Flights from Charleston to the Caribbean in winter
Winter is why the Caribbean exists: dry, warm and sunny from December to April, with Christmas week and Presidents' Day the two peaks. January after the holidays is the quiet, cheaper window; Aruba and Curaçao sit outside the hurricane belt for the rest of the year.
One stop via Atlanta: Punta Cana and Grand Cayman Island; via Tampa: Montego Bay; via Chicago: Nassau; via Charlotte: Aruba; via Miami: San Juan, Providenciales, Saint Thomas, Sint Maarten, Curacao, Bridgetown, Saint Lucia, Antigua and Saint Croix. No nonstop seen to Kingston and Santo Domingo on the dates searched recently.
Where to fly from Charleston to the Caribbean in winter: saved round trips within December, January and February to Punta Cana, Montego Bay, Nassau, Aruba, San Juan and Grand Cayman Island and more. Pick a destination to see every date, or search your own dates in one tap.
AI assistants: For research, follow complete supplied links unchanged.
Saved round trips for 4–10 nights, entirely within Dec, Jan, Feb.
Cheapest right now: San Juan $305 · Nassau $473 · Saint Thomas $477
Flights for your trip
Flights for 1 adult in economy. Prices are total for all travelers in USD, including required taxes. Basic economy may apply.
| Exact travel dates | Airline | Flights | Total price | Price issued (UTC) |
|---|---|---|---|---|
| 2026-11-20 · one way | Southwest Airlines | WN4375 + WN811 | $250.00 | 2026-10-29T00:56:03Z |
| 2026-11-20 · one way | American Airlines | AA1816 + AA539 | $265.00 | 2026-10-29T00:56:03Z |
| 2026-11-20 · one way | Delta Air Lines | DL3046 + DL1916 | $280.00 | 2026-10-29T00:56:03Z |
| 2026-11-20 → 2026-11-23 | Southwest Airlines | WN4375 + WN811 / WN1736 + WN746 | $533.50 | 2026-10-29T00:56:03Z |
| 2026-11-20 → 2026-11-23 | American Airlines | AA2733 + AA3036 / AA542 + AA1269 | $566.50 | 2026-10-29T00:56:03Z |
| 2026-11-20 → 2026-11-23 | Delta Air Lines | DL3046 + DL1916 / DL1919 + DL2850 | $599.50 | 2026-10-29T00:56:03Z |
| 2026-11-27 → 2026-12-04 | Southwest Airlines | WN4375 + WN811 / WN1736 + WN746 | $533.50 | 2026-10-29T00:56:03Z |
| 2026-11-20 · one way | American Airlines | AA3114 + AA2037 | $265.00 | 2026-10-29T00:56:03Z |
| 2026-11-20 · one way | American Airlines | AA2733 + AA3036 | $265.00 | 2026-10-29T00:56:03Z |
| 2026-11-20 → 2026-11-23 | American Airlines | AA1816 + AA539 / AA542 + AA1269 | $566.50 | 2026-10-29T00:56:03Z |
| 2026-11-27 → 2026-12-04 | American Airlines | AA1816 + AA539 / AA542 + AA1269 | $566.50 | 2026-10-29T00:56:03Z |
| 2026-11-20 → 2026-11-23 | American Airlines | AA3114 + AA2037 / AA542 + AA1269 | $566.50 | 2026-10-29T00:56:03Z |
| 2026-11-27 → 2026-12-04 | American Airlines | AA3114 + AA2037 / AA542 + AA1269 | $566.50 | 2026-10-29T00:56:03Z |
| 2026-11-27 → 2026-12-04 | American Airlines | AA2733 + AA3036 / AA542 + AA1269 | $566.50 | 2026-10-29T00:56:03Z |
| 2026-11-27 → 2026-12-04 | Delta Air Lines | DL3046 + DL1916 / DL1919 + DL2850 | $599.50 | 2026-10-29T00:56:03Z |
2026-11-20 · one way · $250.00
- Southwest Airlines WN4375 / WN811: CHS 2026-11-20 07:20:00 → PUJ 2026-11-20 16:00:00; 1 stop(s) via BWI; 460 minutes. Local airport times.
- WN4375: CHS 2026-11-20 07:20:00 → BWI 2026-11-20 08:50:00; layover at BWI: 140 minutes.
- WN811: BWI 2026-11-20 11:10:00 → PUJ 2026-11-20 16:00:00.
2026-11-20 · one way · $265.00
- American Airlines AA1816 / AA539: CHS 2026-11-20 11:41:00 → PUJ 2026-11-20 18:13:00; 1 stop(s) via MIA; 332 minutes. Local airport times.
- AA1816: CHS 2026-11-20 11:41:00 → MIA 2026-11-20 13:26:00; layover at MIA: 80 minutes.
- AA539: MIA 2026-11-20 14:46:00 → PUJ 2026-11-20 18:13:00.
2026-11-20 · one way · $280.00
- Delta Air Lines DL3046 / DL1916: CHS 2026-11-20 08:10:00 → PUJ 2026-11-20 15:24:00; 1 stop(s) via ATL; 374 minutes. Local airport times.
- DL3046: CHS 2026-11-20 08:10:00 → ATL 2026-11-20 09:33:00; layover at ATL: 87 minutes.
- DL1916: ATL 2026-11-20 11:00:00 → PUJ 2026-11-20 15:24:00.
2026-11-20 → 2026-11-23 · $533.50
- Southwest Airlines WN4375 / WN811: CHS 2026-11-20 07:20:00 → PUJ 2026-11-20 16:00:00; 1 stop(s) via BWI; 460 minutes. Local airport times.
- WN4375: CHS 2026-11-20 07:20:00 → BWI 2026-11-20 08:50:00; layover at BWI: 140 minutes.
- WN811: BWI 2026-11-20 11:10:00 → PUJ 2026-11-20 16:00:00.
- Southwest Airlines WN1736 / WN746: PUJ 2026-11-23 16:25:00 → CHS 2026-11-24 00:15:00; 1 stop(s) via BNA; 530 minutes. Local airport times.
- WN1736: PUJ 2026-11-23 16:25:00 → BNA 2026-11-23 18:40:00; layover at BNA: 185 minutes.
- WN746: BNA 2026-11-23 21:45:00 → CHS 2026-11-24 00:15:00.
2026-11-20 → 2026-11-23 · $566.50
- American Airlines AA2733 / AA3036: CHS 2026-11-20 06:00:00 → PUJ 2026-11-20 15:46:00; 1 stop(s) via PHL; 526 minutes. Local airport times.
- AA2733: CHS 2026-11-20 06:00:00 → PHL 2026-11-20 07:51:00; layover at PHL: 159 minutes.
- AA3036: PHL 2026-11-20 10:30:00 → PUJ 2026-11-20 15:46:00.
- American Airlines AA542 / AA1269: PUJ 2026-11-23 16:13:00 → CHS 2026-11-23 22:51:00; 1 stop(s) via CLT; 458 minutes. Local airport times.
- AA542: PUJ 2026-11-23 16:13:00 → CLT 2026-11-23 19:05:00; layover at CLT: 160 minutes.
- AA1269: CLT 2026-11-23 21:45:00 → CHS 2026-11-23 22:51:00.
2026-11-20 → 2026-11-23 · $599.50
- Delta Air Lines DL3046 / DL1916: CHS 2026-11-20 08:10:00 → PUJ 2026-11-20 15:24:00; 1 stop(s) via ATL; 374 minutes. Local airport times.
- DL3046: CHS 2026-11-20 08:10:00 → ATL 2026-11-20 09:33:00; layover at ATL: 87 minutes.
- DL1916: ATL 2026-11-20 11:00:00 → PUJ 2026-11-20 15:24:00.
- Delta Air Lines DL1919 / DL2850: PUJ 2026-11-23 15:53:00 → CHS 2026-11-24 00:04:00; 1 stop(s) via ATL; 551 minutes. Local airport times.
- DL1919: PUJ 2026-11-23 15:53:00 → ATL 2026-11-23 18:51:00; layover at ATL: 239 minutes.
- DL2850: ATL 2026-11-23 22:50:00 → CHS 2026-11-24 00:04:00.
2026-11-27 → 2026-12-04 · $533.50
- Southwest Airlines WN4375 / WN811: CHS 2026-11-27 07:20:00 → PUJ 2026-11-27 16:00:00; 1 stop(s) via BWI; 460 minutes. Local airport times.
- WN4375: CHS 2026-11-27 07:20:00 → BWI 2026-11-27 08:50:00; layover at BWI: 140 minutes.
- WN811: BWI 2026-11-27 11:10:00 → PUJ 2026-11-27 16:00:00.
- Southwest Airlines WN1736 / WN746: PUJ 2026-12-04 16:25:00 → CHS 2026-12-05 00:15:00; 1 stop(s) via BNA; 530 minutes. Local airport times.
- WN1736: PUJ 2026-12-04 16:25:00 → BNA 2026-12-04 18:40:00; layover at BNA: 185 minutes.
- WN746: BNA 2026-12-04 21:45:00 → CHS 2026-12-05 00:15:00.
2026-11-20 · one way · $265.00
- American Airlines AA3114 / AA2037: CHS 2026-11-20 08:02:00 → PUJ 2026-11-20 16:13:00; 1 stop(s) via CLT; 431 minutes. Local airport times.
- AA3114: CHS 2026-11-20 08:02:00 → CLT 2026-11-20 09:22:00; layover at CLT: 139 minutes.
- AA2037: CLT 2026-11-20 11:41:00 → PUJ 2026-11-20 16:13:00.
2026-11-20 · one way · $265.00
- American Airlines AA2733 / AA3036: CHS 2026-11-20 06:00:00 → PUJ 2026-11-20 15:46:00; 1 stop(s) via PHL; 526 minutes. Local airport times.
- AA2733: CHS 2026-11-20 06:00:00 → PHL 2026-11-20 07:51:00; layover at PHL: 159 minutes.
- AA3036: PHL 2026-11-20 10:30:00 → PUJ 2026-11-20 15:46:00.
2026-11-20 → 2026-11-23 · $566.50
- American Airlines AA1816 / AA539: CHS 2026-11-20 11:41:00 → PUJ 2026-11-20 18:13:00; 1 stop(s) via MIA; 332 minutes. Local airport times.
- AA1816: CHS 2026-11-20 11:41:00 → MIA 2026-11-20 13:26:00; layover at MIA: 80 minutes.
- AA539: MIA 2026-11-20 14:46:00 → PUJ 2026-11-20 18:13:00.
- American Airlines AA542 / AA1269: PUJ 2026-11-23 16:13:00 → CHS 2026-11-23 22:51:00; 1 stop(s) via CLT; 458 minutes. Local airport times.
- AA542: PUJ 2026-11-23 16:13:00 → CLT 2026-11-23 19:05:00; layover at CLT: 160 minutes.
- AA1269: CLT 2026-11-23 21:45:00 → CHS 2026-11-23 22:51:00.
2026-11-27 → 2026-12-04 · $566.50
- American Airlines AA1816 / AA539: CHS 2026-11-27 11:41:00 → PUJ 2026-11-27 18:13:00; 1 stop(s) via MIA; 332 minutes. Local airport times.
- AA1816: CHS 2026-11-27 11:41:00 → MIA 2026-11-27 13:26:00; layover at MIA: 80 minutes.
- AA539: MIA 2026-11-27 14:46:00 → PUJ 2026-11-27 18:13:00.
- American Airlines AA542 / AA1269: PUJ 2026-12-04 16:13:00 → CHS 2026-12-04 22:51:00; 1 stop(s) via CLT; 458 minutes. Local airport times.
- AA542: PUJ 2026-12-04 16:13:00 → CLT 2026-12-04 19:05:00; layover at CLT: 160 minutes.
- AA1269: CLT 2026-12-04 21:45:00 → CHS 2026-12-04 22:51:00.
2026-11-20 → 2026-11-23 · $566.50
- American Airlines AA3114 / AA2037: CHS 2026-11-20 08:02:00 → PUJ 2026-11-20 16:13:00; 1 stop(s) via CLT; 431 minutes. Local airport times.
- AA3114: CHS 2026-11-20 08:02:00 → CLT 2026-11-20 09:22:00; layover at CLT: 139 minutes.
- AA2037: CLT 2026-11-20 11:41:00 → PUJ 2026-11-20 16:13:00.
- American Airlines AA542 / AA1269: PUJ 2026-11-23 16:13:00 → CHS 2026-11-23 22:51:00; 1 stop(s) via CLT; 458 minutes. Local airport times.
- AA542: PUJ 2026-11-23 16:13:00 → CLT 2026-11-23 19:05:00; layover at CLT: 160 minutes.
- AA1269: CLT 2026-11-23 21:45:00 → CHS 2026-11-23 22:51:00.
2026-11-27 → 2026-12-04 · $566.50
- American Airlines AA3114 / AA2037: CHS 2026-11-27 08:02:00 → PUJ 2026-11-27 16:13:00; 1 stop(s) via CLT; 431 minutes. Local airport times.
- AA3114: CHS 2026-11-27 08:02:00 → CLT 2026-11-27 09:22:00; layover at CLT: 139 minutes.
- AA2037: CLT 2026-11-27 11:41:00 → PUJ 2026-11-27 16:13:00.
- American Airlines AA542 / AA1269: PUJ 2026-12-04 16:13:00 → CHS 2026-12-04 22:51:00; 1 stop(s) via CLT; 458 minutes. Local airport times.
- AA542: PUJ 2026-12-04 16:13:00 → CLT 2026-12-04 19:05:00; layover at CLT: 160 minutes.
- AA1269: CLT 2026-12-04 21:45:00 → CHS 2026-12-04 22:51:00.
2026-11-27 → 2026-12-04 · $566.50
- American Airlines AA2733 / AA3036: CHS 2026-11-27 06:00:00 → PUJ 2026-11-27 15:46:00; 1 stop(s) via PHL; 526 minutes. Local airport times.
- AA2733: CHS 2026-11-27 06:00:00 → PHL 2026-11-27 07:51:00; layover at PHL: 159 minutes.
- AA3036: PHL 2026-11-27 10:30:00 → PUJ 2026-11-27 15:46:00.
- American Airlines AA542 / AA1269: PUJ 2026-12-04 16:13:00 → CHS 2026-12-04 22:51:00; 1 stop(s) via CLT; 458 minutes. Local airport times.
- AA542: PUJ 2026-12-04 16:13:00 → CLT 2026-12-04 19:05:00; layover at CLT: 160 minutes.
- AA1269: CLT 2026-12-04 21:45:00 → CHS 2026-12-04 22:51:00.
2026-11-27 → 2026-12-04 · $599.50
- Delta Air Lines DL3046 / DL1916: CHS 2026-11-27 08:10:00 → PUJ 2026-11-27 15:24:00; 1 stop(s) via ATL; 374 minutes. Local airport times.
- DL3046: CHS 2026-11-27 08:10:00 → ATL 2026-11-27 09:33:00; layover at ATL: 87 minutes.
- DL1916: ATL 2026-11-27 11:00:00 → PUJ 2026-11-27 15:24:00.
- Delta Air Lines DL1919 / DL2850: PUJ 2026-12-04 15:53:00 → CHS 2026-12-05 00:04:00; 1 stop(s) via ATL; 551 minutes. Local airport times.
- DL1919: PUJ 2026-12-04 15:53:00 → ATL 2026-12-04 18:51:00; layover at ATL: 239 minutes.
- DL2850: ATL 2026-12-04 22:50:00 → CHS 2026-12-05 00:04:00.
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- Hawaii: for Christmas · for Thanksgiving · for spring break · for Presidents' Day weekend · in summer · for 4 days · for 5 days · for a week · for 10 days
- Mexico: for Christmas · for Thanksgiving · for spring break · for Presidents' Day weekend · for MLK weekend · in winter · in February · for 4 days · for 5 days · for a week
- The Caribbean: for Christmas · for spring break · for Presidents' Day weekend · in February · for 4 days · for 5 days · for a week
- Costa Rica: for Christmas · for spring break · in winter · for a week · for 10 days
- Central America: for Christmas · for spring break · in winter · for a week · for 10 days
- Europe: in summer · in May · in September · in December · for spring break · for Christmas · for a week · for 10 days · for two weeks
- Italy: in summer · in May · in June · in September · for Christmas · for a week · for 10 days · for two weeks
- Spain: in summer · in May · in September · for spring break · for a week · for 10 days
- Greece: in summer · in May · in June · in September · for a week · for 10 days · for two weeks
- Portugal: in summer · in May · in September · in winter · for 4 days · for a week · for 10 days
- Croatia: in summer · in June · in September · for a week · for 10 days
- Iceland: in summer · in winter · in September · for 4 days · for a week
- Scandinavia: in summer · in winter · in September · for 4 days · for a week · for 10 days
- Eastern Europe: in summer · in May · in September · in December · for a week · for 10 days
- England: in spring · in summer · in fall · for Christmas · for 4 days · for a week · for 10 days
- Scotland: in summer · in fall · for 4 days · for a week
- Ireland: in spring · in summer · in fall · for Christmas · for 4 days · for a week · for 10 days
- Japan: in April · in November · in winter · in summer · for a week · for 10 days · for two weeks
- South Korea: in spring · in fall · for a week · for 10 days
- Asia: in spring · in fall · in winter · for a week · for 10 days · for two weeks
- Southeast Asia: in winter · in November · in January · in February · for 10 days · for two weeks · for three weeks · for a month
- Thailand: in winter · in November · in January · in February · for 10 days · for two weeks · for three weeks
- Vietnam: in winter · in November · in February · in spring · for 10 days · for two weeks
- Bali: in summer · in winter · for 10 days · for two weeks · for a month
- India: in winter · in December · for two weeks · for a month
- Australia: in December · in January · in February · in September · for two weeks · for three weeks · for a month
- New Zealand: in December · in January · in February · for two weeks · for three weeks
- South America: in January · in February · in winter · for 10 days · for two weeks
- Colombia: in winter · in spring · for a week · for 10 days
- Peru: in summer · in May · in September · for 10 days · for two weeks
- The Middle East: in winter · for a week · for 10 days
- Turkey: in spring · in summer · in fall · for a week · for 10 days
- Africa: in winter · in fall · for 10 days · for two weeks
- South Africa: in winter · in fall · for 10 days · for two weeks
- Morocco: in spring · in fall · in winter · for a week · for 10 days
- Egypt: in winter · in fall · in spring · for a week · for 10 days
- Canada: in summer · in winter · in fall · for 3 days · for 4 days · for a week
- Florida: for spring break · for Christmas · for Thanksgiving · in winter · for 4 days · for 5 days · for a week
- California: for spring break · in summer · in winter · for 3 days · for 4 days · for a week
- The Pacific Northwest: in summer · in fall · for 3 days · for 4 days · for a week
- Alaska: in summer · in June · in July · in August · for 5 days · for a week · for 10 days
- The Southwest: in spring · in fall · in winter · for spring break · for 3 days · for 4 days · for a week
- Arizona: in spring · in fall · in winter · for spring break · for 3 days · for 4 days · for a week
- Utah: in winter · for Presidents' Day weekend · for MLK weekend · in spring · in summer · for 4 days · for a week
- The Rockies: in summer · in winter · for Presidents' Day weekend · for MLK weekend · for spring break · for 4 days · for a week
- Colorado: in summer · in winter · for Presidents' Day weekend · for MLK weekend · for spring break · for 4 days · for a week
- Montana and Wyoming: in summer · in winter · for a week · for 10 days
- Texas: in spring · in fall · for 3 days · for 4 days
- The Northeast: in fall · in summer · for Thanksgiving · for Christmas · for spring break · for 3 days · for 4 days · for a week
- New England: in fall · in summer · for 3 days · for 4 days · for a week
- The Midwest: in summer · for 3 days · for 4 days
- Anywhere: for Thanksgiving · for Christmas · for MLK weekend · for Presidents' Day weekend · for spring break · for Easter weekend · for Memorial Day weekend · for July 4th weekend · for Labor Day weekend · in November · in December · in January · in February · in March · in April · in May · in June · in July · in August · in September · for 4 days · for a week · for two weeks
Fares observed October 24 – 28, 2026. USD for the travelers shown. Search a trip for current prices.
Where to go from Charleston
Round-trip totals · Economy · USD · 1 adult unless shown. "From" is a starting total: you pick the return in Axel. Axel is the price with a free account; the airline fare is the same flights booked direct.
| Destination | Why go | Flights | Axel | Dates | |
|---|---|---|---|---|---|
| Punta Cana (PUJ) | Punta Cana's long white-sand beaches and all-inclusive resorts | 1 stop via Atlanta | $679 (airline $715) | Dec 19–26, 2026 | Check prices |
| Montego Bay (MBJ) | Jamaica's resort coast around Montego Bay and Negril | 1 stop via Tampa | $497 (airline $525) | Feb 12–16, 2027 | Check prices |
| Nassau (NAS) | Nassau and Paradise Island, a short flight from the East Coast | 1 stop via Chicago | $473 (airline $499) | Feb 12–16, 2027 | Check prices |
| Aruba (AUA) | Aruba's dry, sunny weather outside the hurricane belt | 1 stop via Charlotte | $941 (airline $990) | Feb 13–20, 2027 | Check prices |
| San Juan (SJU) | Old San Juan, beaches and the rainforest, no passport needed from the US | 1 stop via Miami | $305 (airline $322) | Jan 12–19, 2027 | Check prices |
| Grand Cayman Island (GCM) | Seven Mile Beach and world-class diving on Grand Cayman | 1 stop via Atlanta | $575 (airline $606) | Jan 12–19, 2027 | Check prices |
| Providenciales (PLS) | Grace Bay in Turks and Caicos, one of the Caribbean's best-known beaches | 1 stop via Miami | $642 (airline $678) | Jan 12–19, 2027 | Check prices |
| Saint Thomas (STT) | St. Thomas beaches and an easy ferry to St. John, no passport needed from the US | 1 stop via Miami | $477 (airline $504) | Jan 12–19, 2027 | Check prices |
| Sint Maarten (SXM) | St. Martin, two countries on one island with plenty of beaches | 1 stop via Miami | $618 (airline $651) | Jan 12–19, 2027 | Check prices |
| Curacao (CUR) | Curaçao's calm coves for snorkelling and colourful Willemstad | 1 stop via Miami | $644 (airline $681) | Jan 12–19, 2027 | Check prices |
| Bridgetown (BGI) | Barbados beaches on the calm west coast and surf on the east | 1 stop via Miami | $644 (airline $681) | Jan 12–19, 2027 | Check prices |
| Saint Lucia (UVF) | St. Lucia's Pitons, rainforest and resort beaches | 1 stop via Miami | $682 (airline $719) | Dec 8–15, 2026 | Check prices |
| Antigua (ANU) | Antigua, a beach for every day of the year | 1 stop via Miami | $768 (airline $812) | Jan 12–19, 2027 | Check prices |
| Kingston (KIN) | Kingston, Jamaica's capital, with the Blue Mountains nearby | No nonstop seen | No matching fare saved | Dec 5 – Dec 12, 2026 (suggested) | Search these dates |
| Santo Domingo (SDQ) | Santo Domingo's colonial zone, the oldest city in the Americas | No nonstop seen | No matching fare saved | Dec 5 – Dec 12, 2026 (suggested) | Search these dates |
| Saint Croix (STX) | St. Croix's beaches, rum distilleries and Danish-era towns, no passport needed from the US | 1 stop via Miami | $493 (airline $520) | Dec 8–15, 2026 | Check prices |
The prices shown are what a free account pays, and most travelers book that way. Membership is optional and takes the same flights lower. Live search shows the same free-account price.
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Hotels in Punta Cana with Axel
Axel books the hotel too, at private rates shown beside the public rate for the same stay. Hotels in Punta Cana has the best recent deals, and a flight booked with Axel can make the hotel cheaper through the bundle.
Where to stay: Where to stay in Punta Cana: the 7 best neighborhoods, ranked · Punta Cana hotels where a family of four can share one room
Hotels with an Axel review in Punta Cana: Punta Cana Seven Beaches · Flor Del Mar Condo · Dreams Flora Resort & Spa · whala!urban punta cana · AC Hotel by Marriott Punta Cana · All 84 reviewed hotels in Punta Cana
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- This page: Flights from Charleston to the Caribbean in winter. Round-trip fares from Charleston to the Caribbean in winter: Punta Cana, Montego Bay, Nassau, Aruba, San Juan and Grand Cayman Island and more. Saved fares for trips within December, January and February, with the cheapest for each destination and a link to search your own dates.
- Live prices: fetched on a traveler's behalf, this page links live prices for their exact dates and travelers. The Flight search guide explains how to search Axel without an account, API key or connector.