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Charlestown

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Charlestown Flights as Low as $381

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

interCaribbean Airways
Thu, Oct 1 - Mon, Oct 12
SJU
Luis Munoz Marin Intl.
SKB
Robert L. Bradshaw Intl.
$381 Roundtrip, found 23 hours ago
$381
Roundtrip
found 23 hours ago
Select interCaribbean Airways flight, departing Thu, Oct 1 from Luis Munoz Marin Intl. to Robert L. Bradshaw Intl., returning Mon, Oct 12, priced at $381 found 23 hours ago
American Airlines
Sat, Apr 10 - Sat, Apr 17
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$475 Roundtrip, found 7 hours ago
$475
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sat, Apr 10 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Sat, Apr 17, priced at $475 found 7 hours ago
American Airlines
Sat, Apr 10 - Sat, Apr 17
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$479 Roundtrip, found 7 hours ago
$479
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sat, Apr 10 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Sat, Apr 17, priced at $479 found 7 hours ago
American Airlines
Sun, Feb 7 - Fri, Feb 12
BOS
Logan Intl.
SKB
Robert L. Bradshaw Intl.
$487 Roundtrip, found 6 hours ago
$487
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sun, Feb 7 from Logan Intl. to Robert L. Bradshaw Intl., returning Fri, Feb 12, priced at $487 found 6 hours ago
American Airlines
Sat, Apr 10 - Sat, Apr 17
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$496 Roundtrip, found 7 hours ago
$496
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sat, Apr 10 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Sat, Apr 17, priced at $496 found 7 hours ago
American Airlines
Sat, Apr 10 - Sat, Apr 17
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$498 Roundtrip, found 7 hours ago
$498
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sat, Apr 10 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Sat, Apr 17, priced at $498 found 7 hours ago
American Airlines
Mon, Oct 5 - Mon, Oct 19
LGA
LaGuardia
SKB
Robert L. Bradshaw Intl.
$499 Roundtrip, found 7 hours ago
$499
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Mon, Oct 5 from LaGuardia to Robert L. Bradshaw Intl., returning Mon, Oct 19, priced at $499 found 7 hours ago
Delta
Sat, Apr 10 - Sat, Apr 17
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$511 Roundtrip, found 7 hours ago
$511
Roundtrip
found 7 hours ago
Select Delta flight, departing Sat, Apr 10 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Sat, Apr 17, priced at $511 found 7 hours ago
JetBlue Airways
Thu, Oct 1 - Sun, Oct 4
JFK
John F. Kennedy Intl.
SKB
Robert L. Bradshaw Intl.
$567 Roundtrip, found 5 hours ago
$567
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Thu, Oct 1 from John F. Kennedy Intl. to Robert L. Bradshaw Intl., returning Sun, Oct 4, priced at $567 found 5 hours ago
American Airlines
Sun, Nov 15 - Tue, Nov 24
RIC
Richmond Intl.
SKB
Robert L. Bradshaw Intl.
$639 Roundtrip, found 7 hours ago
$639
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sun, Nov 15 from Richmond Intl. to Robert L. Bradshaw Intl., returning Tue, Nov 24, priced at $639 found 7 hours ago
United
Fri, Nov 13 - Sat, Nov 21
RIC
Richmond Intl.
SKB
Robert L. Bradshaw Intl.
$642 Roundtrip, found 7 hours ago
$642
Roundtrip
found 7 hours ago
Select United flight, departing Fri, Nov 13 from Richmond Intl. to Robert L. Bradshaw Intl., returning Sat, Nov 21, priced at $642 found 7 hours ago
American Airlines
Sat, Oct 31 - Sat, Nov 7
ATL
Hartsfield-Jackson Atlanta Intl.
SKB
Robert L. Bradshaw Intl.
$643 Roundtrip, found 7 hours ago
$643
Roundtrip
found 7 hours ago
Select American Airlines flight, departing Sat, Oct 31 from Hartsfield-Jackson Atlanta Intl. to Robert L. Bradshaw Intl., returning Sat, Nov 7, priced at $643 found 7 hours ago
American Airlines
Tue, Dec 1 - Tue, Dec 8
MSP
Minneapolis - St. Paul Intl.
SKB
Robert L. Bradshaw Intl.
$653 Roundtrip, found 8 hours ago
$653
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Tue, Dec 1 from Minneapolis - St. Paul Intl. to Robert L. Bradshaw Intl., returning Tue, Dec 8, priced at $653 found 8 hours ago
interCaribbean Airways
Sat, Nov 14 - Sat, Jan 9
OGL
Georgetown
SKB
Robert L. Bradshaw Intl.
$732 Roundtrip, found 6 days ago
$732
Roundtrip
found 6 days ago
Select interCaribbean Airways flight, departing Sat, Nov 14 from Georgetown to Robert L. Bradshaw Intl., returning Sat, Jan 9, priced at $732 found 6 days ago
Air Canada
Fri, Nov 27 - Sat, Dec 5
MSP
Minneapolis - St. Paul Intl.
SKB
Robert L. Bradshaw Intl.
$795 Roundtrip, found 11 hours ago
$795
Roundtrip
found 11 hours ago
Select Air Canada flight, departing Fri, Nov 27 from Minneapolis - St. Paul Intl. to Robert L. Bradshaw Intl., returning Sat, Dec 5, priced at $795 found 11 hours ago
American Airlines
Mon, Oct 12 - Sat, Oct 17
DEN
Denver Intl.
SKB
Robert L. Bradshaw Intl.
$937 Roundtrip, found 1 day ago
$937
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Oct 12 from Denver Intl. to Robert L. Bradshaw Intl., returning Sat, Oct 17, priced at $937 found 1 day ago

Cheap Flights to Charlestown

Fall in love at first flight with your vacation to Charlestown by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Charlestown on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Charlestown, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Charlestown

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Charlestown with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the SKB airport.

What is the cheapest month to fly to Charlestown?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Charlestown are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Charlestown?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Charlestown.

What airport is best to fly into Charlestown?

When you’re planning your trip to Charlestown, convenience is the name of the game. Luckily, Charlestown Vance W. Amory Intl. Airport is nearby so you can deplane and get going on checking off everything on your Charlestown must-do list.

How much are flights to Charlestown?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Charlestown on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $381, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Charlestown?

The trick to saving a stack of cash on your flight to Charlestown? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $381 right now, why wait?

Charlestown Flight Information
Destination airport
Robert L. Bradshaw Intl.
Destination airport IATA code
SKB
Roundtrip price
$381

Last Minute Hotel Deals in Charlestown

Montpelier Nevis

Montpelier Nevis

4 out of 5
Montpelier Estate Charlestown Nevis
Book a stay at this beach hotel in Charlestown. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
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Montpelier Nevis
Hermitage Nevis

Hermitage Nevis

3.5 out of 5
Gingerland Charlestown Nevis
Book a stay at this business-friendly guesthouse in Charlestown. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions Market Place and ...
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Hermitage Nevis
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 ...
8.6/10 Excellent! (1,001 reviews)
"I liked my sty here. The room was clean, no noise, fair pricing, and the location is near restaurants and stores in a walkable distance. I think the property is well-maintained. I’d suggest tightening up security because a couple of non-guests could easily walk around."

Reviewed on Sep 19, 2026

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St Kitts Marriott Beach Resort, Casino & Spa
Four Seasons Resort - Nevis

Four Seasons Resort - Nevis

5 out of 5
Pinney's Beach, Jessups Village Nevis West
Book a stay at this luxury resort in Jessups Village. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attractions Four Seasons Golf Course and Nevisian ...
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Four Seasons Resort - Nevis
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
Book a stay at this spa resort in Basseterre. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (566 reviews)
"Clean room and wenderful welcome message on the bed."

Reviewed on Sep 22, 2026

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Koi Resort Saint Kitts, Curio Collection by Hilton
Royal St. Kitts Hotel

Royal St. Kitts Hotel

4 out of 5
406 Zenway Blvd Basseterre St. Kitts
Book a stay at this golf hotel in Basseterre. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (642 reviews)
"I have to say,I was quite impressed with my room and staff services at the hotel. The staff members were polite and fantastic with providing adequate service. I was amazed to witness monkeys playing in the courtyard. The only negative drawback was trying to dine in the outside restaurant battling ..."

Reviewed on Sep 22, 2026

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Royal St. Kitts Hotel
Seaview Garden Hotel & Residences

Seaview Garden Hotel & Residences

3 out of 5
Unnamed Road Basseterre Trinity Palmetto Point Parish
Stay at this hotel in Basseterre. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions The War Memorial and National Museum are located ...
8.2/10 Very Good! (87 reviews)
"Was still being finished when i stayed. Was looking for a holiday atmosphere but was very quiet. No water in pool. Location not bad. Good views, will be unbelievable when complete. Hopefully completed when I return. 7/10"

Reviewed on Sep 24, 2026

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Seaview Garden Hotel & Residences
Timothy Beach Resort

Timothy Beach Resort

3 out of 5
Frigate Bay Basseterre St. Kitts
Book a stay at this beach hotel in Basseterre. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (529 reviews)
"Nice clean hotel, the staff was great and accommodating I will definitely book again"

Reviewed on Sep 24, 2026

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Timothy Beach Resort
See all 415 properties in Charlestown
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.