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

  • Rest easy

    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.
Gold Leaf Hotel of Dewey - Rehoboth Beach

Gold Leaf Hotel of Dewey - Rehoboth Beach

2.5 out of 5
Price was CA $837, price is now CA $780 per person
CA $780
per person
Sep 17 - Sep 19
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8.8/10 Excellent! (1,018 reviews)
Love that it was next to beach and right in the middle of an active lifestyle for after hour beach time. Close to everything. Added plus was the parking garage. Must be a heavy sleeper as the nightlife will keep you up all night. But again....that's Dewey. Great place!

Reviewed on Jul 7, 2026

Governor's Bed and Breakfast

Governor's Bed and Breakfast

3 out of 5
Price was CA $904, price is now CA $863 per person
CA $863
per person
Sep 17 - Sep 19
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
9.6/10 Exceptional! (67 reviews)
Everything about our stay was absolutely wonderful. The property was beautiful and immaculate. The owners, Bill and Deborah were extremely friendly and helpful. Breakfast was delicious. We will definitely stay here again.

Reviewed on Jun 22, 2026

Harrington Welcome Inn

Harrington Welcome Inn

2.5 out of 5
Price was CA $864, price is now CA $826 per person
CA $826
per person
Sep 17 - Sep 19
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
7.6/10 Good! (188 reviews)
Housekeeping was subpar

Reviewed on Jul 7, 2026

The Bay Resort

The Bay Resort

3 out of 5
Price was CA $862, price is now CA $824 per person
CA $824
per person
Sep 17 - Sep 19
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8.6/10 Excellent! (1,000 reviews)
Great staff!! & I mean entire staff! I feel like family every time I stay here which is a lot. Property beautiful, rooms sparking clean, sunset views amazing, & pool fun. Walkable to everything you need or enjoy. Best place to stay in Dewey by far

Reviewed on Jul 9, 2026

Dagsboro Retreat

Dagsboro Retreat

2 out of 5
Price was CA $889, price is now CA $851 per person
CA $851
per person
Sep 17 - Sep 19
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
No reviews

Captain's Cove Hotel Deals

Sun Rayes | Canal Dock, Elevator, Game Room + Pet Friendly Captain's Cove Retreat

Sun Rayes | Canal Dock, Elevator, Game Room + Pet Friendly Captain's Cove Retreat

Greenbackville VA
8.6/10 Excellent! (49 reviews)
"We stayed over the Thanksgiving holiday - the house was amazing! Kitchen was well-stocked with serving dishes, pans etc. for entertaining a crowd. Loved the fireplace and the game room downstairs! Coastal vacations was great as wel!. They responded quickly to one issue we had and were super friendly! ..."

Reviewed on Dec 13, 2025

Get rates
Sun Rayes | Canal Dock, Elevator, Game Room + Pet Friendly Captain's Cove Retreat
Luxury Waterfront Escape, Private Dock, Bay Views & Near Chincoteague Sleeps 10

Luxury Waterfront Escape, Private Dock, Bay Views & Near Chincoteague Sleeps 10

Greenbackville VA
Get rates
Luxury Waterfront Escape, Private Dock, Bay Views & Near Chincoteague Sleeps 10
Off Duty | Waterfront, Dock & Boat Lift, Screened Porch, Tiki Bar + Community Pools, Pet Friendly

Off Duty | Waterfront, Dock & Boat Lift, Screened Porch, Tiki Bar + Community Pools, Pet Friendly

Greenbackville VA
9.6/10 Exceptional! (5 reviews)
Beautiful views and a spot for everyone
"This house is great. The many decks off the front of the house have great views of the bay and the screened in porch out back offers a great place to sit out at night without worry of bugs. Every room has a smart tv so each kid had a room to watch their own shows. The loft is stuffed with books and ..."

Reviewed on Jul 18, 2024

Get rates
Off Duty | Waterfront, Dock & Boat Lift, Screened Porch, Tiki Bar + Community Pools, Pet Friendly
See all 748 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Captains Cove vacation package cost?
Handcraft your Captains Cove package from as little as CA $780. 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.