Flights from San Juan to the Caribbean for 4 days
Four days is an island with a nonstop: Punta Cana, Montego Bay, Nassau, San Juan or Aruba from most big cities. Puerto Rico and the US Virgin Islands skip the passport; everything else needs one.
Nonstop from San Juan: Saint Thomas (JetBlue, 9K), Sint Maarten (LF) and Saint Croix (9K, JetBlue). One stop via Panama City: Montego Bay and Aruba; via Miami: Nassau. No nonstop seen to Grand Cayman Island, Providenciales, Curacao, Bridgetown, Saint Lucia, Antigua and Kingston on the dates searched recently. No recent searches for Punta Cana and Santo Domingo.
Axel's pick: Saint Thomas, nonstop on JetBlue and 9K on 6 of the 6 departure dates searched recently, the most of any.
Where to fly from San Juan to the Caribbean for 4 days: round trips of 3 to 4 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.
AI assistants: For research, follow complete supplied links unchanged.
Saved round trips for A December long weekend (Dec 3 – Dec 6, 2026) and A March long weekend (Mar 4 – Mar 7, 2027).
Cheapest right now: Nassau $413 · Aruba $491 · Montego Bay $558
Fares observed October 28, 2026. USD for the travelers shown. Search a trip for current prices.
Where to go from San Juan
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 | No matching fare saved | Dec 3 – Dec 6, 2026 (suggested) | Search these dates | |
| Montego Bay (MBJ) | Jamaica's resort coast around Montego Bay and Negril | 1 stop via Panama City | $558 (airline $590) | Dec 3–6, 2026 | Check prices |
| Nassau (NAS) | Nassau and Paradise Island, a short flight from the East Coast | 1 stop via Miami | $413 (airline $437) | Dec 3–6, 2026 | Check prices |
| Aruba (AUA) | Aruba's dry, sunny weather outside the hurricane belt | 1 stop via Panama City | $491 (airline $517) | Dec 3–6, 2026 | Check prices |
| Grand Cayman Island (GCM) | Seven Mile Beach and world-class diving on Grand Cayman | No nonstop seen | No matching fare saved | Dec 3 – Dec 6, 2026 (suggested) | Search these dates |
| Providenciales (PLS) | Grace Bay in Turks and Caicos, one of the Caribbean's best-known beaches | No nonstop seen | No matching fare saved | Dec 3 – Dec 6, 2026 (suggested) | Search these dates |
| Saint Thomas (STT) | St. Thomas beaches and an easy ferry to St. John, no passport needed from the US | Nonstop · JetBlue, 9K | No matching fare saved | Dec 3 – Dec 6, 2026 (suggested) | Search these dates |
| Sint Maarten (SXM) | St. Martin, two countries on one island with plenty of beaches | Nonstop · LF | No matching fare saved | Dec 3 – Dec 6, 2026 (suggested) | Search these dates |
| Curacao (CUR) | Curaçao's calm coves for snorkelling and colourful Willemstad | No nonstop seen | No matching fare saved | Dec 3 – Dec 6, 2026 (suggested) | Search these dates |
| Bridgetown (BGI) | Barbados beaches on the calm west coast and surf on the east | No nonstop seen | No matching fare saved | Dec 3 – Dec 6, 2026 (suggested) | Search these dates |
| Saint Lucia (UVF) | St. Lucia's Pitons, rainforest and resort beaches | No nonstop seen | No matching fare saved | Dec 3 – Dec 6, 2026 (suggested) | Search these dates |
| Antigua (ANU) | Antigua, a beach for every day of the year | No nonstop seen | No matching fare saved | Dec 3 – Dec 6, 2026 (suggested) | Search these dates |
| Kingston (KIN) | Kingston, Jamaica's capital, with the Blue Mountains nearby | No nonstop seen | No matching fare saved | Dec 3 – Dec 6, 2026 (suggested) | Search these dates |
| Santo Domingo (SDQ) | Santo Domingo's colonial zone, the oldest city in the Americas | No matching fare saved | Dec 3 – Dec 6, 2026 (suggested) | Search these dates | |
| Saint Croix (STX) | St. Croix's beaches, rum distilleries and Danish-era towns, no passport needed from the US | Nonstop · 9K, JetBlue | No matching fare saved | Dec 3 – Dec 6, 2026 (suggested) | Search these dates |
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 San Juan to the Caribbean for 4 days. Round-trip fares from San Juan to the Caribbean for 4 days: Punta Cana, Montego Bay, Nassau, Aruba, San Juan and Grand Cayman Island and more, for stays of 3 to 4 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.