Calypso Vacations from $449

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The Latest Calypso vacation packages

Price found within the past 48 hours. Click for updated prices.
The Villas at Hatteras Landing by Kees Vacations

The Villas at Hatteras Landing by Kees Vacations

3.5 out of 5
Price was $550, price is now $449 per person
$449
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (OAJ)
8.4/10 Very Good! (232 reviews)
Very close to beach and fishing

Reviewed on Sep 23, 2025

Sandcastle Cove Resort

Sandcastle Cove Resort

2.5 out of 5
Price was $932, price is now $725 per person
$725
per person
Nov 20 - Nov 27
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (OAJ)
8.2/10 Very Good! (32 reviews)
Very quite. It was very clean. Just needs updated .

Reviewed on Jul 12, 2025

Sandcastle Village II

Sandcastle Village II

3 out of 5
Price was $922, price is now $747 per person
$747
per person
Nov 20 - Nov 27
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (OAJ)
8.6/10 Excellent! (27 reviews)
It’s a very serene place to relax at.

Reviewed on Sep 3, 2025

Hampton Inn New Bern

Hampton Inn New Bern

2.5 out of 5
Price was $1,087, price is now $891 per person
$891
per person
Nov 20 - Nov 27
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (OAJ)
8.8/10 Excellent! (930 reviews)
Clean rooms and property. Great option when traveling with pets.

Reviewed on Sep 1, 2025

Waterwood Townhome

Waterwood Townhome

3 out of 5
Price was $918, price is now $785 per person
$785
per person
Nov 20 - Nov 27
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (OAJ)
8/10 Very Good! (23 reviews)
The property was beautiful and quiet. Outdoor pool area was absolutely beautiful and so wasn't the pool. Got to to see nature at its finest, first thing in the morning. For the most part is was "clean". When we walked in we could immediately smell the old musty closed in smell.. Upon first inspection the place was beautiful. Unfortunately, the place wasn't as clean as we initially realized. We found 2 dead roaches, after our first full day we had a live one walking across the livingroom floor. The pots and pans were horrible. I could not even cook my family food, everything stuck to the pan. The blinds were covered in cobwebs and dead flies and such. I'd honestly give it a 5.5 for a rating. There are other rentals belonging to the property, I'm willing to give them another shot but at a different rental property.

Reviewed on Sep 1, 2025

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Calypso Hotel Deals

Country Inn & Suites by Radisson, Goldsboro, NC

Country Inn & Suites by Radisson, Goldsboro, NC

3 out of 5
2302 Norwood Ave, Goldsboro, NC
Fully refundable
$98 nightly
The price is $111 total per night from Sep 29 to Sep 30
$111 total
Sep 29 - Sep 30
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
"Clean rooms always nice and everything as it should be I have stayed at the Country inn 3 times now and will be returning again this weekend. It's now my preferred Hotel"

Reviewed on Sep 24, 2025

Country Inn & Suites by Radisson, Goldsboro, NC
Super 8 by Wyndham Goldsboro

Super 8 by Wyndham Goldsboro

2 out of 5
708 Corporate Dr, Goldsboro, NC
Fully refundableReserve now, pay when you stay
$54 nightly
The price is $60 total per night from Oct 5 to Oct 6
$60 total
Oct 5 - Oct 6
Total with taxes and fees
5.8/10 (386 reviews)
"The staff was friendly and rooms were clean and neat highly recommended"

Reviewed on Aug 12, 2025

Super 8 by Wyndham Goldsboro
Inn at Clinton

Inn at Clinton

2.5 out of 5
1406 Sunset Avenue, Clinton, NC
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $120 total per night from Sep 28 to Sep 29
$120 total
Sep 28 - Sep 29
Total with taxes and fees
8.4/10 Very Good! (597 reviews)
"Very kind and polite front desk staff. The room was okay, but had a musty smell."

Reviewed on Aug 14, 2025

Inn at Clinton
See all 74 properties in Calypso
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 Calypso vacation package cost?
Offering excellent value package deals from $449 on Expedia, you'll be pleasantly surprised at how much a vacation to Calypso costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Calypso?
You can usually find lower prices and greater availability in January, July and December. Explore our cheap Calypso vacation packages and you could land some great off-season deals.
How many days is enough for Calypso?
With a well-planned itinerary, you can easily hit the main Calypso sights in a few days. But if you prefer to explore off the beaten track or go on day trips, consider booking your Calypso vacation for longer.
How to find the best Calypso package deals?
Finding a cheap Calypso package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Calypso package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Calypso vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking stays and flights separately. Better still, you can personalize your Calypso getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Calypso?
If you have your Calypso vacation dates locked in, book as early as you can to snap up some unbeatable deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Calypso vacation packages?
Your Calypso getaway should be an escape from your busy life, not a source of money-related stress. So to give you a bit more flexibility, we've joined up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.