Search Deals on
Smith Island Vacation Packages

Build your package with 2 more options

Smith Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Salisbury, MD

Country Inn & Suites by Radisson, Salisbury, MD

3 out of 5
Price was $1,236, price is now $877 per person
$877
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Salisbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Eastern Shore Baseball Hall of Fame Museum and Arthur W. Perdue Stadium are located nearby.
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Price was $1,498, price is now $1,054 per person
$1,054
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Salisbury (SBY)
Stay at this apartment in Ocean City. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $2,545, price is now $1,818 per person
$1,818
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Salisbury (SBY)
Book a stay at this beach hotel in Fenwick Island. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Maryland Beach and Bethany Beach Boardwalk are located nearby.
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Price was $1,673, price is now $1,251 per person
$1,251
per person
Jul 21 - Jul 26
found 9 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Boardwalk One

Boardwalk One

3 out of 5
Price was $1,289, price is now $1,012 per person
$1,012
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this beach aparthotel in Ocean City. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
The Surf Shanty Motel

The Surf Shanty Motel

2.5 out of 5
Price was $1,139, price is now $917 per person
$917
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this motel in Dewey Beach. Enjoy free WiFi, free parking, and 20 beach bars. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rehoboth Beach Boardwalk and Rehoboth Beach are located nearby.
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
Price was $2,059, price is now $1,723 per person
$1,723
per person
Jun 27 - Jun 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Chesapeake Bay Maritime Museum and 1879 Hooper Straight Lighthouse are located nearby.
The Spinnaker

The Spinnaker

2.5 out of 5
Price was $1,206, price is now $1,018 per person
$1,018
per person
Jun 24 - Jun 29
found 8 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.

Smith Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Salisbury, MD

Country Inn & Suites by Radisson, Salisbury, MD

3 out of 5
Price was $1,148, price is now $877 per person
$877
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was $1,509, price is now $1,182 per person
$1,182
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Boardwalk One

Boardwalk One

3 out of 5
Downtown Ocean City
Price was $1,289, price is now $1,012 per person
$1,012
per person
Jun 27 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
The Surf Shanty Motel

The Surf Shanty Motel

2.5 out of 5
Price was $1,139, price is now $917 per person
$917
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)

Smith Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Salisbury, MD

Country Inn & Suites by Radisson, Salisbury, MD

3 out of 5
Price was $1,236, price is now $877 per person
$877
per person
Jul 26 - Jul 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
Price was $1,498, price is now $1,054 per person
$1,054
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Salisbury (SBY)
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $2,545, price is now $1,818 per person
$1,818
per person
Jul 24 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Salisbury (SBY)
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,955, price is now $1,458 per person
$1,458
per person
Jul 21 - Jul 26
found 9 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Mon, Jun 1 - Tue, Jun 2
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$56 Roundtrip, found 8 hours ago
$56
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Mon, Jun 1 from Hartsfield-Jackson Atlanta Intl. to Norfolk Intl., returning Tue, Jun 2, priced at $56 found 8 hours ago
Frontier Airlines
Sat, Jun 6 - Wed, Jun 10
MCO
Orlando Intl.
ORF
Norfolk Intl.
$117 Roundtrip, found 10 hours ago
$117
Roundtrip
found 10 hours ago
Select Frontier Airlines flight, departing Sat, Jun 6 from Orlando Intl. to Norfolk Intl., returning Wed, Jun 10, priced at $117 found 10 hours ago
Breeze Airways
Wed, Jun 3 - Wed, Jun 10
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$125 Roundtrip, found 5 hours ago
$125
Roundtrip
found 5 hours ago
Select Breeze Airways flight, departing Wed, Jun 3 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Jun 10, priced at $125 found 5 hours ago
JetBlue Airways
Tue, Jun 2 - Tue, Jun 2
BOS
Logan Intl.
DCA
Ronald Reagan Washington National
$135 Roundtrip, found 1 day ago
$135
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Jun 2 from Logan Intl. to Ronald Reagan Washington National, returning Tue, Jun 2, priced at $135 found 1 day ago