Calypso Vacations from $589

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The Latest Calypso vacation packages

Price found within the past 48 hours. Click for updated prices.
The Village at RiverLanding

The Village at RiverLanding

3.5 out of 5
Price was $724, price is now $589 per person
$589
per person
May 4 - May 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Jacksonville (OAJ)
8.6/10 Excellent! (65 reviews)
Beautiful property and room!

Reviewed on Nov 2, 2025

Sandcastle Village II

Sandcastle Village II

3 out of 5
Save 100% on your flight
Price was $1,139, price is now $803 per person
$803
per person
Jun 2 - Jun 9
found 11 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Jacksonville (OAJ)
8.4/10 Very Good! (35 reviews)
Town house was clean. The kitchen appliances were a little outdated. Could use a new fridge and microwave. Back deck needs to be updated. Staff was very friendly and helpful We had a nice visit!

Reviewed on Dec 13, 2025

Sandcastle Cove Resort

Sandcastle Cove Resort

2.5 out of 5
Save 100% on your flight
Price was $1,192, price is now $852 per person
$852
per person
Jun 2 - Jun 9
found 11 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Jacksonville (OAJ)
8.2/10 Very Good! (36 reviews)
Needs to be up graded …

Reviewed on Mar 9, 2026

The Inn at River Landing

The Inn at River Landing

2.5 out of 5
Price was $960, price is now $754 per person
$754
per person
Jun 2 - Jun 9
found 13 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Jacksonville (OAJ)
9.2/10 Wonderful! (383 reviews)
Very clean, breakfast usually buffet saves money from eating out and very convenient being onsite. The hotel has remodeled looks great. Rooms nice size king or two queens. Mostly quiet and you can relax in room or upstairs lounge area. Downstairs many breakfast area and dining chair. Good deal for the price.

Reviewed on Mar 19, 2026

Hotel Alice At Atlantic Beach

Hotel Alice At Atlantic Beach

3 out of 5
Price was $1,177, price is now $942 per person
$942
per person
Jun 2 - Jun 9
found 11 hours ago
Roundtrip non-stop flight included
Nashville (BNA) to Jacksonville (OAJ)
8.8/10 Excellent! (1,323 reviews)
The desk staff were awesome and so pleasant to deal with. On a scale of 1 -10 I’d rate them a 20

Reviewed on Mar 23, 2026

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Calypso Hotel Deals

Sleep Inn & Suites Mount Olive North

Sleep Inn & Suites Mount Olive North

2.5 out of 5
203 Nc Highway 55 W Mount Olive NC
Fully refundable
$90 nightly
The price is $97 total per night from Mar 29 to Mar 30
$97 total
Mar 29 - Mar 30
Total with taxes and fees
9/10 Wonderful! (661 reviews)
Rooms are nice. Lobby and sitting area is very nice. There is a lovely patio out back to sit at.

Reviewed on Mar 22, 2026

Sleep Inn & Suites Mount Olive North
Americas Best Value Inn Goldsboro

Americas Best Value Inn Goldsboro

2 out of 5
701 US Hwy 70 Bypass Goldsboro NC
Fully refundableReserve now, pay when you stay
$55 nightly
The price is $62 total per night from Apr 18 to Apr 19
$62 total
Apr 18 - Apr 19
Total with taxes and fees
Americas Best Value Inn Goldsboro
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
$57 nightly
The price is $64 total per night from Mar 27 to Mar 28
$64 total
Mar 27 - Mar 28
Total with taxes and fees
Super 8 by Wyndham Goldsboro
See all 73 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 $589 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.