo Key

Commune with nature and explore the great outdoors at Anonimo Key during your travels in Key West. Stroll along the area's seaside, or simply savor its lively bars.