Smith Island Vacations

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Smith Island Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

$684
per person
Oct 19 - Oct 23
found 4 hours ago
Roundtrip flight included
Fresno (FAT) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Grasonville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Chesapeake Bay Environmental Center and Queenstown Harbor Golf are located nearby.
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

$871
per person
Oct 19 - Oct 23
found 11 hours ago
Roundtrip non-stop flight included
Fresno (FAT) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Grasonville. Enjoy free breakfast, free WiFi, and free parking. 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.
Not our first time and won’t be the last. We love the staff, food is great at breakfast and the lite fare bar/lobby menu, rooms are large and comfortable and overall great place to stay.

Reviewed on Sep 8, 2026

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

$778
per person
Oct 19 - Oct 23
found 4 hours ago
Roundtrip flight included
Fresno (FAT) to Salisbury (SBY)
Book a stay at this business-friendly hotel in Grasonville. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Chesapeake Bay Environmental Center and Queenstown Harbor Golf are located nearby.
Overall, the hotel was clean. Our room was clean as well. The staff were polite and friendly. There was no fan/vent in our bathroom. Our room is right next to a bar. There was so much noise coming from the bar at night thus, making it difficult for us to sleep. The bed was very uncomfortable. The breakfast (ordered from the menu not buffet) was really good. If you stay at the Hilton in Kent Island, please avoid room 107 or asked for a discounted rate if you don't mind the noise

Reviewed on Sep 6, 2026

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Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Frontier Airlines
Breeze Airways
Fri, Oct 16 - Wed, Oct 28
MCO
Orlando Intl.
SBY
Salisbury - Ocean City Wicomico Regional
$147
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Fri, Oct 16 from Orlando Intl. to Salisbury - Ocean City Wicomico Regional, returning Wed, Oct 28, priced at $147 found 2 hours ago
Delta
JetBlue Airways
Southwest Airlines