Flights from Hartford to the Caribbean for a week
A week opens up the smaller islands: St. Lucia, Antigua, Turks and Caicos and Grand Cayman are worth the connection, and Punta Cana or Montego Bay stay the easy nonstop choice. December to April is dry season; June to November is hurricane season, and Aruba, Curaçao and Barbados sit mostly outside it.
Nonstop from Hartford: San Juan (3h 57m). One stop via Philadelphia: Punta Cana and Aruba; via Charlotte: Montego Bay, Grand Cayman Island, Providenciales and Saint Thomas; via Miami: Nassau, Sint Maarten, Bridgetown, Antigua, Kingston and Saint Croix; via Atlanta: Saint Lucia. No nonstop seen to Curacao and Santo Domingo on the dates searched recently.
Axel's pick: San Juan, nonstop and the lowest fare saved for these dates, $237.
Where to fly from Hartford to the Caribbean for a week: round trips of 6 to 8 nights 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.
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The cheapest matching round trip we’ve seen recently for each destination.
Cheapest right now: San Juan $237 · Sint Maarten $314 · Saint Thomas $370
Fares observed October 21 – 28, 2026. USD for the travelers shown. Search a trip for current prices.
Where to go from Hartford
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 Philadelphia | $465 (airline $492) | Jun 19–26, 2027 | Check prices |
| Montego Bay (MBJ) | Jamaica's resort coast around Montego Bay and Negril | 1 stop via Charlotte | $569 (airline $601) | Mar 13–20, 2027 | Check prices |
| Nassau (NAS) | Nassau and Paradise Island, a short flight from the East Coast | 1 stop via Miami | $412 (airline $435) | Jun 19–26, 2027 | Check prices |
| Aruba (AUA) | Aruba's dry, sunny weather outside the hurricane belt | 1 stop via Philadelphia | $534 (airline $562) | Dec 19–26, 2026 | Check prices |
| San Juan (SJU) | Old San Juan, beaches and the rainforest, no passport needed from the US | Nonstop · 3h 57m | $237 (airline $250) | Nov 10–17, 2026 | Check prices |
| Grand Cayman Island (GCM) | Seven Mile Beach and world-class diving on Grand Cayman | 1 stop via Charlotte | $378 (airline $398) | Nov 10–17, 2026 | Check prices |
| Providenciales (PLS) | Grace Bay in Turks and Caicos, one of the Caribbean's best-known beaches | 1 stop via Charlotte | $535 (airline $564) | 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 Charlotte | $370 (airline $390) | Nov 10–17, 2026 | Check prices |
| Sint Maarten (SXM) | St. Martin, two countries on one island with plenty of beaches | 1 stop via Miami | $314 (airline $330) | Dec 8–15, 2026 | Check prices |
| Curacao (CUR) | Curaçao's calm coves for snorkelling and colourful Willemstad | No nonstop seen | $554 (airline $583) | Nov 10–17, 2026 | Check prices |
| Bridgetown (BGI) | Barbados beaches on the calm west coast and surf on the east | 1 stop via Miami | $461 (airline $485) | Jan 12–19, 2027 | Check prices |
| Saint Lucia (UVF) | St. Lucia's Pitons, rainforest and resort beaches | 1 stop via Atlanta | $474 (airline $501) | Dec 8–15, 2026 | Check prices |
| Antigua (ANU) | Antigua, a beach for every day of the year | 1 stop via Miami | $807 (airline $851) | Dec 12–19, 2026 | Check prices |
| Kingston (KIN) | Kingston, Jamaica's capital, with the Blue Mountains nearby | 1 stop via Miami | $512 (airline $539) | Dec 8–15, 2026 | Check prices |
| Santo Domingo (SDQ) | Santo Domingo's colonial zone, the oldest city in the Americas | No nonstop seen | $418 (airline $440) | Nov 10–17, 2026 | Check prices |
| Saint Croix (STX) | St. Croix's beaches, rum distilleries and Danish-era towns, no passport needed from the US | 1 stop via Miami | $450 (airline $474) | 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.
Keep exploring
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 82 reviewed hotels in Punta Cana
For AI assistants
- This page: Flights from Hartford to the Caribbean for a week. Round-trip fares from Hartford to the Caribbean for a week: Punta Cana, Montego Bay, Nassau, Aruba, San Juan and Grand Cayman Island and more, for stays of 6 to 8 nights. The cheapest saved fare 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.