Captain's Cove Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Captain's Cove

Price found within the past 48 hours. Click for updated prices.
Boardwalk One

Boardwalk One

Downtown Ocean City
CA $1,044
per person
Dec 11 - Dec 13
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
7.4/10 Good! (179 reviews)
Beach Walk

Beach Walk

Downtown Ocean City
CA $2,976
per person
Dec 8 - Dec 12
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
7.6/10 Good! (126 reviews)
We never slept here. The room was incredibly dirty. Stained sheets, stained carpet, god only knows what on the walls in the bathroom. The table and chairs were a table that folded out from the wall with a stick underneath. The chairs were two rusty folding chairs. The blinds in the window were busted up and only covered half the window. I honestly don’t know how they’ve not been shut down. We quickly found another hotel.

Reviewed on Oct 13, 2026

Miramar Condominiums

Miramar Condominiums

Downtown Ocean City
CA $1,718
per person
Dec 8 - Dec 12
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
9.4/10 Exceptional! (34 reviews)
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

CA $1,068
per person
Dec 11 - Dec 13
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
9.4/10 Exceptional! (874 reviews)
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

Downtown Ocean City
CA $1,141
per person
Dec 11 - Dec 13
found 8 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
9/10 Wonderful! (3,946 reviews)
Always a pleasure to stay here!

Reviewed on Oct 26, 2026

Captain's Cove Hotel Deals

Dog-Friendly Family Retreat Near Chincoteague Bay!

Dog-Friendly Family Retreat Near Chincoteague Bay!

Greenbackville VA
8.8/10 Excellent! (10 reviews)
"We had a great time at the house. Plenty of space and a deer family that likes the back yard"

Reviewed on Aug 23, 2026

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Dog-Friendly Family Retreat Near Chincoteague Bay!
Bay Breeze by Seaside Vacations & Sales

Bay Breeze by Seaside Vacations & Sales

Greenbackville VA
10/10 Exceptional! (3 reviews)
"Great place and very nice."

Reviewed on Aug 18, 2026

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Bay Breeze by Seaside Vacations & Sales
Anchor's Away | Captain's Cove Waterfront w/ Pool & Golf, Pet Friendly + First-Floor Suite

Anchor's Away | Captain's Cove Waterfront w/ Pool & Golf, Pet Friendly + First-Floor Suite

Greenbackville VA
10/10 Exceptional! (5 reviews)
"Very nice property and I would stay again."

Reviewed on Sep 21, 2026

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Anchor's Away | Captain's Cove Waterfront w/ Pool & Golf, Pet Friendly + First-Floor Suite
See all 750 properties in Captain's Cove
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 Captains Cove vacation package cost?
Handcraft your Captains Cove package from as little as CA $1,044. Choose from any combination of hotels, flights and rental cars to create the getaway of your dreams. Be sure to add on a few experiences or activities!
How do I get a cheap travel package to Captains Cove?
You'll save loads of cash if you combine your flights, hotels and car rentals into a Captains Cove vacation package. Sometimes cheap means fewer choices. But not with Expedia. We offer more than 550 airlines and 1,000,000 properties worldwide, which means you'll always have plenty of variety to choose from. Like to save even more? Add some popular activities to your package deal and unlock even bigger discounts! After all, travel is about more than just getting to your destination.
What are the top hotels in Captains Cove?
Get your vacation off to a fantastic start by reserving a room at Octopus's Garden - Gorgeous Waterfront In Captain's Cove. It's one of most sought-after properties in Captains Cove. Another option is The Purple Door At The Bay.
How far in advance should I book my Captains Cove vacation?
Savvy travelers will likely want to reserve their seats as early as possible. You can generally browse through international airfares on Expedia up to a year before your flight. If you're booking last minute, fear not. Bargain prices occasionally become available in the last weeks before departure.
What does an Expedia Captains Cove travel package include?
It's up to you! You can pick from a range of Captains Cove packages, such as a hotel, rental car and flight. You can also book a hotel and a flight, or a flight and a rental car. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your dream Captains Cove vacation looks like, get set to save!
What should I know before booking a Captains Cove travel package?
You can save a tidy sum by combining your hotels, airfares and rental cars. Once you've created your package, add on fun stuff like activities or sightseeing tours. Your next unforgettable adventure is only a few clicks away.
Can I choose my airline with a Captains Cove Expedia vacation package?
Yes, and with over 550 airlines to choose from all over the world, you've got lots of choice. Scroll through the available options and find out which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Captains Cove vacation package?
It's difficult to predict what the future holds, so it's comforting to know that you can cancel or change your Captains Cove vacation package. If your booking was made in the last 24 hours, you may be eligible for a refund. If your booking is older, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal for further details.

Stay near popular Captain's Cove attractions

Captain's Cove Golf and Yacht Club

Enjoy a round of golf in Greenbackville at Captain's Cove Golf and Yacht Club.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.