Jessups Village Vacation Packages

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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.

Top Jessups Village Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Oualie Beach Resort

Oualie Beach Resort

3 out of 5
Price was CA $1,700, price is now CA $1,319 per person
CA $1,319
per person
Sep 19 - Sep 25
found 7 hours ago
Roundtrip flight included
Montreal (YUL) to Newcastle (NEV)
8.2/10 Very good! (249 reviews)
Location and proximity to the water taxi pier

Reviewed on Jul 1, 2026

Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Price was CA $5,239, price is now CA $3,965 per person
CA $3,965
per person
Aug 21 - Aug 24
found 19 hours ago
Roundtrip flight included
Toronto (YTO) 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 CA $2,910, price is now CA $2,229 per person
CA $2,229
per person
Sep 19 - Sep 25
found 7 hours ago
Roundtrip flight included
Montreal (YUL) to Basseterre (SKB)
9/10 Wonderful! (140 reviews)
The hotel staff were friendly, informative and accommodating. The accommodation was clean and tidy, but we did have an issue with the window blinds, which did not close properly, some of the skirting boards were dusty, and the toilet brushes need to be replaced. The facilities and location were excellent. However, our meal at the Yatchmans Grill was disappointing.

Reviewed on May 25, 2026

Montpelier Nevis

Montpelier Nevis

4 out of 5
Price was CA $2,453, price is now CA $2,051 per person
CA $2,051
per person
Aug 4 - Aug 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Newcastle (NEV)
9.8/10 Exceptional! (170 reviews)
We had a great stay. Lovely property and gardens.

Reviewed on Apr 24, 2026

Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Price was CA $1,822, price is now CA $1,525 per person
CA $1,525
per person
Sep 19 - Sep 25
found 7 hours ago
Roundtrip flight included
Montreal (YUL) 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

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Jessups Village Hotel Deals

Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Pinney's Beach, Jessups Village Nevis West
The price is CA $922 per night from Aug 2 to Aug 3
CA $922
CA $1,191 total
Aug 2 - Aug 3
includes taxes & fees
9.4/10 Exceptional! (147 reviews)
"Beautiful beach, rooms, and restaurants. Incredible staff. Both friendly and very good at their work."

Reviewed on Jun 21, 2026

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 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

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

Belmont Villas

4 out of 5
Belmont Gardens Residences Vaughans Nevis
Get rates
Belmont Villas
See all 397 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 romantic area's beautiful beaches and enjoy its top-notch restaurants.
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What to do in Jessups Village

Colorful flowers blooming around a historical brick building on Nevis Island

Nevis Island Guided Tour

CA $166
per adult
96% of travellers recommend
Nevis Island Guided Tour
St Kitts Scenic Railway

St Kitts Scenic Railway

CA $191
per adult
90% of travellers recommend
St Kitts Scenic Railway
Nevis Panoramic Drive, Power Catamaran & Beach Experience

Nevis Panoramic Drive, Power Catamaran & Beach Experience

CA $223
per adult
Nevis Panoramic Drive, Power Catamaran & Beach Experience
See all activities in Jessups Village

Frequently asked questions

How much does a Jessups Village vacation package cost?
Go from wondering to wandering with our Jessups Village vacation packages, which start from just CA $1,319. Handpick the flights and hotels that fit your travel plans. Then, add on a couple of tours or experiences to cap off your unique adventure.
How do I get a cheap travel package to Jessups Village?
Imagine all the fabulous things you could do in Jessups Village with extra cash in your wallet. Watch your savings stack up when you combine your flights, hotels and other bookings into a Jessups Village vacation package. You have loads of choice when you book with Expedia too. In fact, you can select from over 550 air carriers and 1,000,000 hotels around the globe. Whether you're enjoying a break with the entire family or surprising your special someone, planning a trip to Jessups Village is better with a package.
Where should I stay in Jessups Village?
If you're interested in visiting Four Seasons Golf Course, save yourself the stress of commuting and stay nearby. It's one of the top attractions in the area.
What are the top hotels in Jessups Village?
Four Seasons Resort - Nevis and Ocean View Villa. 5 Min Walk To 4 Seasons And Beach are among the most sought-after properties in Jessups Village. Why not have a look at the facilities and rates at each and then make up your mind?
How far in advance should I book my Jessups Village vacation?
While prices change from time to time, we generally suggest reserving your seat as early as possible. Many international airfares are available on Expedia up to 12 months in advance. If circumstances have left you booking late, you might still be in luck. Low prices to Jessups Village sometimes appear only weeks before departure.
What does an Expedia Jessups Village travel package include?
It all depends on what type of escape you have in mind. Jessups Village vacation deals can include flights, hotels and car rentals. You can mix and match to create the package that suits your budget and style. You can also add on experiences and activities after you've booked to pick up even bigger discounts.
What should I know before booking a Jessups Village travel package?
Our prices are always low. However, you'll grab even better deals if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and a huge range of choice.
Can I choose my airline with a Jessups Village Expedia vacation package?
Yes — that's the beauty of an Expedia vacation package. You get to decide. We have more than 550 airline partners throughout the world, so you have loads of choice when arranging your Jessups Village adventure.
If I'm not able to travel, can I cancel my Jessups Village vacation package?
Yes, you can cancel your Jessups Village booking if your plans have changed. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change your booking free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.