Smith Island Vacations from $1,177

Book a Hotel + Flight or Car together to unlock savings

The Latest Smith Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Americana Hotel
Club Ocean Villas II by VRI Americas
Grand Hotel Ocean City Oceanfront
Princess Royale Oceanfront Resort
Residence Inn by Marriott Ocean City

Smith Island Essential Information

Language
English
Currency
U.S dollars
Top Sights
J. Millard Tawes Museum and Somers Cove Marina

Smith Island Hotel Deals

Historic home on Smith Island w/ dock!
Historic home on Smith Island w/ dock!
Smith Island
9.4/10 Exceptional! (30 reviews)
Smith Island Getaway
"This was a perfect spot for out three-generation getaway. Property was a perfect fit for us and the new deck with screened-in porch is a great addition to this property. Well stocked kitchen made meal prep a breeze, and the gas grill came in very handy. Comfy furniture and a great dining room table ..."

Reviewed on May 13, 2024

Historic home on Smith Island w/ dock!
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Smith Island
10/10 Exceptional! (11 reviews)
Quiet and relaxing
"The property was amazing and any minor issue we had. They were right there to fix it. The island was welcoming, as well as just the right amount of quiet and slow down that we were looking for. I recommend anybody needing to detach disconnect to enjoy property for a couple of days or even longer. ..."

Reviewed on Aug 21, 2023

IDLE HOUR, a tranquil 3 bedroom 1.5 bath cottage WITH DOCK
Blue Anchor Cottage at Smith Island MD Quaint & Charming Beach Cottage
Blue Anchor Cottage at Smith Island MD Quaint & Charming Beach Cottage
Smith Island
10/10 Exceptional! (1 review)
Beautiful cottage
"As many reviewers say, Smith Island is not a hot spot teaming with places to go. We knew this when booking. We brought our cameras, our water colors to paint, books, knitting, cards.... we had a WONDERFUL time. The cottage was beautiful and had everything we needed. The host even supplied us with ..."

Reviewed on Sep 19, 2023

Blue Anchor Cottage at Smith Island MD Quaint & Charming Beach Cottage
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.

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Frequently asked questions

How much does a Smith Island vacation package cost?
Starting from as low as $1,177, a package is your gateway to affordable travel. Customize your Smith Island adventure by selecting from our great range of airfares, hotels and rental cars.
How do I get a cheap travel package to Smith Island?
Bundle your bookings with Expedia to save on your next big adventure. With over 550 airlines and 1,000,000 hotel options around the globe, your Smith Island vacation package can be customized exactly to suit your budget. With all those extra dollars, why not add one or two interesting activities and tours? It’s an easy way to unlock even more discounts. That vacation you’ve always dreamed of in Smith Island is much closer than you thought!
What are the top hotels in Smith Island?
If it’s your first visit to Smith Island, reserve a room at Historic Home On Smith Island W or Blue Heron Cottage On Smith’s Island. Both offer comfortable beds and are popular options with many travelers.
How far in advance should I book my Smith Island vacation?
The earlier you book, the better. Air carriers typically release flights nearly 12 months ahead of departure, and this is when you can score some rock-bottom prices. Boss just told you to use up all your vacation days in a few weeks? That’s fine too — Expedia are never short on fantastic bargains to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Smith Island travel package include?
Expedia has everything you need to arrange your Smith Island trip, but what goes into your package depends on you. Pick from a combination of rental cars, flights and hotels. Looking for a few activities to keep you busy? Once you’ve made your booking, you can add them too. Whatever your budget, there’s a vacation package to suit your needs.
What should I know before booking a Smith Island travel package?
Whether it’s adventure or relaxation you’re chasing, a Smith Island vacation package lets you plan your escape your way. Plus, you’ll score great discounts when you combine your accommodations with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Smith Island Expedia vacation package?
Definitely. Expedia has more than 550 airline partners to pick from all over the world. With all that choice, finding the right carrier to whisk you off to Smith Island will be a cinch.
If I'm not able to travel, can I cancel my Smith Island vacation package?
Certainly, and we’ll help you every step of the way. You may be able to amend or cancel your Smith Island vacation package for free if you booked in the last 24 hours. However, you may incur a fee from your airline, hotel or car rental company for older bookings. If your circumstances suddenly change, have a look at our Customer Service Portal for more information.

Discover the most popular places to visit in Smith Island

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