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
Price was $13,805, price is now $12,065 per person
$12,065
per person
Jan 9 - Jan 17
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.
The Colosseum

The Colosseum

2 out of 5
Price was $518, price is now $461 per person
$461
per person
Jan 18 - Jan 21
found 20 hours 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 $3,196, price is now $2,204 per person
$2,204
per person
Jan 18 - Jan 21
found 20 hours 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
Save 100% on your flight
Price was $2,046, price is now $1,481 per person
$1,481
per person
Jan 18 - Jan 21
found 20 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Price was $1,157, price is now $843 per person
$843
per person
Jan 18 - Jan 21
found 20 hours 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 $871, price is now $648 per person
$648
per person
Jan 18 - Jan 21
found 20 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Newcastle (NEV)
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Price was $841, price is now $667 per person
$667
per person
Jan 18 - Jan 21
found 20 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Newcastle (NEV)
Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort

5 out of 5
Price was $1,520, price is now $1,217 per person
$1,217
per person
Jan 18 - Jan 21
found 20 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 $2,529, price is now $2,130 per person
$2,130
per person
Jan 18 - Jan 21
found 20 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)
Royal St. Kitts Hotel

Royal St. Kitts Hotel

4 out of 5
Price was $765, price is now $661 per person
$661
per person
Jan 18 - Jan 21
found 20 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)
Seaview Garden

Seaview Garden

1 out of 5
Price was $712, price is now $616 per person
$616
per person
Jan 18 - Jan 21
found 20 hours 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 $1,239, price is now $1,093 per person
$1,093
per person
Jan 18 - Jan 21
found 20 hours 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 $960, price is now $858 per person
$858
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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 $583, price is now $513 per person
$513
per person
Jan 16 - Jan 20
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 $4,113, price is now $2,925 per person
$2,925
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Save 100% on your flight
Price was $1,434, price is now $1,043 per person
$1,043
per person
Jan 16 - Jan 20
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
Save 100% on your flight
Price was $2,782, price is now $2,053 per person
$2,053
per person
Jan 16 - Jan 20
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 $1,053, price is now $786 per person
$786
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Newcastle (NEV)
Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort

5 out of 5
Price was $1,919, price is now $1,564 per person
$1,564
per person
Jan 16 - Jan 20
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 $1,008, price is now $830 per person
$830
per person
Jan 16 - Jan 20
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 $913, price is now $774 per person
$774
per person
Jan 16 - Jan 20
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 $839, price is now $729 per person
$729
per person
Jan 16 - Jan 20
found 1 day 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 $3,264, price is now $2,863 per person
$2,863
per person
Jan 16 - Jan 20
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 $1,118, price is now $987 per person
$987
per person
Feb 1 - Feb 5
found 6 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)
Golden Rock Inn

Golden Rock Inn

4 out of 5
Price was $1,565, price is now $1,390 per person
$1,390
per person
Jan 16 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 $955, price is now $766 per person
$766
per person
Jan 27 - Feb 1
found 7 hours 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 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 $3,613, price is now $2,630 per person
$2,630
per person
Jan 15 - Jan 20
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 $1,925, price is now $1,418 per person
$1,418
per person
Jan 15 - Jan 20
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 $1,452, price is now $1,106 per person
$1,106
per person
Jan 15 - Jan 20
found 1 day 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 1 day 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 1 day 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 1 day 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 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 $1,276, price is now $1,102 per person
$1,102
per person
Jan 15 - Jan 20
found 1 day 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 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 $2,091, price is now $1,857 per person
$1,857
per person
Jan 15 - Jan 20
found 1 day 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.
Seaview Gardens

Seaview Gardens

3 out of 5
Price was $1,073, price is now $948 per person
$948
per person
Jan 14 - Jan 20
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 $3,930, price is now $2,689 per person
$2,689
per person
Jan 14 - Jan 20
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 $1,611, price is now $1,116 per person
$1,116
per person
Jan 14 - Jan 20
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 $2,151, price is now $1,509 per person
$1,509
per person
Jan 14 - Jan 20
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 $1,545, price is now $1,144 per person
$1,144
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Newcastle (NEV)
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
Save 100% on your flight
Price was $8,635, price is now $6,580 per person
$6,580
per person
Jan 14 - Jan 20
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 $2,920, price is now $2,244 per person
$2,244
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
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 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 $1,316, price is now $1,051 per person
$1,051
per person
Jan 29 - Feb 5
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Save 100% on your flight
Price was $4,896, price is now $4,018 per person
$4,018
per person
Jan 14 - Jan 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Seaview Garden

Seaview Garden

1 out of 5
Price was $1,254, price is now $1,032 per person
$1,032
per person
Jan 14 - Jan 20
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 $1,393, price is now $1,161 per person
$1,161
per person
Jan 14 - Jan 20
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 6 days ago
$276
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Feb 26 from New York to St. Kitts, returning Thu, Mar 5, priced at $276 found 6 days ago
Sat, Jan 10 - Thu, Jan 15
EWR
New York
SKB
St. Kitts
$282 Roundtrip, found 1 day ago
$282
Roundtrip
found 1 day ago
Select United flight, departing Sat, Jan 10 from New York to St. Kitts, returning Thu, Jan 15, priced at $282 found 1 day ago
Fri, Mar 6 - Tue, Mar 10
LGA
New York
SKB
St. Kitts
$301 Roundtrip, found 1 day ago
$301
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Mar 6 from New York to St. Kitts, returning Tue, Mar 10, priced at $301 found 1 day 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
$999 nightly
The price is $1,102 total per night
$1,102 total
Dec 12 - Dec 13
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.
Pool
Spa
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.
Washer
Air conditioning
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
$188 nightly
The price is $207 total per night
$207 total
Jan 6 - Jan 7, 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.