Calypso Vacations from $503

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The Latest Calypso vacation packages

Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Jacksonville by IHG

Candlewood Suites Jacksonville by IHG

2.5 out of 5
Price was $595, price is now $503 per person
$503
per person
Nov 20 - Nov 27
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (OAJ)
8.2/10 Very Good! (737 reviews)
The young lady at the front desk was very friendly and helpful. The guest in the room had the TV on all night. Walls are thin and the refrigerator in the room kept making noises.

Reviewed on Aug 25, 2025

Sandcastle Cove Resort

Sandcastle Cove Resort

2.5 out of 5
Price was $800, price is now $648 per person
$648
per person
Nov 7 - Nov 11
found 1 day 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

Topsail Shores Inn

Topsail Shores Inn

2 out of 5
Price was $994, price is now $805 per person
$805
per person
Nov 20 - Nov 27
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (OAJ)
9.4/10 Exceptional! (556 reviews)
Awesome stay! Very clean and lots of extras, like coffee pods, bottled water, lots of towels and comfy clean beds. We would definitely stay there again!

Reviewed on Sep 30, 2025

Sandcastle Village II

Sandcastle Village II

3 out of 5
Price was $763, price is now $632 per person
$632
per person
Nov 7 - Nov 11
found 1 day 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

The Jarvis at 220

The Jarvis at 220

3.5 out of 5
Price was $1,134, price is now $977 per person
$977
per person
Nov 7 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Jacksonville (OAJ)
10/10 Exceptional! (7 reviews)
This was a very comfortable place to stay with great hospitality, a wonderful breakfast, and excellent management! We highly recommend a stay at the Jarvis!

Reviewed on Jul 6, 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 Oct 7 to Oct 8
$111 total
Oct 7 - Oct 8
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
"The breakfast menu could have been a little more broad. The only thing I really could eat was the eggs. The bathroom did not have a vent/fan. Other than that it was a decent place. Love the decor. Staff could have been a little bit more friendly but overall good stay."

Reviewed on Sep 30, 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 12 to Oct 13
$60 total
Oct 12 - Oct 13
Total with taxes and fees
5.8/10 (387 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 Oct 6 to Oct 7
$120 total
Oct 6 - Oct 7
Total with taxes and fees
8.4/10 Very Good! (599 reviews)
"We appreciated the friendliness of the person checking us in! Breakfast was limited but very good!"

Reviewed on Sep 25, 2025

Inn at Clinton
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.

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 $503 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.