
Smith Island Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to CA $1,096 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Smith Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.


Grand Hotel Ocean City Oceanfront
Downtown Ocean City
per person
Jul. 5 - Jul. 7
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Salisbury (SBY)
9/10 Wonderful! (2,643 reviews)
The whole hotel needs to be redone but the staff is great, the beds were comfortable, and the view was great. It just feels dingy. We went in April and $100 is reasonable. I wouldn't pay $400 in the summer for a night.
Reviewed on Apr. 20, 2025



Princess Bayside Beach Hotel
Midtown Ocean City
per person
Jul. 5 - Jul. 7
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Salisbury (SBY)
7.6/10 Good! (1,002 reviews)
We would definitely go back. It was very convenient and can’t beat the location. Staff was friendly and attentive. Room was clean and we had a great view!
Reviewed on Mar. 23, 2025
Smith Island Hotel Deals

Pet-Friendly Smith Island Cottage w/ Golf Cart!
Ewell
9.8/10 Exceptional! (8 reviews)
Beautiful Island
"The island is a beautiful and peaceful. Everyone there is so friendly and helpful. The cottage was a very clean and comfortable place to stay. We had 3 adults and 2 huskies and the home was very spacious. It is close to the docks, restaurant, and grocery store. We enjoyed our stay. If you’re looking ..."
Reviewed on Mar. 31, 2025

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Smith Island
10/10 Exceptional! (15 reviews)
Our stay at Idle Hour was amazing!
"Micky and Kim were great hosts and the house was awesome. They were very accommodating. Will definitely be back!"
Reviewed on Jan. 6, 2025

Historic home on Smith Island w/ dock!
Smith Island
9.4/10 Exceptional! (36 reviews)
Peaceful experience
"The location was perfect, our host was extremely responsive and helpful. Chris gave us tips and set us up with the ferry Captain. Even though the large restaurant was closed there are 2 chefs that prepare wonderful meals! The srore/museum was ooen go meet the sweet manager! Thank you Chris for a ..."
Reviewed on Sep. 19, 2024
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.
Frequently asked questions
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.