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 Colosseum

The Colosseum

2 out of 5
Price was $877, price is now $822 per person
$822
per person
Feb 11 - Feb 14
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 $3,205, price is now $2,324 per person
$2,324
per person
Jan 18 - Jan 21
found 1 day ago
Roundtrip non-stop flight included
Washington (WAS) to Basseterre (SKB)
Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Save 100% on your flight
Price was $2,918, price is now $2,130 per person
$2,130
per person
Feb 11 - Feb 14
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 $1,514, price is now $1,204 per person
$1,204
per person
Feb 11 - Feb 14
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 $1,230, price is now $1,016 per person
$1,016
per person
Feb 11 - Feb 14
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 $1,879, price is now $1,591 per person
$1,591
per person
Feb 11 - Feb 14
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 $2,888, price is now $2,529 per person
$2,529
per person
Feb 11 - Feb 14
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 $1,215, price is now $1,092 per person
$1,092
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Newcastle (NEV)
Golden Rock Inn

Golden Rock Inn

4 out of 5
Price was $1,613, price is now $1,464 per person
$1,464
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Sugar Bay Club Suites & Hotel

Sugar Bay Club Suites & Hotel

3 out of 5
Price was $1,003, price is now $916 per person
$916
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Basseterre (SKB)
Seaview Garden

Seaview Garden

1 out of 5
Price was $1,071, price is now $980 per person
$980
per person
Feb 11 - Feb 14
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 $1,066, price is now $991 per person
$991
per person
Feb 11 - Feb 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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 $1,310, price is now $1,212 per person
$1,212
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Sunset Reef St.Kitts

Sunset Reef St.Kitts

5 out of 5
Price was $3,627, price is now $2,809 per person
$2,809
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Price was $2,014, price is now $1,591 per person
$1,591
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Price was $1,635, price is now $1,345 per person
$1,345
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Newcastle (NEV)
Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort

5 out of 5
Price was $2,501, price is now $2,099 per person
$2,099
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Price was $3,846, price is now $3,332 per person
$3,332
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Price was $1,978, price is now $1,753 per person
$1,753
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Newcastle (NEV)
Golden Rock Inn

Golden Rock Inn

4 out of 5
Price was $2,147, price is now $1,931 per person
$1,931
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Seaview Garden

Seaview Garden

1 out of 5
Price was $1,423, price is now $1,296 per person
$1,296
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Royal St. Kitts Hotel

Royal St. Kitts Hotel

4 out of 5
Price was $1,368, price is now $1,265 per person
$1,265
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip 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 $1,416, price is now $1,311 per person
$1,311
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Marriott's St. Kitts Beach Club

Marriott's St. Kitts Beach Club

3.5 out of 5
Price was $2,346, price is now $2,186 per person
$2,186
per person
Feb 11 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)

6-7 night Old Road Town vacations

Price found within the past 48 hours. Click for updated prices.
The Golden Gate Inn

The Golden Gate Inn

2 out of 5
Price was $857, price is now $763 per person
$763
per person
Jan 17 - Jan 24
found 12 hours 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 $6,972, price is now $4,678 per person
$4,678
per person
Jan 31 - Feb 6
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 $4,140, price is now $2,991 per person
$2,991
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
The Hamilton Beach Villas & Spa

The Hamilton Beach Villas & Spa

4 out of 5
Price was $2,358, price is now $1,710 per person
$1,710
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Price was $1,789, price is now $1,337 per person
$1,337
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Newcastle (NEV)
Belle Mont Sanctuary Resort

Belle Mont Sanctuary Resort

5 out of 5
Save 100% on your flight
Price was $2,753, price is now $2,109 per person
$2,109
per person
Jan 31 - Feb 6
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
Save 100% on your flight
Price was $5,106, price is now $4,264 per person
$4,264
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Seaview Garden

Seaview Garden

1 out of 5
Price was $1,468, price is now $1,243 per person
$1,243
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip 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 $1,496, price is now $1,294 per person
$1,294
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Golden Rock Inn

Golden Rock Inn

4 out of 5
Price was $2,544, price is now $2,212 per person
$2,212
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Basseterre (SKB)
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Price was $1,707, price is now $1,486 per person
$1,486
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Newcastle (NEV)
Sugar Bay Club Suites & Hotel

Sugar Bay Club Suites & Hotel

3 out of 5
Price was $1,301, price is now $1,149 per person
$1,149
per person
Feb 7 - Feb 13
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

Fri, Feb 6 - Sat, Feb 14
YYZ
Toronto
SKB
St. Kitts
$287 Roundtrip, found 1 day ago
$287
Roundtrip
found 1 day ago
Select United flight, departing Fri, Feb 6 from Toronto to St. Kitts, returning Sat, Feb 14, priced at $287 found 1 day ago
Sat, Jan 10 - Wed, Jan 14
JFK
New York
SKB
St. Kitts
$292 Roundtrip, found 6 days ago
$292
Roundtrip
found 6 days ago
Select American Airlines flight, departing Sat, Jan 10 from New York to St. Kitts, returning Wed, Jan 14, priced at $292 found 6 days ago
Thu, Jan 29 - Mon, Feb 2
LGA
New York
SKB
St. Kitts
$302 Roundtrip, found 6 days ago
$302
Roundtrip
found 6 days ago
Select American Airlines flight, departing Thu, Jan 29 from New York to St. Kitts, returning Mon, Feb 2, priced at $302 found 6 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
$323 nightly
The price is $357 total per night
$357 total
Jan 5 - Jan 6, 2026
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
$175 nightly
The price is $194 total per night
$194 total
Dec 18 - Dec 19
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.