Jessups Village Vacations from $1,256

Book a Hotel + Flight or Car together to unlock savings

Photo by Bill Dillard

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 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

Your Jessups Village Vacation

Lock in a Jessups Village vacation package that has everything you need without any unnecessary extras. Good for golfing, views and watersports, think about basing yourself in the neighborhood of Vaughans. If a sightseeing tour is on the cards during your trip to Jessups Village, stop by popular attractions like Pinneys Beach, Four Seasons Golf Course and Nevisian Heritage Village. That dream Jessups Village vacation is just clicks away. Search hotels, airfares and more on Expedia for a getaway that's tailored just for you.

The Latest Jessups Village vacation packages

Price found within the past 48 hours. Click for updated prices.
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
Save 100% on your flight
Price was $1,780, price is now $1,256 per person
$1,256
per person
Oct 14 - Oct 18
found 12 hours ago
Roundtrip non-stop flight included
New York (NYC) to Basseterre (SKB)
9.4/10 Exceptional! (203 reviews)
Very clean, staff very helpful and kind. Food too expensive, should have a market for snacks, fresh fruit etc

Reviewed on Jul 10, 2026

Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Save 100% on your flight
Price was $9,230, price is now $6,719 per person
$6,719
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
9.8/10 Exceptional! (12 reviews)
Beautiful property!

Reviewed on Apr 6, 2026

The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Price was $3,414, price is now $2,624 per person
$2,624
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
9/10 Wonderful! (142 reviews)
The rooms are very spacious and clean.

Reviewed on Jul 6, 2026

Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Price was $2,731, price is now $2,239 per person
$2,239
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Newcastle (NEV)
9.4/10 Exceptional! (89 reviews)
First and foremost was the amazing view, I had Mount Nevis on one side and the ocean straight ahead. I enjoyed my private balcony and the spacious studio. I had breakfast daily near the pool and the staff was very attentive. I will be back.

Reviewed on Jun 10, 2026

Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Price was $2,542, price is now $2,143 per person
$2,143
per person
Oct 1 - Oct 8
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Newcastle (NEV)
9.6/10 Exceptional! (55 reviews)
Best place we have ever stayed. We loved everything about it. The property, the staff, the house, the food were all amazing! We didn’t want to leave and will definitely be back.

Reviewed on Jun 9, 2026

Don't see what you're looking for?
See all available trips from Columbus to Jessups Village
View all trips

Stay near popular Jessups Village attractions

Four Seasons Golf Course

8.6/10 (30 reviews)
Enjoy a round of golf in Vaughans at Four Seasons Golf Course. Amble around this relaxing area's beautiful beaches and enjoy its lively bars.
See properties

What to do in Jessups Village

The winner is..

St Kitts Mini Speedboat Snorkel Adventure

$84
per adult
St Kitts Mini Speedboat Snorkel Adventure
Colorful flowers blooming around a historical brick building on Nevis Island

Nevis Island Guided Tour

$140
per adult
96% of travellers recommend
Nevis Island Guided Tour
Nevis Panoramic Drive, Power Catamaran & Beach Experience

Nevis Panoramic Drive, Power Catamaran & Beach Experience

$162
per adult
Nevis Panoramic Drive, Power Catamaran & Beach Experience
See all activities in Jessups Village

Jessups Village Hotel Deals

Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Pinney's Beach, Jessups Village Nevis West
$671 nightly
The price is $740 total per night from Aug 10 to Aug 11
$740 total
Aug 10 - Aug 11
Total with taxes and fees
9.4/10 Exceptional! (148 reviews)
"The property and beach were amazing and the hospitality was even better!"

Reviewed on Jul 10, 2026

Four Seasons Resort - Nevis
Belmont Villas

Belmont Villas

4 out of 5
Belmont Gardens Residences Vaughans Nevis
Get rates
Belmont Villas
Family Luxury, Resort Level Amenities, Ocean Views, Perfect Location, Gym.

Family Luxury, Resort Level Amenities, Ocean Views, Perfect Location, Gym.

Jessups Saint Thomas Lowland Parish
10/10 Exceptional! (74 reviews)
"Great house - having 4 king rooms with en-suite bathrooms a big plus . Great pool as well."

Reviewed on Jul 1, 2026

Get rates
Family Luxury, Resort Level Amenities, Ocean Views, Perfect Location, Gym.
See all 399 properties in Jessups Village
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 Jessups Village Vacation Packages

Jessups Village Essential Information

Language
English
Currency
East Caribbean dollars
Closest Airport
Robert L. Bradshaw Intl. Airport (SKB)
Top Sights
Four Seasons Golf Course and Nevisian Heritage Village

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Jessups Village vacation package cost?
Offering great value package deals from $1,256 on Expedia, you'll be pleasantly surprised at how much a vacation to Jessups Village costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Jessups Village?
You can usually find lower rates and greater availability in January, September and November. Browse our cheap Jessups Village vacation packages and you could score some great off-season discounts.
How many days is enough for Jessups Village?
The ideal duration for your Jessups Village vacation depends on what you'd like to see and do. Typically, a few days to a week will give you plenty of time to go to all the main attractions and explore some hidden gems along the way.
Is it worth booking a vacation package to Jessups Village?
Well known for its culture, coastal beaches and a host of other highlights, you can be certain Jessups Village is a good vacation destination. Some of the top attractions to put on your to-do list? Visit Four Seasons Golf Course and Nevisian Heritage Village during your Jessups Village vacation.
How to find the best Jessups Village package deals?
Landing a cheap Jessups Village package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can customize your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Jessups Village package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book a Jessups Village vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component separately. And you'll still get the freedom to create a tailored Jessups Village vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Jessups Village?
If you're considering a spur-of-the-moment Jessups Village getaway, browse our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
How to plan a trip to Jessups Village?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you like can all influence your decision on when to go to Jessups Village.
  2. Set a budget: Factor in expenses like transportation, flights and meals when calculating how much to put aside for your trip to Jessups Village. Then, pick a property that matches your budget, whether that's an affordable option or a more upscale getaway.
  3. Use Expedia's trip planning tool to discover Jessups Village: Research every aspect of your trip to Jessups Village with this comprehensive planner. Invite your friends and family to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide how many days away: Start by compiling a list of the sights and activities you'd like to experience in Jessups Village. Then, estimate how long you'll need for each, including any travel time.
  5. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left now is to find a Jessups Village vacation package that brings all your bookings together.
  6. Add on excursions and experiences: Read our travel guide to find some fun things to do in Jessups Village. Book tickets or make reservations in advance to save time and skip the hassle of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Jessups Village vacation packages?
If you're anything like us, you love traveling the world but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Jessups Village trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great vacation packages with payment plans as soon as you spot them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.