Jessups Village Vacations from $1,550

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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.
Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Price was $1,959, price is now $1,550 per person
$1,550
per person
Nov 30 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Newcastle (NEV)
9.4/10 Exceptional! (78 reviews)
This is a charming hotel. The rooms are traditional, with some modern upgrades (the TV has a US Roku - a good choice for US visitors, although unfortunately it doesn't really work for UK visitors). The staff were all friendly and helpful. Ample parking outside the rooms. There is no buffet breakfast, and unfortunately the breakfast options are quiet expensive (approx US$70 for two people, which is a bit excessive for a simple breakfast). The pool, while short, has a spectacular view and is a lovely place to sunbathe. On balance, I would strongly recommend this hotel to my friends.

Reviewed on Apr 6, 2025

Oualie Beach Resort

Oualie Beach Resort

3 out of 5
Price was $2,300, price is now $1,557 per person
$1,557
per person
Nov 30 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Newcastle (NEV)
8.2/10 Very Good! (233 reviews)
We think it is a Oualie Beach Resort is a unique Caribbean resort with an Open Air Restaurant and Bar Facing the beach. Water Taxi dropped you off right at the Resort.

Reviewed on Sep 21, 2025

Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Save 100% on your flight
Price was $6,185, price is now $4,299 per person
$4,299
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
9.6/10 Exceptional! (10 reviews)
Sunset Reefs is simply extraordinary! From the location to the staff to the food. Our best meals of the week were at Drop the Anchor. I cannot say enough about the amazing experience we had. I’d highly recommend!

Reviewed on Apr 24, 2025

Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
Save 100% on your flight
Price was $4,119, price is now $2,926 per person
$2,926
per person
Nov 30 - Dec 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
9.4/10 Exceptional! (187 reviews)
Park Hyatt is luxury

Reviewed on Sep 9, 2025

The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Price was $2,493, price is now $1,890 per person
$1,890
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
9/10 Wonderful! (108 reviews)
Had a nice villa to stay in for a few days. Having kitchen and laundry in the villa provides ease and convenience for the stay. The staff was very accommodating and friendly. Yachtsman grill was closed for work, so we could not utilize the dining there on site, but plenty of options within a short drive.

Reviewed on Sep 28, 2025

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Discover the most popular places to visit in Jessups Village

Four Seasons Golf Course

Enjoy a round of golf in Vaughans at Four Seasons Golf Course. Amble around this romantic area's beautiful beaches and enjoy its top-notch restaurants.

Four Seasons Golf Course

What to do in Jessups Village

Colorful flowers blooming around a historical brick building on Nevis Island

Nevis Island Guided Tour

$120
per adult
96% of travellers recommend
Nevis Island Guided Tour
Nevis Peak Hike

Nevis Peak Hike

$130
per adult
Nevis Peak Hike
St. Kitts: Jungle Bikes Private ATV tour

St. Kitts: Jungle Bikes Private ATV tour

$150
per adult
St. Kitts: Jungle Bikes Private ATV tour
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
$903 nightly
The price is $996 total per night from Oct 29 to Oct 30
$996 total
Oct 29 - Oct 30
Total with taxes and fees
9.4/10 Exceptional! (133 reviews)
Great Hospitality
"Everything was great besides the overcharging for boat ride miscommunication and at kitts airport is the worse leaving out but great resort and really enjoyed my birthday gifts from them"

Reviewed on Aug 30, 2025

Four Seasons Resort - Nevis
Family Luxury, Resort Level Amenities, Ocean Views, Perfect Location, Gym.

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

Jessups
10/10 Exceptional! (38 reviews)
Amazing location Nevis
"Amazing location! The grounds are nothing short of amazing! The pool is excellent! The morning views on the balcony eating breakfast and enjoying coffee are going to be missed. House manager suggestion for a cook and driver were perfect for our group Mark @ Nevis Chefs and Hollywood are great! A ..."

Reviewed on Jul 8, 2025

Get rates
Family Luxury, Resort Level Amenities, Ocean Views, Perfect Location, Gym.
St Kitts Marriott Beach Resort, Casino & Spa

St Kitts Marriott Beach Resort, Casino & Spa

4.5 out of 5
858 Frigate Bay Road, Frigate Bay, Basseterre, St. Kitts
Fully refundableReserve now, pay when you stay
$272 nightly
The price is $301 total per night from Nov 3 to Nov 4
$301 total
Nov 3 - Nov 4
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
"The casino experience was ok. The staff was attentive and offered complimentary drinks several times while we were gaming. It's a small casino and games were limited and out of date. I didn't care for the free play "10 for 10" set up. The hotel staff went above and beyond to do a nice display with ..."

Reviewed on Oct 11, 2025

St Kitts Marriott Beach Resort, Casino & Spa
See all 378 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.

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

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Frequently asked questions

How much does a Jessups Village vacation package cost?
Offering great value package deals from $1,550 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.