Cheap Vacations in Old Road Town

Choose two or more items and save on your trip:

3-night Old Road Town vacations

Price found within the past 48 hours. Click for updated prices.
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Price was $1,295, price is now $879 per person
$879
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Basseterre (SKB)
Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Price was $2,724, price is now $2,171 per person
$2,171
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort

5 out of 5
Price was $2,050, price is now $1,790 per person
$1,790
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Price was $1,109, price is now $977 per person
$977
per person
Mar 18 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Newcastle (NEV)
Montpelier Nevis

Montpelier Nevis

4 out of 5
Price was $1,528, price is now $1,370 per person
$1,370
per person
Mar 18 - Mar 21
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Newcastle (NEV)
Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Price was $3,294, price is now $2,976 per person
$2,976
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
Price was $3,852, price is now $3,496 per person
$3,496
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Golden Rock Inn

Golden Rock Inn

4 out of 5
Price was $1,296, price is now $1,186 per person
$1,186
per person
Mar 2 - Mar 5
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Basseterre (SKB)
Royal St. Kitts Hotel

Royal St. Kitts Hotel

4 out of 5
Price was $1,296, price is now $1,192 per person
$1,192
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Price was $1,548, price is now $1,425 per person
$1,425
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Newcastle (NEV)
Sugar Bay Club Suites & Hotel

Sugar Bay Club Suites & Hotel

3 out of 5
Price was $1,165, price is now $1,093 per person
$1,093
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) 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 $1,084, price is now $969 per person
$969
per person
Feb 25 - Mar 1
found 10 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Price was $1,793, price is now $1,166 per person
$1,166
per person
Feb 25 - Mar 1
found 10 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Save 100% on your flight
Price was $5,414, price is now $3,861 per person
$3,861
per person
Feb 25 - Mar 1
found 10 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Price was $1,406, price is now $1,133 per person
$1,133
per person
Mar 16 - Mar 20
found 8 hours 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 $2,205, price is now $1,842 per person
$1,842
per person
Feb 25 - Mar 1
found 10 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Montpelier Nevis

Montpelier Nevis

4 out of 5
Price was $1,923, price is now $1,658 per person
$1,658
per person
Mar 16 - Mar 20
found 8 hours 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 $3,550, price is now $3,127 per person
$3,127
per person
Feb 25 - Mar 1
found 10 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Royal St. Kitts Hotel

Royal St. Kitts Hotel

4 out of 5
Price was $1,218, price is now $1,080 per person
$1,080
per person
Feb 25 - Mar 1
found 10 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
Price was $3,799, price is now $3,382 per person
$3,382
per person
Feb 25 - Mar 1
found 10 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Price was $1,477, price is now $1,336 per person
$1,336
per person
Feb 25 - Mar 1
found 10 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Newcastle (NEV)
Golden Rock Inn

Golden Rock Inn

4 out of 5
Price was $1,683, price is now $1,527 per person
$1,527
per person
Feb 25 - Mar 1
found 10 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)

5-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 $567, price is now $480 per person
$480
per person
Feb 23 - Feb 28
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 $1,858, price is now $1,004 per person
$1,004
per person
Feb 23 - Feb 28
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 $3,513, price is now $2,492 per person
$2,492
per person
Feb 23 - Feb 28
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 $1,409, price is now $1,026 per person
$1,026
per person
Mar 9 - Mar 14
found 12 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
Save 100% on your flight
Price was $2,238, price is now $1,791 per person
$1,791
per person
Feb 23 - Feb 28
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 $888, price is now $725 per person
$725
per person
Feb 23 - Feb 28
found 1 day 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 $990, price is now $811 per person
$811
per person
Feb 23 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Basseterre (SKB)
Sugar Bay Club Suites & Hotel

Sugar Bay Club Suites & Hotel

3 out of 5
Price was $772, price is now $639 per person
$639
per person
Feb 23 - Feb 28
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 $1,365, price is now $1,165 per person
$1,165
per person
Feb 23 - Feb 28
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
Save 100% on your flight
Price was $3,920, price is now $3,407 per person
$3,407
per person
Feb 23 - Feb 28
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 $1,001, price is now $874 per person
$874
per person
Mar 3 - Mar 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Basseterre (SKB)

6-7 night Old Road Town vacations

Price found within the past 48 hours. Click for updated prices.
Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Save 100% on your flight
Price was $1,529, price is now $1,013 per person
$1,013
per person
Mar 8 - Mar 15
found 17 hours ago
Roundtrip flight included
New York (JFK) to Newcastle (NEV)
Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Save 100% on your flight
Price was $17,972, price is now $11,765 per person
$11,765
per person
Mar 3 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Price was $3,353, price is now $2,300 per person
$2,300
per person
Mar 3 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Montpelier Nevis

Montpelier Nevis

4 out of 5
Save 100% on your flight
Price was $2,563, price is now $1,958 per person
$1,958
per person
Mar 14 - Mar 21
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
Price was $4,246, price is now $3,536 per person
$3,536
per person
Mar 3 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Price was $6,625, price is now $5,692 per person
$5,692
per person
Mar 3 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Park Hyatt St. Kitts

Park Hyatt St. Kitts

5 out of 5
Price was $6,854, price is now $5,965 per person
$5,965
per person
Mar 3 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Seaview Garden

Seaview Garden

1 out of 5
Price was $2,298, price is now $2,002 per person
$2,002
per person
Mar 3 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Royal St. Kitts Hotel

Royal St. Kitts Hotel

4 out of 5
Price was $2,555, price is now $2,239 per person
$2,239
per person
Mar 3 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Sugar Bay Club Suites & Hotel

Sugar Bay Club Suites & Hotel

3 out of 5
Price was $2,218, price is now $1,973 per person
$1,973
per person
Mar 3 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Basseterre (SKB)
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Price was $2,894, price is now $2,578 per person
$2,578
per person
Mar 3 - Mar 10
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Newcastle (NEV)

Flight deals to Old Road Town

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

Thu, Mar 5 - Mon, Mar 9
JFK
New York
SKB
St. Kitts
$322 Roundtrip, found 6 days ago
$322
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Mar 5 from New York to St. Kitts, returning Mon, Mar 9, priced at $322 found 6 days ago
Thu, Mar 5 - Mon, Mar 9
LGA
New York
SKB
St. Kitts
$322 Roundtrip, found 6 days ago
$322
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Mar 5 from New York to St. Kitts, returning Mon, Mar 9, priced at $322 found 6 days ago
Thu, Jan 29 - Fri, Jan 30
SJU
San Juan
SKB
St. Kitts
$349 Roundtrip, found 4 days ago
$349
Roundtrip
found 4 days ago
Select interCaribbean Airways flight, departing Thu, Jan 29 from San Juan to St. Kitts, returning Fri, Jan 30, priced at $349 found 4 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
8.6 mi from city center
$188 nightly
The price is $207 total per night
$207 total
Jan 26 - Jan 27
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
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
$180 nightly
The price is $199 total per night
$199 total
Jan 23 - Jan 24
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
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
$242 nightly
The price is $268 total per night
$268 total
Jan 31 - Feb 1
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
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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.