Deal Island Vacations from $1,223

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Your Deal Island Vacation

With a vacation package to Deal Island, say goodbye to endless planning and hello to stress-free adventure. Every detail of your journey has been taken care of before you go, so you can spend more time experiencing this fantastic city. If sightseeing is on your to-do list during your trip to Deal Island, schedule a stop at top attractions such as Shark Fin Shoal. Check out Expedia's extensive range of travel options and start organizing your ultimate vacation to Deal Island now.

The Latest Deal Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Price was $1,626, price is now $1,223 per person
$1,223
per person
Jul 31 - Aug 4
found 12 hours ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
7.6/10 Good! (96 reviews)
Everything was exactly what you would expect for a budget friendly room, only complaint was that the steps and porch going to 3rd floor was sketchy and theres a large soft spot on 3rd floor side landing

Reviewed on Oct 17, 2025

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Save 100% on your flight
Price was $1,978, price is now $1,382 per person
$1,382
per person
Aug 22 - Aug 29
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Salisbury (SBY)
9.4/10 Exceptional! (770 reviews)
Rooms were spacious and very clean. Staff was very courteous

Reviewed on Jun 11, 2026

Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
Price was $2,049, price is now $1,526 per person
$1,526
per person
Jul 31 - Aug 4
found 12 hours ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
8/10 Very Good! (32 reviews)
Great location and easy parking

Reviewed on Jun 17, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,892, price is now $1,418 per person
$1,418
per person
Jul 31 - Aug 4
found 12 hours ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
8.2/10 Very Good! (728 reviews)
Great customer service, clean environment, friendly and helpful staff.

Reviewed on Jun 17, 2026

Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was $1,719, price is now $1,299 per person
$1,299
per person
Jul 31 - Aug 4
found 12 hours ago
Roundtrip non-stop flight included
New York (JFK) to Salisbury (SBY)
7.6/10 Good! (568 reviews)
What I disliked was the bathtub drain did not work well at all, in fact to take a 10 minute shower the tub fills with dirty water and takes a half hour to drain out. The room overall was decent but poorly cleaned and maintained.

Reviewed on Jun 18, 2026

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Deal Island Hotel Deals

Waterfront Maryland Retreat w/ Dock & Bay View!

Waterfront Maryland Retreat w/ Dock & Bay View!

Deal Island Historic District MD
9.8/10 Exceptional! (10 reviews)
Great bayfront house
"This was a perfect place to stay, a bit far from our daily destination of Assateague but worth the drive for a place to unload and I unwind and relax without worrying about disturbing anyone, and with enough space for the whole family. We took advantage of the dock for crabbing and watching the sunset. ..."

Reviewed on Jul 26, 2025

Get rates
Waterfront Maryland Retreat w/ Dock & Bay View!
Deal Island Bay Cottage

Deal Island Bay Cottage

Deal Island MD
$244 nightly
The price is $259 total per night from Jun 22 to Jun 23
$259 total
Jun 22 - Jun 23
Total with taxes and fees
9.6/10 Exceptional! (59 reviews)
"We were there for our granddaughter's wrestling tournament in Salisbury. House was excellent, quiet and clean. Beautiful home. Thank you."

Reviewed on May 9, 2026

Deal Island Bay Cottage
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

Maryland Retreat: Walk to Bay, Beach & Boat Ramp!

Deal Island Historic District MD
10/10 Exceptional! (8 reviews)
"We had a wonderful weekend away with our family including young children. The space was clean and had everything we needed. The host was very responsive including with local recommendations."

Reviewed on May 31, 2026

Get rates
Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
See all 122 properties in Deal Island
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.

Find the Best Deal Island Vacation Packages

Deal Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Salisbury - Ocean City Wicomico Regional Airport (SBY)
Population
470
Top Sights
Cedar Hill Marina, Shark Fin Shoal and Lower Hooper Island

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Frequently asked questions

How much does a Deal Island vacation package cost?
You can grab a vacation package to this top destination from $1,223 on Expedia. However, how much your vacation to Deal Island costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Deal Island?
If you'd like to score a cheap Deal Island vacation package, consider traveling in November, December and January. You'll typically find better prices on flights and hotels during these months — ideal for travelers wishing to save money.
How many days is enough for Deal Island?
The ideal length of your Deal Island vacation depends on what you'd like to see. Usually, a few days to a week will give you time to go to all the main attractions and discover some hidden spots along the way.
How to find the best Deal Island package deals?
Begin your search for a Deal Island package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Deal Island package deal right away, simply play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Deal Island getaway off to a flying start.
Is it cheaper to book a Deal Island vacation as a package?
You can enjoy significant savings on your Deal Island getaway by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Deal Island?
If you've got your Deal Island vacation dates confirmed, book as early as you can to bag some incredible deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spontaneous getaways? Our last-minute deals are great for impromptu escapes.
Does Expedia offer Book Now, Pay Later Deal Island vacation packages?
Secure your dream escape to Deal Island with our Book Now, Pay Later vacations. No need to save like crazy or wait for the next payday — we've teamed up with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans mean you can split the cost over 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stick to your budget and snap up bargains before they disappear.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.