Cheap Vacations in Jessups Village

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Jessups Village vacations

Price found within the past 48 hours. Click for updated prices.
Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Save 100% on your flight
Price was $3,299, price is now $2,843 per person
$2,843
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)

3-night Jessups Village vacations

Price found within the past 48 hours. Click for updated prices.
Periwinkles cozy retreat

Periwinkles cozy retreat

3.5 out of 5
Price was $627, price is now $599 per person
$599
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Basseterre (SKB)
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
Price was $4,206, price is now $3,241 per person
$3,241
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)
Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Price was $3,057, price is now $2,505 per person
$2,505
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)
Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort

5 out of 5
Price was $1,613, price is now $1,347 per person
$1,347
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Basseterre (SKB)
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Price was $2,058, price is now $1,752 per person
$1,752
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)
Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Price was $1,774, price is now $1,569 per person
$1,569
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Newcastle (NEV)
Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Price was $3,667, price is now $3,302 per person
$3,302
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Price was $1,740, price is now $1,601 per person
$1,601
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Newcastle (NEV)
Royal St. Kitts Hotel

Royal St. Kitts Hotel

4 out of 5
Price was $1,669, price is now $1,541 per person
$1,541
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)
Golden Rock Inn

Golden Rock Inn

4 out of 5
Price was $2,158, price is now $2,014 per person
$2,014
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)
Koi Resort Saint Kitts, Curio Collection by Hilton

Koi Resort Saint Kitts, Curio Collection by Hilton

4 out of 5
Price was $1,717, price is now $1,605 per person
$1,605
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)
Seaview Garden

Seaview Garden

1 out of 5
Price was $1,613, price is now $1,527 per person
$1,527
per person
Jan 16 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)

4-night Jessups Village vacations

Price found within the past 48 hours. Click for updated prices.
The Colosseum

The Colosseum

2 out of 5
Price was $610, price is now $560 per person
$560
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
Save 100% on your flight
Price was $3,297, price is now $2,222 per person
$2,222
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Price was $1,430, price is now $1,063 per person
$1,063
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Price was $1,079, price is now $812 per person
$812
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Newcastle (NEV)
Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Save 100% on your flight
Price was $2,593, price is now $2,050 per person
$2,050
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort

5 out of 5
Price was $1,905, price is now $1,571 per person
$1,571
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Price was $1,028, price is now $854 per person
$854
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Newcastle (NEV)
Koi Resort Saint Kitts, Curio Collection by Hilton

Koi Resort Saint Kitts, Curio Collection by Hilton

4 out of 5
Price was $890, price is now $752 per person
$752
per person
Jan 17 - Jan 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Basseterre (SKB)
Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Save 100% on your flight
Price was $3,299, price is now $2,843 per person
$2,843
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Seaview Garden

Seaview Garden

1 out of 5
Price was $853, price is now $755 per person
$755
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Golden Rock Inn

Golden Rock Inn

4 out of 5
Price was $1,380, price is now $1,259 per person
$1,259
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Royal St. Kitts Hotel

Royal St. Kitts Hotel

4 out of 5
Price was $826, price is now $760 per person
$760
per person
Jan 26 - Jan 30
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)

5-night Jessups Village vacations

Price found within the past 48 hours. Click for updated prices.
Koi Resort Saint Kitts, Curio Collection by Hilton

Koi Resort Saint Kitts, Curio Collection by Hilton

4 out of 5
Price was $922, price is now $780 per person
$780
per person
Jan 28 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
Save 100% on your flight
Price was $5,313, price is now $3,770 per person
$3,770
per person
Jan 15 - Jan 20
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Save 100% on your flight
Price was $3,613, price is now $2,630 per person
$2,630
per person
Jan 15 - Jan 20
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Price was $1,925, price is now $1,418 per person
$1,418
per person
Jan 15 - Jan 20
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Price was $1,452, price is now $1,106 per person
$1,106
per person
Jan 15 - Jan 20
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Newcastle (NEV)
Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort

5 out of 5
Price was $2,534, price is now $2,072 per person
$2,072
per person
Jan 15 - Jan 20
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Montpelier Nevis

Montpelier Nevis

4 out of 5
Price was $2,620, price is now $2,146 per person
$2,146
per person
Jan 15 - Jan 20
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Newcastle (NEV)
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Price was $1,396, price is now $1,154 per person
$1,154
per person
Jan 15 - Jan 20
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Newcastle (NEV)
Seaview Garden

Seaview Garden

1 out of 5
Price was $1,184, price is now $1,016 per person
$1,016
per person
Jan 15 - Jan 20
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Royal St. Kitts Hotel

Royal St. Kitts Hotel

4 out of 5
Price was $1,276, price is now $1,102 per person
$1,102
per person
Jan 15 - Jan 20
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Price was $4,215, price is now $3,665 per person
$3,665
per person
Jan 15 - Jan 20
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Golden Rock Inn

Golden Rock Inn

4 out of 5
Price was $2,091, price is now $1,857 per person
$1,857
per person
Jan 15 - Jan 20
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)

6-7 night Jessups Village vacations

Price found within the past 48 hours. Click for updated prices.
The Colosseum

The Colosseum

2 out of 5
Price was $745, price is now $658 per person
$658
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
Save 100% on your flight
Price was $4,818, price is now $3,221 per person
$3,221
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Save 100% on your flight
Price was $1,479, price is now $1,033 per person
$1,033
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Newcastle (NEV)
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Save 100% on your flight
Price was $2,019, price is now $1,421 per person
$1,421
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Save 100% on your flight
Price was $4,014, price is now $2,862 per person
$2,862
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort

5 out of 5
Save 100% on your flight
Price was $3,169, price is now $2,473 per person
$2,473
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Price was $1,389, price is now $1,091 per person
$1,091
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Newcastle (NEV)
Montpelier Nevis

Montpelier Nevis

4 out of 5
Save 100% on your flight
Price was $2,949, price is now $2,330 per person
$2,330
per person
Jan 14 - Jan 20
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Newcastle (NEV)
Seaview Garden

Seaview Garden

1 out of 5
Price was $1,126, price is now $925 per person
$925
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Koi Resort Saint Kitts, Curio Collection by Hilton

Koi Resort Saint Kitts, Curio Collection by Hilton

4 out of 5
Price was $1,430, price is now $1,207 per person
$1,207
per person
Jan 9 - Jan 15
found 5 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)
Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Save 100% on your flight
Price was $4,761, price is now $4,101 per person
$4,101
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Royal St. Kitts Hotel

Royal St. Kitts Hotel

4 out of 5
Price was $1,057, price is now $937 per person
$937
per person
Jan 25 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)

Flight deals to Jessups Village

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Feb 26 - Thu, Mar 5
JFK
New York
SKB
St. Kitts
$276 Roundtrip, found 5 days ago
$276
Roundtrip
found 5 days ago
Select American Airlines flight, departing Thu, Feb 26 from New York to St. Kitts, returning Thu, Mar 5, priced at $276 found 5 days ago
Sat, Jan 10 - Thu, Jan 15
EWR
New York
SKB
St. Kitts
$282 Roundtrip, found 1 hour ago
$282
Roundtrip
found 1 hour ago
Select United flight, departing Sat, Jan 10 from New York to St. Kitts, returning Thu, Jan 15, priced at $282 found 1 hour ago
Fri, Mar 6 - Tue, Mar 10
LGA
New York
SKB
St. Kitts
$301 Roundtrip, found 5 hours ago
$301
Roundtrip
found 5 hours ago
Select American Airlines flight, departing Fri, Mar 6 from New York to St. Kitts, returning Tue, Mar 10, priced at $301 found 5 hours ago

Top rated hotels for your Jessups Village vacation

Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Pinney's Beach, Jessups Village Nevis West
0.37 mi from city center
$976 nightly
The price is $1,077 total per night
$1,077 total
Dec 10 - Dec 11
Total with taxes and fees
When you stay at Four Seasons Resort - Nevis in Jessups Village, you'll be on the beach, within a 10-minute walk of Four Seasons Golf Course and Pinney's Beach.
Wonderful 2-bedroom house with AC in charming Cotton Ground Village.

Wonderful 2-bedroom house with AC in charming Cotton Ground Village.

Charlestown
0.49 mi from city center
Get rates
With a stay at this vacation home in Jessups Village, you'll be within a 15-minute walk of Four Seasons Golf Course and Pinney's Beach.
Royal St. Kitts Hotel

Royal St. Kitts Hotel

4 out of 5
406 Zenway Blvd Basseterre St. Kitts
Free Cancellation
Reserve now, pay when you stay
9.79 mi from city center
$209 nightly
The price is $231 total per night
$231 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
When you stay at Royal St. Kitts Hotel in Basseterre, you'll be near the beach, within a 5-minute drive of Royal St. Kitts Golf Club and Timothy Hill.
Pool
Pet friendly
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.