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Smith Island Vacation Packages

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Smith Island Flight + Hotel Packages

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

Ocean Terrace Family Apartments

3 out of 5
Price was $742, price is now $666 per person
$666
per person
Oct 16 - Oct 20
found 6 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) 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.

Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Price was $1,560, price is now $1,323 per person
$1,323
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Salisbury (SBY)
Book a stay at this beach hotel in Bethany Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Bethany Beach Boardwalk and Bethany Beach Bandstand are located nearby.

Miramar Condominiums

Miramar Condominiums

2 out of 5
Price was $1,302, price is now $1,106 per person
$1,106
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Beautiful house and clean rooms! Perfectly equipped with everything!

Reviewed on Aug 28, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Price was $1,234, price is now $1,086 per person
$1,086
per person
Oct 9 - Oct 12
just found
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.

Marvel's on the Creek

Marvel's on the Creek

4 out of 5
Price was $1,186, price is now $1,044 per person
$1,044
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Book a stay at this beach B&B in East New Market. Enjoy free breakfast, free WiFi, and free parking. Popular attraction Bill Burton Fishing Pier State Park is located nearby.
Debby was a wonderful hostess at this beautiful bed and breakfast. She was very friendly, accomidating and made you feel very welcome. She served a delicious breakfast and even shared a secret recipe with me. Her home is beautifully decorated while the waterfront view is breathtaking. I highly recommend this unique bed and breakfast for your next travel experience.

Reviewed on Aug 23, 2026

The Barefoot Mailman

The Barefoot Mailman

2 out of 5
Price was $772, price is now $687 per person
$687
per person
Oct 16 - Oct 20
found 6 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Stay at this motel in Ocean City. Enjoy free WiFi, free parking, and daily housekeeping. 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.
Unable to check in

Reviewed on Sep 7, 2026

The Shore House

The Shore House

2 out of 5
Price was $2,672, price is now $2,385 per person
$2,385
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Salisbury (SBY)
Stay at this motel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Ocean City Beach and Ocean City Boardwalk are located nearby.
Horrible had bugs in my room room Wasnt cleaned

Reviewed on Sep 7, 2026

Monte Carlo Boardwalk Oceanfront Ocean City

Monte Carlo Boardwalk Oceanfront Ocean City

3 out of 5
Price was $930, price is now $835 per person
$835
per person
Oct 16 - Oct 20
found 6 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, free parking, and an outdoor pool. 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.
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Reviewed on Sep 7, 2026

Smith Island Vacation Packages 3-4 Night Stays

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

The Barefoot Mailman

2 out of 5
Midtown Ocean City
Price was $772, price is now $687 per person
$687
per person
Oct 16 - Oct 20
found 6 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Downtown Bethany Beach
Price was $1,560, price is now $1,323 per person
$1,323
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Salisbury (SBY)
Miramar Condominiums

Miramar Condominiums

2 out of 5
Downtown Ocean City
Price was $1,302, price is now $1,106 per person
$1,106
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Salisbury (SBY)
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,234, price is now $1,086 per person
$1,086
per person
Oct 9 - Oct 12
just found
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.
Marvel's on the Creek

Marvel's on the Creek

4 out of 5
Price was $1,186, price is now $1,044 per person
$1,044
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Downtown Bethany Beach
Price was $1,777, price is now $1,502 per person
$1,502
per person
Oct 8 - Oct 13
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 $1,277, price is now $1,118 per person
$1,118
per person
Oct 8 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
Price was $2,032, price is now $1,793 per person
$1,793
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)

Top Flight Deals

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

Frontier Airlines
Tue, Sep 29 - Sun, Oct 4
ATL
Hartsfield-Jackson Atlanta Intl.
ORF
Norfolk Intl.
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Sep 29 from Hartsfield-Jackson Atlanta Intl. to Norfolk Intl., returning Sun, Oct 4, priced at $80 just found
Frontier Airlines
Tue, Nov 10 - Mon, Nov 16
MCO
Orlando Intl.
ORF
Norfolk Intl.
$118 Roundtrip, found 11 hours ago
$118
Roundtrip
found 11 hours ago
Select Frontier Airlines flight, departing Tue, Nov 10 from Orlando Intl. to Norfolk Intl., returning Mon, Nov 16, priced at $118 found 11 hours ago
Breeze Airways
Wed, Oct 21 - Sat, Oct 24
TPA
Tampa Intl.
ORF
Norfolk Intl.
$121 Roundtrip, found 3 days ago
$121
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Oct 21 from Tampa Intl. to Norfolk Intl., returning Sat, Oct 24, priced at $121 found 3 days ago
Frontier Airlines
Tue, Sep 29 - Sat, Oct 3
DEN
Denver Intl.
DCA
Ronald Reagan Washington National
$151 Roundtrip, found 2 days ago
$151
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Sep 29 from Denver Intl. to Ronald Reagan Washington National, returning Sat, Oct 3, priced at $151 found 2 days ago