Cheap Vacations in Old Road Town

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3-night Old Road Town vacations

Price found within the past 48 hours. Click for updated prices.
Sugar Bay Club Suites & Hotel

Sugar Bay Club Suites & Hotel

3 out of 5
Price was $538, price is now $465 per person
$465
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Basseterre (SKB)
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
Save 100% on your flight
Price was $2,513, price is now $1,730 per person
$1,730
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Basseterre (SKB)
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Save 100% on your flight
Price was $1,065, price is now $742 per person
$742
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Basseterre (SKB)
Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Price was $787, price is now $559 per person
$559
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Newcastle (NEV)
Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Save 100% on your flight
Price was $1,944, price is now $1,393 per person
$1,393
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Basseterre (SKB)
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Price was $748, price is now $579 per person
$579
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Newcastle (NEV)
Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort

5 out of 5
Save 100% on your flight
Price was $1,452, price is now $1,129 per person
$1,129
per person
Jan 22 - Jan 25
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 $2,440, price is now $2,041 per person
$2,041
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
New York (NYC) 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 $689, price is now $577 per person
$577
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Basseterre (SKB)
Royal St. Kitts Hotel

Royal St. Kitts Hotel

4 out of 5
Price was $682, price is now $575 per person
$575
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Basseterre (SKB)
Seaview Garden

Seaview Garden

1 out of 5
Price was $623, price is now $527 per person
$527
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Basseterre (SKB)
Golden Rock Inn

Golden Rock Inn

4 out of 5
Price was $1,040, price is now $901 per person
$901
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip flight included
New York (NYC) to Basseterre (SKB)

4-night Old Road Town vacations

Price found within the past 48 hours. Click for updated prices.
Sugar Bay Club Suites & Hotel

Sugar Bay Club Suites & Hotel

3 out of 5
Price was $855, price is now $764 per person
$764
per person
Jan 23 - Jan 27
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 $3,637, price is now $2,450 per person
$2,450
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Basseterre (SKB)
Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Price was $2,729, price is now $2,001 per person
$2,001
per person
Jan 23 - Jan 27
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 $1,562, price is now $1,151 per person
$1,151
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Basseterre (SKB)
Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Price was $1,180, price is now $890 per person
$890
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Newcastle (NEV)
Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort

5 out of 5
Price was $2,046, price is now $1,649 per person
$1,649
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Basseterre (SKB)
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Price was $1,135, price is now $916 per person
$916
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Newcastle (NEV)
Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Price was $3,245, price is now $2,747 per person
$2,747
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Basseterre (SKB)
Royal St. Kitts Hotel

Royal St. Kitts Hotel

4 out of 5
Price was $1,040, price is now $908 per person
$908
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Basseterre (SKB)
Seaview Garden

Seaview Garden

1 out of 5
Price was $968, price is now $847 per person
$847
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Basseterre (SKB)
Golden Rock Inn

Golden Rock Inn

4 out of 5
Price was $1,524, price is now $1,346 per person
$1,346
per person
Jan 23 - Jan 27
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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 $1,168, price is now $1,049 per person
$1,049
per person
Jan 15 - Jan 19
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to Basseterre (SKB)

5-night Old Road Town vacations

Price found within the past 48 hours. Click for updated prices.
Seaview Garden

Seaview Garden

1 out of 5
Price was $1,368, price is now $1,189 per person
$1,189
per person
Jan 17 - Jan 22
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Basseterre (SKB)
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
Save 100% on your flight
Price was $5,632, price is now $3,955 per person
$3,955
per person
Jan 17 - Jan 22
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Basseterre (SKB)
Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Save 100% on your flight
Price was $3,594, price is now $2,682 per person
$2,682
per person
Jan 17 - Jan 22
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Basseterre (SKB)
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Price was $2,109, price is now $1,584 per person
$1,584
per person
Jan 17 - Jan 22
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Basseterre (SKB)
Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Price was $1,636, price is now $1,269 per person
$1,269
per person
Jan 17 - Jan 22
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Newcastle (NEV)
Montpelier Nevis

Montpelier Nevis

4 out of 5
Save 100% on your flight
Price was $2,454, price is now $1,932 per person
$1,932
per person
Jan 15 - 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 $2,718, price is now $2,221 per person
$2,221
per person
Jan 17 - Jan 22
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Basseterre (SKB)
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Price was $1,587, price is now $1,304 per person
$1,304
per person
Jan 17 - Jan 22
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Newcastle (NEV)
Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Price was $4,399, price is now $3,755 per person
$3,755
per person
Jan 17 - Jan 22
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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 $1,480, price is now $1,296 per person
$1,296
per person
Jan 17 - Jan 22
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Basseterre (SKB)
Royal St. Kitts Hotel

Royal St. Kitts Hotel

4 out of 5
Price was $1,460, price is now $1,286 per person
$1,286
per person
Jan 17 - Jan 22
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Basseterre (SKB)
Golden Rock Inn

Golden Rock Inn

4 out of 5
Price was $2,250, price is now $2,013 per person
$2,013
per person
Jan 17 - Jan 22
found 2 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Basseterre (SKB)

6-7 night Old Road Town vacations

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

The Colosseum

2 out of 5
Price was $626, price is now $490 per person
$490
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Basseterre (SKB)
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Save 100% on your flight
Price was $2,102, price is now $1,310 per person
$1,310
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Basseterre (SKB)
Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Save 100% on your flight
Price was $1,450, price is now $909 per person
$909
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Newcastle (NEV)
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
Save 100% on your flight
Price was $6,708, price is now $4,368 per person
$4,368
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Basseterre (SKB)
Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Save 100% on your flight
Price was $4,161, price is now $2,744 per person
$2,744
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Basseterre (SKB)
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Save 100% on your flight
Price was $1,371, price is now $941 per person
$941
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Newcastle (NEV)
Seaview Garden

Seaview Garden

1 out of 5
Save 100% on your flight
Price was $1,071, price is now $778 per person
$778
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Basseterre (SKB)
Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort

5 out of 5
Save 100% on your flight
Price was $2,965, price is now $2,225 per person
$2,225
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Basseterre (SKB)
Royal St. Kitts Hotel

Royal St. Kitts Hotel

4 out of 5
Price was $1,217, price is now $961 per person
$961
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Basseterre (SKB)
Sugar Bay Club Suites & Hotel

Sugar Bay Club Suites & Hotel

3 out of 5
Price was $877, price is now $702 per person
$702
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Basseterre (SKB)
Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Save 100% on your flight
Price was $5,319, price is now $4,295 per person
$4,295
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Basseterre (SKB)
Calypso Hotel Nevis

Calypso Hotel Nevis

2 out of 5
Price was $793, price is now $668 per person
$668
per person
Jan 17 - Jan 24
found 1 day ago
Roundtrip flight included
New York (JFK) to Basseterre (SKB)

Flight deals to Old Road Town

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

Sat, Jan 10 - Thu, Jan 15
EWR
New York
SKB
St. Kitts
$282 Roundtrip, found 4 days ago
$282
Roundtrip
found 4 days ago
Select United flight, departing Sat, Jan 10 from New York to St. Kitts, returning Thu, Jan 15, priced at $282 found 4 days ago
Fri, Feb 6 - Sat, Feb 14
YYZ
Toronto
SKB
St. Kitts
$287 Roundtrip, found 8 hours ago
$287
Roundtrip
found 8 hours ago
Select United flight, departing Fri, Feb 6 from Toronto to St. Kitts, returning Sat, Feb 14, priced at $287 found 8 hours ago
Sat, Jan 10 - Wed, Jan 14
JFK
New York
SKB
St. Kitts
$292 Roundtrip, found 3 days ago
$292
Roundtrip
found 3 days ago
Select American Airlines flight, departing Sat, Jan 10 from New York to St. Kitts, returning Wed, Jan 14, priced at $292 found 3 days ago

Top rated hotels for your Old Road Town vacation

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
8.6 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
St Kitts Marriott Beach Resort, Casino & Spa

St Kitts Marriott Beach Resort, Casino & Spa

4.5 out of 5
858 Frigate Bay Road Basseterre St. Kitts
8.58 mi from city center
$278 nightly
The price is $308 total per night
$308 total
Dec 20 - Dec 21
Total with taxes and fees
Located in Basseterre, St Kitts Marriott Beach Resort, Casino & Spa is by the ocean, a 5-minute drive from Frigate Bay Beach and 9 minutes from Royal St. Kitts Golf Club.
Pool
Hot Tub
Koi Resort Saint Kitts, Curio Collection by Hilton

Koi Resort Saint Kitts, Curio Collection by Hilton

4 out of 5
100 Koi Resort Drive Basseterre
Free Cancellation
Reserve now, pay when you stay
7.84 mi from city center
$143 nightly
The price is $159 total per night
$159 total
Dec 17 - Dec 18
Total with taxes and fees
Located in Basseterre, Koi Resort Saint Kitts, Curio Collection by Hilton is by the ocean, a 2-minute drive from Greatheeds and 5 minutes from Timothy Hill.
Pool
Spa
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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.