Cheap Flights to Saint James Windward Parish from $142 (2026/2027)

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Jet to one of Saint James Windward Parish's top cities

A beach with clear turquoise water, a sandy shore, and palm trees.

Newcastle

Flights
Newcastle

How Much Does it Cost To Fly To Saint James Windward Parish?

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

Sun, Sep 13 - Sun, Sep 13
ANU
V.C. Bird Intl.
SKB
Robert L. Bradshaw Intl.
$328 Roundtrip, found 23 hours ago
$328
Roundtrip
found 23 hours ago
Select Windward Island Airways International flight, departing Sun, Sep 13 from V.C. Bird Intl. to Robert L. Bradshaw Intl., returning Sun, Sep 13, priced at $328 found 23 hours ago
Thu, Oct 1 - Sun, Oct 4
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$343 Roundtrip, just found
$343
Roundtrip
just found
Select JetBlue Airways flight, departing Thu, Oct 1 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Sun, Oct 4, priced at $343 just found
Sat, Oct 3 - Wed, Oct 7
LGA
LaGuardia
SKB
Robert L. Bradshaw Intl.
$382 Roundtrip, found 18 hours ago
$382
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Sat, Oct 3 from LaGuardia to Robert L. Bradshaw Intl., returning Wed, Oct 7, priced at $382 found 18 hours ago
Sat, Oct 3 - Wed, Oct 7
EWR
Newark Liberty Intl. Airport
SKB
Robert L. Bradshaw Intl.
$387 Roundtrip, found 18 hours ago
$387
Roundtrip
found 18 hours ago
Select American Airlines flight, departing Sat, Oct 3 from Newark Liberty Intl. Airport to Robert L. Bradshaw Intl., returning Wed, Oct 7, priced at $387 found 18 hours ago
Thu, Sep 10 - Mon, Sep 14
ANU
V.C. Bird Intl.
NEV
Vance W. Amory Intl.
$398 Roundtrip, found 3 days ago
$398
Roundtrip
found 3 days ago
Select Windward Island Airways International flight, departing Thu, Sep 10 from V.C. Bird Intl. to Vance W. Amory Intl., returning Mon, Sep 14, priced at $398 found 3 days ago
Sun, Oct 18 - Thu, Oct 22
DCA
Ronald Reagan Washington National
SKB
Robert L. Bradshaw Intl.
$475 Roundtrip, found 16 hours ago
$475
Roundtrip
found 16 hours ago
Select JetBlue Airways flight, departing Sun, Oct 18 from Ronald Reagan Washington National to Robert L. Bradshaw Intl., returning Thu, Oct 22, priced at $475 found 16 hours ago
Thu, Sep 17 - Thu, Sep 24
BOS
Logan Intl.
SKB
Robert L. Bradshaw Intl.
$475 Roundtrip, found 1 day ago
$475
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Sep 17 from Logan Intl. to Robert L. Bradshaw Intl., returning Thu, Sep 24, priced at $475 found 1 day ago
Fri, Sep 18 - Tue, Sep 22
YYZ
Pearson Intl.
SKB
Robert L. Bradshaw Intl.
$507 Roundtrip, found 1 day ago
$507
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Sep 18 from Pearson Intl. to Robert L. Bradshaw Intl., returning Tue, Sep 22, priced at $507 found 1 day ago
Wed, Oct 28 - Sun, Nov 1
FLL
Fort Lauderdale - Hollywood Intl.
SKB
Robert L. Bradshaw Intl.
$752 Roundtrip, found 4 days ago
$752
Roundtrip
found 4 days ago
Select American Airlines flight, departing Wed, Oct 28 from Fort Lauderdale - Hollywood Intl. to Robert L. Bradshaw Intl., returning Sun, Nov 1, priced at $752 found 4 days ago
OriginDestinationTravel DatesFlights From*
JFKBasseterreSeptember 17 to September 24$343
SJUBasseterreSeptember 17 to September 21$366
EWRBasseterreOctober 3 to October 7$387
DENBasseterreDecember 5 to December 12$562
SJUNewcastleOctober 8 to October 11$673
PHLBasseterreNovember 6 to November 11$723
MCOBasseterreOctober 28 to November 1$742
DFWBasseterreOctober 20 to October 27$743
DOMNewcastleDecember 3 to December 31$803
JFKNewcastleOctober 24 to October 29$1,207
EWRNewcastleSeptember 23 to September 27$1,277
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
EWRBasseterreSeptember 4 to September 7$842
SJUNewcastleSeptember 5 to September 7$1,041
PHLBasseterreSeptember 4 to September 11$1,260
JFKNewcastleSeptember 5 to September 9$1,663
MCOBasseterreSeptember 6 to September 7$1,848
*Prices include taxes and fees

Best Saint James Windward Parish Flight and Hotel Packages

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

The Hamilton Beach Villas & Spa

Oct 30 - Nov 5

6 night stay

Boston (BOS) to Basseterre (SKB)

American Airlines • Non-stop roundtrip • Coach
Price was $2,190, price is now $1,687 per person
$1,687
per person
found 1 day ago
Park Hyatt St. Kitts
5.0-star property

Park Hyatt St. Kitts

Oct 30 - Nov 5

6 night stay

Boston (BOS) to Basseterre (SKB)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,113, price is now $2,048 per person
$2,048
per person
found 1 day ago
Sunset Reef St.Kitts
5.0-star property

Sunset Reef St.Kitts

Oct 30 - Nov 5

6 night stay

Boston (BOS) to Basseterre (SKB)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,513, price is now $2,667 per person
$2,667
per person
found 1 day ago
Don't see what you're looking for?
See all available trips from Boston to Saint James Windward Parish
View all trips

Travelers ❤️ These Saint James Windward Parish 🏨

Oualie Beach Resort

Oualie Beach Resort

3 out of 5
Oualie Beach Newcastle Nevis
Book a stay at this beach resort in Newcastle. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Oualie Beach and Cottle Church are located nearby.
Opens in a new windowOualie Beach Resort
Mount Nevis Hotel

Mount Nevis Hotel

4 out of 5
Shaws Road Newcastle Nevis
Book a stay at this golf hotel in Newcastle. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Cat Ghaut Chip 'n Putt and Cottle Church are located nearby.
Opens in a new windowMount Nevis Hotel
Calypso Hotel Nevis

Calypso Hotel Nevis

2 out of 5
Potwork Camps
Stay at this B&B in Camps. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Windward Sands Beach and Eden Brown Estate are located nearby.
8.8/10 Excellent! (15 reviews)
"The hotel is isolated from the happenings on the island. I was told that the hotel was fully booked but there were no other cars onsite besides my rental. There was no one available for common questions and the gate was closed by 5pm. This was a manual gate which is fine but the lightening was bad ..."

Reviewed on Jun 9, 2026

Opens in a new windowCalypso Hotel Nevis
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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
Book a stay at this luxury resort in Basseterre. Enjoy free WiFi, free parking, and 3 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Royal St. Kitts Golf Club and Frigate Bay Beach are located nearby.
Opens in a new windowSt Kitts Marriott Beach Resort, Casino & Spa
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.

Frequently asked questions

How much is the cheapest flight to Saint James Windward Parish?
Based on prices found over the last seven days on Travelocity, a roundtrip flight to Saint James Windward Parish started at as little as $328. If you're flexible with your dates, it will be easy to snap up a great bargain. This price was available on Travelocity for flights to Saint James Windward Parish departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Saint James Windward Parish?
For the best chance at landing a fantastic flight deal, organize your vacation sometime in September. Based on Travelocity's direct flight demand from January to December last year, it's the cheapest period to jet to Saint James Windward Parish.
How can I check my flight status to Saint James Windward Parish?
"Trips" has you covered when it comes to the ins and outs of your flight to Saint James Windward Parish. Our customer portal allows you to organize everything in the one place, from checking your flight status to making changes to your booking. Click on Trips at the top of the Travelocity homepage and then create a free account in seconds. Alternatively, download the Travelocity app and access your details on the go. Whether you've got the family flying with you or you're riding solo, all your bookings are at your fingertips.
How do I find the best deals on flights to Saint James Windward Parish?
There are a few ways — book ahead of time, avoid the peak tourist season and be flexible with your travel dates. If you don't have a specific date in mind, search for your flight to Saint James Windward Parish on Travelocity and click on "Flexible dates" at the top of the page. This will help you locate any cheaper airfares on a nearby day. $328 was the best price for a roundtrip flight to Saint James Windward Parish in the last seven days. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Saint James Windward Parish with Travelocity?
From cheap flights to Saint James Windward Parish to activities and all-inclusive resorts, Travelocity is your one-stop shop for amazing adventures. With everything at hand, you can relax while preparing for the wonderful things that await you in Saint James Windward Parish and less time on travel planning. Plus with our Price Match Guarantee and 24/7 customer support throughout your trip, we go out of our way to make your next break a hassle-free one.
How much is a flight to Saint James Windward Parish on average?
Based on prices found over the last seven days, roundtrip flights to Saint James Windward Parish cost between $328 and $1,848. Whenever you're ready to take off, Travelocity will help you find a fare that'll fit your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What can I expect on a flight to Saint James Windward Parish?
The flight time and whether you opt for a full-service or low-priced carrier will determine what you can expect. If you're searching for long-haul flights to Saint James Windward Parish, meals, drinks and entertainment should be included. After cheap flights for family vacations? You'll save with budget carriers. Generally, these airlines don't provide as many inclusions, or you'll need to pay an extra fee for them.