Deal Island Vacations from $831

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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.
Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was $946, price is now $831 per person
$831
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
7.8/10 Good! (520 reviews)
I was very happy with our room - loved being on the first floor. I plan to return next time I come to the beach.

Reviewed on Oct 31, 2025

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was $1,233, price is now $996 per person
$996
per person
Jun 11 - Jun 14
found 17 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Salisbury (SBY)
8.2/10 Very Good! (699 reviews)
Front desk staff was great!!

Reviewed on Mar 15, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,201, price is now $1,056 per person
$1,056
per person
Jun 4 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Salisbury (SBY)
9/10 Wonderful! (3,461 reviews)
nice clean and friendly employees..

Reviewed on Mar 20, 2026

Oceanic Motel

Oceanic Motel

2 out of 5
Downtown Ocean City
Price was $947, price is now $836 per person
$836
per person
Jun 11 - Jun 14
found 17 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Salisbury (SBY)
7/10 Good! (759 reviews)
This is one of the oldest hotels left in Ocean City. It's an aging classy lady that we all know and love. The room was Bayside, small queen but it was meticulous and adequate. The staff was extremely friendly and helpful. But we came for the stunning views and the small private beach where you can relax or even fish or just sit for hours and watch the boats pass through the inlet. I'm sure during the summer it's full of families, however in October it was quiet and pleasant. All in all I was pleasantly surprised at a hotel I've passed by for 50 years and we're definitely stay again

Reviewed on Oct 19, 2025

Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
Downtown Ocean City
Price was $1,431, price is now $1,279 per person
$1,279
per person
Jun 11 - Jun 14
found 17 hours ago
Roundtrip non-stop flight included
Buffalo (BUF) to Salisbury (SBY)
9/10 Wonderful! (1,583 reviews)
Beautiful view of beach and ocean. Great stay. Quiet, clean, comfortable.

Reviewed on Mar 20, 2026

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Deal Island Hotel Deals

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

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Set Sail to the Rusty Anchor! Your Perfect Getaway on Deal Island, MD
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
10/10 Exceptional! (1 review)
Helpful host, clean house, peaceful location!

Reviewed on Dec 2, 2025

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Tangier Escape, great place get away from it all on Deal Island, MD.
Reel Relaxation-Waterfront 3-bedroom house in Deal Island Historic District

Reel Relaxation-Waterfront 3-bedroom house in Deal Island Historic District

Deal Island Historic District MD
10/10 Exceptional! (1 review)
Beautiful oasis
The home was beautiful, the owner was lovely, and the views were spectacular. If you like spending your days on the dock and your nights surrounded by a gorgeous colorful home this is the place for you!

Reviewed on Jul 17, 2025

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Reel Relaxation-Waterfront 3-bedroom house in Deal Island Historic District
See all 119 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 $831 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.