Smith Island Tours and Activities

Popular places to visit

Tylerton County Dock

Explore the waterfront in Tylerton with a trip to Tylerton County Dock.

Tylerton County Dock

Horse Hammock

Commune with nature and explore the great outdoors at Horse Hammock during your travels in Smith Island.

Horse Hammock

Crisfield City Dock

Explore the waterfront in Crisfield with a trip to Crisfield City Dock. While in this relaxing area, you can enjoy the seafood restaurants.

Crisfield City Dock

Cedar Island State Wildlife Management Area

Explore the great outdoors at Cedar Island State Wildlife Management Area, a lovely green space in Crisfield. While in this relaxing area, you can enjoy the seafood restaurants.

Cedar Island State Wildlife Management Area

Sea Mark Marine

Explore the waterfront in Crisfield with a trip to Sea Mark Marine. While in this relaxing area, you can enjoy the seafood restaurants.

Sea Mark Marine

J. Millard Tawes Museum

You can spend time exploring the galleries in J. Millard Tawes Museum in Crisfield. Discover the sunsets in this relaxing area or seek out the fishing spots.

J. Millard Tawes Museum

Top Smith Island Hotel & Accommodation Deals

Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!

Smith Island
Historic home on Smith Island w/ dock!
Pet-Friendly Smith Island Cottage w/ Golf Cart!

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Ewell
Pet-Friendly Smith Island Cottage w/ Golf Cart!
Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island

Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island

Smith Island
Spacious 5-bedroom house with WiFi, AC and private dock on charming Smith Island
Entire 4-bedroom 2-bath Cabin with AC, Recreational rooms, WiFi in Crisfield, MD

Entire 4-bedroom 2-bath Cabin with AC, Recreational rooms, WiFi in Crisfield, MD

Crisfield
Entire 4-bedroom 2-bath Cabin with AC, Recreational rooms, WiFi in Crisfield, MD
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10

Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10

Heathsville
Magical Sunsets and Breathtaking Views in Heathsville/Wicomico River- Sleeps 10
'river's Edge Retreat With Kayaks & River Access!

'river's Edge Retreat With Kayaks & River Access!

3 out of 5
Reedville
'river's Edge Retreat With Kayaks & River Access!
When you want to get away from everything Magnolia shores 2 acres of tranquility

When you want to get away from everything Magnolia shores 2 acres of tranquility

Reedville
When you want to get away from everything Magnolia shores 2 acres of tranquility
Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!

Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!

Reedville
Private infinity pool, plus your own dock, kayaks, and bikes on the waterfront!
Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Near Chincoteague & Assateague Island Charming 2-bedroom cottage

Saxis
Near Chincoteague & Assateague Island Charming 2-bedroom cottage
See all 435 properties in Smith Island
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.