Deals on vacations and trips to Smith Island

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Smith Island flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
Price was $841, price is now $780 per person
$780
per person
Oct 10 - Oct 12
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Salisbury (SBY)
Free WiFi in public areas is available at this apartment. Take advantage of the free self parking.
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was $1,014, price is now $910 per person
$910
per person
Oct 9 - Oct 12
found 10 hours ago
Roundtrip non-stop flight included
Rochester (ROC) to Salisbury (SBY)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and conveniences like a 24-hour front desk and laundry facilities.
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $925, price is now $836 per person
$836
per person
Oct 10 - Oct 12
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Salisbury (SBY)
Free self parking is available and the hotel's front desk is staffed around-the-clock. WiFi in public areas is free. Luggage storage is also provided.
Dagsboro Retreat

Dagsboro Retreat

2 out of 5
Price was $1,019, price is now $943 per person
$943
per person
Oct 9 - Oct 12
found 10 hours ago
Roundtrip non-stop flight included
Rochester (ROC) to Salisbury (SBY)
Americana Condos 10th street

Americana Condos 10th street

3.5 out of 5
Downtown Ocean City
Price was $1,118, price is now $1,040 per person
$1,040
per person
Oct 10 - Oct 12
found 14 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Salisbury (SBY)
An indoor pool, self parking, and free newspapers are featured at this condo. WiFi in public areas is free. A terrace and express check-out are also provided.

Top Smith Island hotels deals

Historic home on Smith Island w/ dock!

Historic home on Smith Island w/ dock!

Smith Island MD
$285 nightly
The price is $302 total per night
$302 total
Sep 7 - Sep 8
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Pet-Friendly Smith Island Cottage w/ Golf Cart!

Pet-Friendly Smith Island Cottage w/ Golf Cart!

Ewell MD
Get rates
This cottage features laundry facilities.
Kitchen
Washer
Spacious 5-bedroom house with WiFi, AC and private deck on charming Smith Island

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

Smith Island MD
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This vacation home features a garden, laundry facilities, and barbecue grills.
The end of summer is here on Smith Island! Come out for some peace and quiet!

The end of summer is here on Smith Island! Come out for some peace and quiet!

Smith Island MD
$310 nightly
The price is $342 total per night
$342 total
Sep 7 - Sep 8
Total with taxes and fees
A gym is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Kitchen
Washer
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK & golf cart rental

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK & golf cart rental

Smith Island MD
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This cottage features a garden, laundry facilities, and barbecue grills.
Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart

Charming 2 Bedroom house in beautiful Smith Island Pet-Friendly Golf Cart

Smith Island MD
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This vacation home features laundry facilities.
Kitchen
Washer
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See all available properties in Smith Island
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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.

Stay near popular Smith Island attractions

Smith Island

9.0/10 (21 reviews)
Commune with nature and explore the great outdoors at Smith Island during your travels in Smith Island. Discover the sunsets in this relaxing area, or seek out the fishing spots.
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Frequently asked questions

How much are vacation packages to Smith Island?
With vacation packages being sold for only $780, you won't need to blow out the credit card for your getaway to Smith Island. Travelocity is here to help. Bundle flights, hotels and tours into a convenient package and land some fantastic discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Smith Island?
You'll discover a tempting selection of Smith Island package deals on Travelocity. With 400 partner airlines and 1,000,000 properties across the globe, putting together your ultimate escape will be a piece of cake.
Why should I book my Smith Island vacation bundle via Travelocity?
The three S's — savings, support and a stress-free booking — are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you can rely on round-the-clock support. With the Travelocity Price Match Guarantee, you can relax knowing you'll always get the best deal available.
Can I save on my Smith Island car rental if I combine it with my hotel or flight?
With a Smith Island vacation package, you can bundle your car, hotel and flight bookings and save a ton. If you want to see the best of this fabulous region, why not make tracks to White House? This well-known sight is 85 mi from Smith Island. With your own set of wheels, you'll be there before you know it.
Which airport is best for Smith Island?
Salisbury - Ocean City Wicomico Regional Airport (SBY), the gateway to Smith Island, is where you'll get off the plane. You'll find it 35 mi northeast of the center of town.
Where should I stay when visiting Smith Island?
If you're after a place to base yourself, check out the Blue Anchor Cottage at Smith Island MD Quaint & Charming Beach Cottage. It's the top pick for many visitors.

Photos of local treasures

Browse Smith Island vacation photos for more inspiration

A person in a kayak on a calm body of water during sunset.