Calypso Vacations from $276

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The Latest Calypso vacation packages

Price found within the past 48 hours. Click for updated prices.
Clarion Pointe New Bern

Clarion Pointe New Bern

2.5 out of 5
Price was $329, price is now $276 per person
$276
per person
Jan 11 - Jan 13
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (OAJ)
8.8/10 Excellent! (601 reviews)
Straightforward, efficient service. Clean, comfy room. Great location. Perfect for this repeat business guest.

Reviewed on Nov 22, 2025

The Village at RiverLanding

The Village at RiverLanding

3.5 out of 5
Price was $628, price is now $510 per person
$510
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Jacksonville (OAJ)
8.6/10 Excellent! (63 reviews)
Beautiful property and room!

Reviewed on Nov 2, 2025

Crystal Coast Oceanfront Hotel

Crystal Coast Oceanfront Hotel

3 out of 5
Price was $416, price is now $362 per person
$362
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (OAJ)
8.6/10 Excellent! (1,497 reviews)
Room was very clean. Staff very friendly. Housekeeping staff was excellent. Great location.

Reviewed on Nov 30, 2025

The Aerie Bed and Breakfast

The Aerie Bed and Breakfast

3.5 out of 5
New Bern Historic District
Price was $375, price is now $327 per person
$327
per person
Jan 11 - Jan 13
found 17 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (OAJ)
9.8/10 Exceptional! (410 reviews)
We felt cared for by owners of the property

Reviewed on Nov 26, 2025

Home2 Suites by Hilton Jacksonville, NC

Home2 Suites by Hilton Jacksonville, NC

3 out of 5
Price was $596, price is now $524 per person
$524
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Jacksonville (OAJ)
9/10 Wonderful! (694 reviews)
Check in was great, front desk clerk was super friendly late last night as well as this morning when we went down for breakfast. I really appreciate the hospitality at this hotel.

Reviewed on Oct 12, 2025

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Calypso Hotel Deals

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
$55 nightly
The price is $62 total per night from Dec 5 to Dec 6
$62 total
Dec 5 - Dec 6
Total with taxes and fees
5.8/10 (400 reviews)
A/C okay

Reviewed on Nov 23, 2025

Super 8 by Wyndham Goldsboro
TownePlace Suites by Marriott Goldsboro

TownePlace Suites by Marriott Goldsboro

3 out of 5
2603 North Park Drive Goldsboro NC
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $111 total per night from Dec 7 to Dec 8
$111 total
Dec 7 - Dec 8
Total with taxes and fees
8.4/10 Very Good! (306 reviews)
Bed needs new mattress.. sinks in the middle Bathroom needed attention in the shower Cleaning wise Front desk check in was excellent !!

Reviewed on Nov 25, 2025

TownePlace Suites by Marriott Goldsboro
Best Western Plus Goldsboro

Best Western Plus Goldsboro

2.5 out of 5
909 N Spence Ave Goldsboro NC
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $90 total per night from Dec 18 to Dec 19
$90 total
Dec 18 - Dec 19
Total with taxes and fees
7.6/10 Good! (1,002 reviews)
The staff were friendly, the room was clean and overall I had a nice stay.

Reviewed on Nov 16, 2025

Best Western Plus Goldsboro
See all 70 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.

Find the Best Calypso Vacation Packages

Calypso Essential Information

Language
English
Currency
U.S dollars
Population
550

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Frequently asked questions

How much does a Calypso vacation package cost?
Offering excellent value package deals from $276 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.