
Jessups Village Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
Photo by Bill Dillard
- Plan, book, travel with confidence
- Better togetherSave up to CA $1,096 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Top Jessups Village Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Hermitage Nevis
Price was CA $3,265, price is now CA $2,742 per person
CA $2,742
per person
Apr 10 - Apr 17
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Newcastle (NEV)
9.6/10 Exceptional! (51 reviews)
The owners and staff were awesome. They took time to get to know us and were so welcoming and helpful with anything we needed. They gave us info about how to get around and offered to organize things for us. The property was unique and the individual cottages were amazing. Be aware though, there’s no AC. It didn’t bother us but might be a deal breaker for some. We will absolutely be back!
Reviewed on Feb 25, 2026


Sunset Reef St.Kitts
Price was CA $13,657, price is now CA $10,265 per person
CA $10,265
per person
May 18 - May 22
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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


Mount Nevis Hotel
Price was CA $3,492, price is now CA $2,798 per person
CA $2,798
per person
Apr 24 - May 1
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Newcastle (NEV)
9.4/10 Exceptional! (82 reviews)
Everything about the Mount Nevis Hotel was superb! The rooms are clean and cheerful with gorgeous, to-die-for, views. The bed (yes, going there) -- was the best and I slept so well. The staff is beyond friendly and let me tell you, it's been a LONG time since the management and owner took the time to greet us and check in with us just the right amount of times. The food was great. The atmosphere, perfect.
Peace and well-being, sense of safe/security (not that it was needed -- just good to know as I'm an "older" traveler). Great guests (iinteresting!). I'll never stay any place else on Nevis.
Reviewed on Jan 29, 2026
Jessups Village Hotel Deals

Four Seasons Resort - Nevis
Pinney's Beach, Jessups Village Nevis West
The price is CA $1,262 per night from Apr 7 to Apr 8
CA $1,262
CA $1,614 total
Apr 7 - Apr 8
includes taxes & fees
9.4/10 Exceptional! (141 reviews)
The location was ideal - perfect climate and truly beautiful. The 4 Seasons resort had well maintained, spotless rooms with very nice decor. The landscaping and gardens were gorgeous! The restaurants were outstanding- impressive menus and very accommodating to dietary needs. The staff were friendly, ...
Reviewed on Feb 28, 2026

Family Luxury, Resort Level Amenities, Ocean Views, Perfect Location, Gym.
Jessups Saint Thomas Lowland Parish
10/10 Exceptional! (69 reviews)
This retreat is stunning. Host was attentive and amazing. You should check this place out if you're in Nevis!
Reviewed on Feb 2, 2026

St Kitts Marriott Beach Resort, Casino & Spa
858 Frigate Bay Road Basseterre St. Kitts
Fully refundableReserve now, pay when you stay
The price is CA $380 per night from Mar 26 to Mar 27
CA $380
CA $473 total
Mar 26 - Mar 27
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
The room was spacious client and wonderful views.. Solo traveler.. The front desk was so sweet ! They gave me a free upgrade to pool and partial ocean views.. It had two decks.. The resort was very quiet, wish there were more nightly activities but it was still cool. walking distance to a convenient ...
Reviewed on Feb 25, 2026
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.
What to do in Jessups Village
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.











