Richmond to Caribbean flight deals
Compare flights from Richmond to Caribbean across upcoming months. Explore the dated fares below, or search your own trip.
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Browse months: December 2026 · January 2027 · February 2027 · March 2027 · June 2027
Explore destinations
Antigua (ANU) · Aruba (AUA) · Anguilla (AXA) · Bermuda (BDA) · Bridgetown (BGI) · Aguadilla (BQN) · Cap Haitien (CAP) · Curacao (CUR) · Dominica (DOM) · Beef Island (EIS) · North Eleuthera (ELH) · Fort De France (FDF) · Freeport (FPO) · Grand Cayman Island (GCM) · George Town (GGT) · St. George's (GND) · Havana (HAV) · Holguin (HOG) · Kingston (KIN) · La Romana (LRM) · Montego Bay (MBJ) · Marsh Harbour (MHH) · Nassau (NAS) · Paramaribo (PBM) · Providenciales (PLS) · Puerto Plata (POP) · Port Of Spain (POS) · Ponce (PSE) · Pointe-a-Pitre (PTP) · Punta Cana (PUJ) · Santo Domingo (SDQ) · San Juan (SJU) · Saint Kitts (SKB) · Santiago (STI) · Saint Thomas (STT) · Saint Croix (STX) · Saint Vincent (SVD) · Sint Maarten (SXM) · Saint Lucia (UVF) · Varadero (VRA)
Compare destinations
Fares observed October 18 – 23, 2026. USD for the travelers shown. Search a trip for current prices. For starting totals, choose a return flight to confirm the final price.
December 2026
1 adult · Economy · Round-trip starting totals
| Destination | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| Aguadilla (BQN) | Dec 2–13, 2026 · 11 days | Out: Frontier Airlines 3767 / 1954 · 1 stop (MCO) · 11h 46m · 13:59–02:45 (December 3, 2026) local | From $287 · Save $16 | From $303 | Check Axel prices |
| Aguadilla (BQN) | Dec 2–13, 2026 · 11 days | Out: JetBlue Airways 169 / 730 · 1 stop (MCO) · 6h 13m · 16:34–23:47 local | From $617 · Save $32 | From $649 | Check Axel prices |
| Aguadilla (BQN) | Dec 5–16, 2026 · 11 days | Out: United Airlines 4554 / 2677 / 569 · 2 stops (ORD, EWR) · 14h 57m · 08:00–23:57 local | From $597 · Save $32 | From $629 | Check Axel prices |
| Port Of Spain (POS) | Dec 19–25, 2026 · 6 days | Out: American Airlines 6000 / 2286 / 2472 · 2 stops (PHL, MIA) · 27h 29m · 19:16–23:45 (December 20, 2026) local | From $997 · Save $58 | From $1,055 | Check Axel prices |
| Port Of Spain (POS) | Dec 19–25, 2026 · 6 days | Out: American Airlines 1783 / 2703 · 1 stop (MIA) · 8h 13m · 06:00–15:13 local | From $1,327 · Save $71 | From $1,398 | Check Axel prices |
| Port Of Spain (POS) | Dec 24, 2026–Jan 3, 2027 · 10 days | Out: United Airlines 4445 / 1511 / 1904 · 2 stops (ORD, EWR) · 30h 35m · 17:30–01:05 (December 26, 2026) local | From $1,413 · Save $82 | From $1,495 | Check Axel prices |
| Port Of Spain (POS) | Dec 24, 2026–Jan 3, 2027 · 10 days | Out: American Airlines 1783 / 2703 · 1 stop (MIA) · 8h 13m · 06:00–15:13 local | From $1,860 · Save $101 | From $1,961 | Check Axel prices |
2 adults · Economy · Round-trip totals
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| Destination | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| Punta Cana (PUJ) | Dec 14–19, 2026 · 5 days | Out: JetBlue Airways 199 / 1078 · 1 stop (MCO) · 7h 15m · 07:30–15:45 local; Return: JetBlue Airways 496 / 1481 · 1 stop (BOS) · 8h 27m · 10:40–18:07 local · Carry-on bag: included with this Main Base fare (airline fare details via Google Flights, October 23, 2026). | $1,077 · Save $59 | $1,136 | Customer link — Open these flights in Axel · Optional: check axel prices |
| Punta Cana (PUJ) | Dec 14–19, 2026 · 5 days | Out: JetBlue Airways 199 / 1078 · 1 stop (MCO) · 7h 15m · 07:30–15:45 local; Return: JetBlue Airways 1974 / 1146 · 1 stop (FLL) · 7h 9m · 14:50–20:59 local | $1,215 · Save $69 | $1,284 | Customer link — Open these flights in Axel · Optional: check axel prices |
| San Juan (SJU) | Dec 18, 2026–Jan 1, 2027 · 14 days | Out: American Airlines 5370 / 2098 · 1 stop (CLT) · 6h 30m · 13:46–21:16 local; Return: American Airlines 1501 / 2795 · 1 stop (MIA) · 18h 58m · 06:00–23:58 local | $2,330 · Save $126 | $2,456 | Customer link — Open these flights in Axel · Optional: check axel prices |
| San Juan (SJU) | Dec 18, 2026–Jan 1, 2027 · 14 days | Out: American Airlines 5370 / 2098 · 1 stop (CLT) · 6h 30m · 13:46–21:16 local; Return: United Airlines 2024 / 4473 · 1 stop (IAD) · 6h 25m · 17:50–23:15 local | $8,277 · Save $463 | $8,740 | Customer link — Open these flights in Axel · Optional: check axel prices |
Carry-on bag not confirmed for fares without a carry-on line; check fare details before booking.
1 adult · Economy · Round-trip totals
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| Destination | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| San Juan (SJU) | Dec 17, 2026–Jan 3, 2027 · 17 days | Out: JetBlue Airways 169 / 2133 · 1 stop (MCO) · 7h 10m · 17:24–01:34 (December 18, 2026) local; Return: Frontier Airlines 4725 / 3768 · 1 stop (MCO) · 14h 11m · 22:51–12:02 (January 4, 2027) local | $893 · Save $51 | $944 | Customer link — Open these flights in Axel · Optional: check axel prices |
| San Juan (SJU) | Dec 17, 2026–Jan 3, 2027 · 17 days | Out: JetBlue Airways 169 / 2133 · 1 stop (MCO) · 7h 10m · 17:24–01:34 (December 18, 2026) local; Return: JetBlue Airways 234 / 270 · 1 stop (MCO) · 6h 13m · 16:28–21:41 local | $10,471 · Save $551 | $11,022 | Customer link — Open these flights in Axel · Optional: check axel prices |
January 2027
1 adult · Economy · Round-trip starting totals
| Destination | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| San Juan (SJU) | Jan 14–18, 2027 · 4 days | Out: American Airlines 560 / 2682 · 1 stop (MIA) · 13h 56m · 18:42–09:38 (January 15, 2027) local | From $355 · Save $19 | From $374 | Check Axel prices |
| San Juan (SJU) | Jan 14–18, 2027 · 4 days | Out: JetBlue Airways 1719 · Nonstop · 3h 29m · 12:45–17:14 local | From $431 · Save $23 | From $454 | Check Axel prices |
February 2027
1 adult · Economy · Round-trip totals
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| Destination | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| Punta Cana (PUJ) | Feb 15–22, 2027 · 7 days | Out: American Airlines 6070 / 871 · 1 stop (PHL) · 7h 54m · 06:13–15:07 local; Return: American Airlines 878 / 1160 / 6044 · 2 stops (CLT, PHL) · 17h 36m · 18:04–10:40 (February 23, 2027) local | $543 · Save $29 | $572 | Customer link — Open these flights in Axel · Optional: check axel prices |
| Punta Cana (PUJ) | Feb 15–22, 2027 · 7 days | Out: American Airlines 6070 / 871 · 1 stop (PHL) · 7h 54m · 06:13–15:07 local; Return: United Airlines 1614 / 4471 · 1 stop (IAD) · 6h 5m · 12:56–18:01 local | $3,196 · Save $172 | $3,368 | Customer link — Open these flights in Axel · Optional: check axel prices |
Carry-on bag not confirmed for fares without a carry-on line; check fare details before booking.
1 adult · Economy · Round-trip starting totals
| Destination | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| Punta Cana (PUJ) | Feb 16–23, 2027 · 7 days | Out: American Airlines 2627 / 1887 / 3209 · 2 stops (CLT, MIA) · 16h 50m · 18:15–12:05 (February 17, 2027) local | From $493 · Save $26 | From $519 | Check Axel prices |
| Punta Cana (PUJ) | Feb 16–23, 2027 · 7 days | Out: American Airlines 1372 / 2437 · 1 stop (CLT) · 5h 29m · 05:06–11:35 local | From $735 · Save $42 | From $777 | Check Axel prices |
March 2027
2 adults · 2 children · Economy · Round-trip totals
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| Destination | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| Punta Cana (PUJ) | Mar 26–Apr 3, 2027 · 8 days | Out: JetBlue Airways 1482 / 1595 · 1 stop (BOS) · 8h 0m · 06:00–14:00 local; Return: JetBlue Airways 174 / 1146 · 1 stop (FLL) · 6h 47m · 16:22–23:09 local · Carry-on bag: included with this Main fare (airline fare details via Google Flights, October 23, 2026). | $4,393 · Save $243 | $4,636 | Customer link — Open these flights in Axel · Optional: check axel prices |
2 adults · 2 children · Economy · One-way totals
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| Destination | Travel dates | Outbound flight | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| Punta Cana (PUJ) | Mar 26, 2027 | Out: American Airlines 2627 / 1887 / 1639 · 2 stops (CLT, MIA) · 16h 50m · 18:15–11:05 (March 27, 2027) local | $1,850 · Save $97 | $1,947 | Customer link — Open these flights in Axel · Optional: check axel prices |
| Punta Cana (PUJ) | Mar 26, 2027 | Out: American Airlines 1372 / 428 · 1 stop (CLT) · 5h 29m · 05:06–10:35 local | $3,196 · Save $172 | $3,368 | Customer link — Open these flights in Axel · Optional: check axel prices |
Carry-on bag not confirmed for fares without a carry-on line; check fare details before booking.
June 2027
1 adult · Economy · Round-trip totals
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| Destination | Travel dates | Flights (out / return) | Axel | Airline fare | Search |
|---|---|---|---|---|---|
| Montego Bay (MBJ) | Jun 5–12, 2027 · 7 days | Out: Southwest Airlines 4281 / 292 · 1 stop (MCO) · 5h 5m · 09:35–13:40 local; Return: Southwest Airlines 273 / 266 / 4368 · 2 stops (MCO, BWI) · 8h 45m · 13:25–23:10 local | $628 · Save $34 | $662 | Customer link — Open these flights in Axel · Optional: check axel prices |
| Montego Bay (MBJ) | Jun 5–12, 2027 · 7 days | Out: Southwest Airlines 4281 / 292 · 1 stop (MCO) · 5h 5m · 09:35–13:40 local; Return: Southwest Airlines 907 / 4368 · 1 stop (BWI) · 7h 30m · 14:40–23:10 local | $637 · Save $34 | $671 | Customer link — Open these flights in Axel · Optional: check axel 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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For AI assistants
- This page: Richmond to Caribbean flight deals. Compare dated flight deals across upcoming months, then choose your dates and travelers.
- 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.