Halfmoon Key Tours and Activities

Plan a trip to see Halfmoon Key

Price found within the past 48 hours. Click for updated prices.
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
Price was CA $3,873, price is now CA $2,494 per person
CA $2,494
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
8.6/10 Excellent! (2,844 reviews)
I made a mistake as I did not realize this was not at main hotel it was a guest house so no amenities they did provide shuttle when asked I had three rooms. We all couldn’t shower in morning ran out of water. There was ghost ants in bathrooms

Reviewed on Feb 6, 2026

The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Price was CA $5,741, price is now CA $3,224 per person
CA $3,224
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Everything was great. I couldn’t complain about anything if I wanted to. Thanks for a great stay!

Reviewed on Jan 28, 2026

The Gardens Hotel

The Gardens Hotel

4 out of 5
Old Town Key West
Price was CA $4,279, price is now CA $2,706 per person
CA $2,706
per person
Apr 18 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Key West (EYW)
9.8/10 Exceptional! (1,000 reviews)
Wonderful all around!

Reviewed on Jan 25, 2026

Tours & day trips

See all 88 activities
Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar

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

Activity duration is 16 hours and 30 minutes
9.2 out of 10 with 18 reviews
The previous price was CA $109 and current price is CA $79 per adult*
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Water activities

See all 46 activities
Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar

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

Activity duration is 16 hours and 30 minutes
9.2 out of 10 with 18 reviews
The previous price was CA $109 and current price is CA $79 per adult*
Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open barOpens in new tab

Wildlife & nature

See all 32 activities
Dolphin Watching and Snorkelling

Dolphin Watching and Snorkelling

Activity duration is 3 hours and 30 minutes
10.0 out of 10 with 4 reviews
Free cancellation available
Price is CA $185 per adult
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Food, drink & nightlife

See all 11 activities
Adult Only Sandbar Escape

Adult Only Sandbar Escape

Activity duration is 4 hours
10.0 out of 10 with 1 review
Free cancellation available
Price is CA $211 per adult
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Weddings & honeymoons

See all 3 activities
Private Boudoir Photoshoot in Studio Key West

Private Boudoir Photoshoot in Studio Key West

Activity duration is 2 hours
Free cancellation available
Price is CA $1,162 per adult
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Popular places to visit

Shark Key vegetation and water, Keys Islands, FL - USA

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.

Shark Key
#TroveOn A couple miles north of Key West, on the right is Boca Chica Rd, follow that road as far as you can and you'll get to the beach at Geiger Key. The road comes to an abrupt stop, the rest of it was destroyed in a hurricane years ago but you can park there and walk out. The beach is secluded and quiet, except when the Navy is holding flight practices. The planes are so close, you can see the pilots!

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 lively festivals and great live music.

Key West Naval Station
Boca Chica Marina Key West Florida damaged by Hurricane Irma

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.

Boca Chica Beach

Wilhelmina Harvey Park

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

Wilhelmina Harvey Park

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 great live music and beautiful sunsets.

East Rockland Key

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.

Anonimo Key

Best Lodging Options Near Halfmoon Key

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue Key West FL
Oceans Edge Key West Resort, Hotel & Marina
Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House

2 out of 5
Key West FL
Waterfront Luxury Home - Tidelands House
Seagate House by Brightwild Waterfront w Dock

Seagate House by Brightwild Waterfront w Dock

2 out of 5
Key West FL
Seagate House by Brightwild Waterfront w Dock
Crestwood House at Lunara Bay

Crestwood House at Lunara Bay

Key West FL
Crestwood House at Lunara Bay
Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool

2 out of 5
Key West FL
Capmar House by Brightwild Huge Home Pool
The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West

4 out of 5
7001 Shrimp Road Key West FL
The Perry Hotel & Marina Key West
Waterlane House by Brightwild Pool Boat Dock

Waterlane House by Brightwild Pool Boat Dock

2 out of 5
Key West FL
Waterlane House by Brightwild Pool Boat Dock
Mirador House by Brightwild Pool Dock

Mirador House by Brightwild Pool Dock

2 out of 5
Key West FL
Mirador House by Brightwild Pool Dock
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

Key West FL
Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort
See all 3,195 properties in Halfmoon Key
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.