Deal Island Vacations from $1,145

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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.
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,486, price is now $1,145 per person
$1,145
per person
Jul 26 - Jul 31
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
8.2/10 Very Good! (714 reviews)
Nice and clean. The staff is wonderful and very helpful.

Reviewed on Apr 19, 2026

Americana Motor Inn

Americana Motor Inn

2.5 out of 5
Downtown Ocean City
Price was $1,570, price is now $1,156 per person
$1,156
per person
Jul 26 - Jul 31
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
8.4/10 Very Good! (891 reviews)
parking was very tight because of some larger vehicles----the bathroom had no place to hang anything-----a few hooks on the door would be nice !!

Reviewed on May 4, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,821, price is now $1,380 per person
$1,380
per person
Jul 26 - Jul 31
found 2 days ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
9/10 Wonderful! (3,531 reviews)
Great room, clean , excellent location

Reviewed on May 5, 2026

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was $2,472, price is now $1,899 per person
$1,899
per person
Jul 24 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)
9.6/10 Exceptional! (748 reviews)
If you think the Tapestry Collection implies a step above the usual accommodations at, say a Hampton Inn, think again. This place was closer to a Tru - very austere and disappointing. I do not believe that Hilton actively evaluates any of its labeled properties for conformance to any minimum standards - except possibly for those it owns directly which are most certainly the higher priced ones.

Reviewed on May 2, 2026

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Deal Island Hotel Deals

Tangier Escape, great place get away from it all on Deal Island, MD.

Tangier Escape, great place get away from it all on Deal Island, MD.

Deal Island Historic District MD
$232 nightly
The price is $246 total per night from May 13 to May 14
$246 total
May 13 - May 14
Total with taxes and fees
10/10 Exceptional! (1 review)
Helpful host, clean house, peaceful location!

Reviewed on Dec 2, 2025

Tangier Escape, great place get away from it all on Deal Island, MD.
Deal Island Bay Cottage

Deal Island Bay Cottage

Deal Island MD
$246 nightly
The price is $261 total per night from Jun 3 to Jun 4
$261 total
Jun 3 - Jun 4
Total with taxes and fees
Deal Island Bay Cottage
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD

Deal Island Historic District MD
9.8/10 Exceptional! (11 reviews)
Very cozy home with everything you need for a comfortable stay!

Reviewed on Oct 4, 2025

Get rates
Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD
See all 121 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 $1,145 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.

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