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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.
Boardwalk One

Boardwalk One

3 out of 5
Price was $628, price is now $559 per person
$559
per person
Nov 6 - Nov 9
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this 3-star 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.
Bay Estate Luxe Waterfront Home w/ Private Pier, Main+guest House, Bay Views

Bay Estate Luxe Waterfront Home w/ Private Pier, Main+guest House, Bay Views

3 out of 5
Save 100% on your flight
Price was $3,284, price is now $2,387 per person
$2,387
per person
Dec 5 - Dec 8
found 8 hours ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
Stay at this 3-star beach cottage in Dameron. Enjoy free parking, a beach locale, and patios. Popular attractions Saint Jerome Beach and Point No Point Light are located nearby.
Americana Princess Suites and Condos

Americana Princess Suites and Condos

2.5 out of 5
Price was $1,603, price is now $1,394 per person
$1,394
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
Book a stay at this business-friendly condo in Ocean City. Enjoy free WiFi, free parking, and laundry facilities. 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 $818, price is now $714 per person
$714
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this 3-star 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.
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3 out of 5
Price was $1,133, price is now $992 per person
$992
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this 3-star business-friendly hotel in Grasonville. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Chesapeake Bay Environmental Center and Paul Reed Smith Guitars are located nearby.
Beach Walk

Beach Walk

2 out of 5
Price was $2,848, price is now $2,601 per person
$2,601
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
Stay at this hotel in Ocean City. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Ocean City Boardwalk and Ocean City Beach are located nearby.
Motel 6 Salisbury, MD

Motel 6 Salisbury, MD

2 out of 5
Price was $621, price is now $578 per person
$578
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this motel in Salisbury. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Regal Salisbury and Centre at Salisbury are located nearby.
Residence Inn by Marriott Salisbury

Residence Inn by Marriott Salisbury

3 out of 5
Price was $952, price is now $888 per person
$888
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Stay at this 3-star business-friendly hotel in Salisbury. Enjoy free breakfast, free parking, and an outdoor pool. Popular attractions Regal Salisbury and Centre at Salisbury are located nearby.

Smith Island Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Price was $818, price is now $714 per person
$714
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
Bay Estate Luxe Waterfront Home w/ Private Pier, Main+guest House, Bay Views

Bay Estate Luxe Waterfront Home w/ Private Pier, Main+guest House, Bay Views

3 out of 5
Save 100% on your flight
Price was $3,284, price is now $2,387 per person
$2,387
per person
Dec 5 - Dec 8
found 8 hours ago
Roundtrip flight included
New York (JFK) to Salisbury (SBY)
Americana Princess Suites and Condos

Americana Princess Suites and Condos

2.5 out of 5
Downtown Ocean City
Price was $1,603, price is now $1,394 per person
$1,394
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3 out of 5
Price was $1,133, price is now $992 per person
$992
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)

Smith Island Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD

2 out of 5
Price was $937, price is now $865 per person
$865
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
Motel 6 Salisbury, MD

Motel 6 Salisbury, MD

2 out of 5
Price was $1,033, price is now $947 per person
$947
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD

2 out of 5
Price was $954, price is now $878 per person
$878
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
Residence Inn by Marriott Salisbury

Residence Inn by Marriott Salisbury

3 out of 5
Price was $1,234, price is now $1,151 per person
$1,151
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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, Nov 10 - Mon, Nov 17
ATL
Hartsfield-Jackson Atlanta Intl.
RIC
Richmond Intl.
$68 Roundtrip, found 13 hours ago
$68
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Mon, Nov 10 from Hartsfield-Jackson Atlanta Intl. to Richmond Intl., returning Mon, Nov 17, priced at $68 found 13 hours ago
Spirit Airlines
Sat, Oct 25 - Mon, Oct 27
MCO
Orlando Intl.
RIC
Richmond Intl.
$92 Roundtrip, found 5 days ago
$92
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Sat, Oct 25 from Orlando Intl. to Richmond Intl., returning Mon, Oct 27, priced at $92 found 5 days ago
Frontier Airlines
Thu, Oct 23 - Mon, Oct 27
MCO
Orlando Intl.
ORF
Norfolk Intl.
$95 Roundtrip, found 3 days ago
$95
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Thu, Oct 23 from Orlando Intl. to Norfolk Intl., returning Mon, Oct 27, priced at $95 found 3 days ago
Frontier Airlines
Sat, Nov 1 - Sat, Nov 8
DEN
Denver Intl.
DCA
Ronald Reagan Washington National
$110 Roundtrip, found 2 hours ago
$110
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Sat, Nov 1 from Denver Intl. to Ronald Reagan Washington National, returning Sat, Nov 8, priced at $110 found 2 hours ago