Deal Island Vacation Packages

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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.

Deal Island Hotel Deals

Waterfront Maryland Retreat w/ Dock & Bay View!

Waterfront Maryland Retreat w/ Dock & Bay View!

Deal Island Historic District
Million dollar View
"Beautiful sunset views and well accommodating house."

Reviewed on Nov. 10, 2024

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Waterfront Maryland Retreat w/ Dock & Bay View!
Quaint Island Getaway

Quaint Island Getaway

Deal Island Historic District
Always a pleasure!
"Staying at the Quaint Island Getaway is always a pleasure! Sarah is an accessible host, the property is cozy and clean. My party loved the new firepit."

Reviewed on Sep. 24, 2024

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

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

2 out of 5
Deal Island Historic District
10/10 Exceptional! (3 reviews)
Great House in a Beautiful Location
"Quiet street with a water view. Minutes to the beach. Fully equipped kitchen. Comfy beds, nicely stocked baths. We were there during a nasty heatwave and the AC served us very well. Outside space is awesome with a really cool screen room. I give it 10 out of 10 and would love to return. Also amazing ..."

Reviewed on Jul. 5, 2025

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Maryland Retreat: Walk to Bay, Beach & Boat Ramp!
See all 111 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.

Frequently asked questions

How much does a Deal Island vacation package cost?
Offering excellent value package deals on Expedia, you'll be surprised at how little a vacation to Deal Island costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Deal Island?
January, February and November are great times to search for cheap Deal Island vacation packages. Travelling in quieter periods means you can usually find better prices on accommodations and flights.
How many days is enough for Deal Island?
With a well-organized itinerary, you can easily tick off the top Deal Island sights in a few days. But if you'd like to discover hidden spots or go on day trips, think about booking your Deal Island vacation for longer.
How to find the best Deal Island package deals?
Use Expedia's filters to help you find some tempting Deal Island package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Deal Island package deals in the low season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Deal Island vacation as a package?
You can enjoy significant savings on your Deal Island retreat by booking a personalized vacation package. Check the "Package" heading, then enter your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Deal Island?
If you've got your Deal Island travel dates confirmed, book as soon as you can to snap up some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Deal Island?

  1. Choose your dates: The things you plan to do in Deal Island and your preferred season will help you decide when to go.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and meals to flights and experiences. Your accommodations will likely be the largest expense during your trip to Deal Island.
  3. Decide how long to go away for: Now that you're up to speed on Deal Island, you can figure out the right length of your break. Create a draft itinerary and allocate enough time to cover everything you want to see.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to find a Deal Island vacation package that brings all your bookings together.