Cheap flights To Caribbean Islands (SXM)

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Caribbean Islands Flight Information

Traveling To
Caribbean Islands
Destination Airport IATA Code
SXM
Number of Airlines Serving
Airlines
Flight Price
Earliest Departing Flight
Latest Departing Flight

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Caribbean Islands economy flight packages

Price found within the past 48 hours. Click for updated prices.
Simpson Bay Resort, Marina & Spa
4.0-star property

Simpson Bay Resort, Marina & Spa

Aug 30 - Sep 3

4 night stay

Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)

United • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
The Villas at Simpson Bay Resort
4.0-star property

The Villas at Simpson Bay Resort

Aug 17 - Aug 23

6 night stay

Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)

American Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Hilton Vacation Club Flamingo Beach St. Maarten
4.0-star property

Hilton Vacation Club Flamingo Beach St. Maarten

Aug 17 - Aug 23

6 night stay

Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)

American Airlines • Non-stop roundtrip • Coach
per person
found 1 day ago
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Caribbean Islands business class flight packages

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
4.0-star property

Oyster Bay Beach Resort

8.6/10 Excellent! (891 reviews)

Aug 13 - Aug 18

5 night stay

Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)

United • Roundtrip • BusinessClass
per person
found 1 day ago
Loved Oyster Bay resort. The room we stayed in was spacious and a bit worn but clean. The shower needs updating off the master and the water pressure was low. The staff were mostly friendly. The food was good except options limited on Valentine day dinner and Thurs buffet was not great for the amount of money charged the buffet food was very salty. But I would go back because the beach and views were spectacular! Shout out to the staff in Verandah for breakfast esp Shannon and the cab co affiliated esp Alex and Natalia they were very accommodating

Reviewed on Feb 17, 2025

Princess Heights Luxury Boutique Condo Hotel
3.5-star property

Princess Heights Luxury Boutique Condo Hotel

9.2/10 Wonderful! (938 reviews)

Aug 13 - Aug 18

5 night stay

Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)

United • Roundtrip • BusinessClass
per person
found 1 day ago
Overall a great choice to stay

Reviewed on Feb 18, 2025

Esmeralda Resort
4.0-star property

Esmeralda Resort

8.6/10 Excellent! (463 reviews)

Aug 13 - Aug 18

5 night stay

Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)

United • Roundtrip • BusinessClass
per person
found 1 day ago
The Esmeralda Resort/Spa is an ideal place for those that like a quiet, detached, peaceful, and less crowded type setting. Its situated behind a beach bar at the north end of the bay. Cabins of 4 units share their own pool, thus making it quite cozy and private to lounge in your "own pool". The restaurant is fantastic for the quality of the food and its staff. The staff were extremely helpful, friendly, and as a single traveler, they engaged in conversation but not too much so seem invasive. Do not mistake the restaurant for being low cost--it was not. It can be on the pricy end to dine there, yet well worth it. The included continental brunch, was sort of blah, as there is nothing but carbs, and more carbs to eat. A small bowl of fruit is provided, along with 2 types of cereal, teas and coffee. If eggs or meats or anything else beyond bread (too much bread) is desired, then there is a menue available for those items at a cost. I highly recommend Esmeralda and would gladly stay again.

Reviewed on Apr 7, 2025

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Caribbean Islands first class flight packages

Price found within the past 48 hours. Click for updated prices.
Oyster Bay Beach Resort
4.0-star property

Oyster Bay Beach Resort

8.6/10 Excellent! (891 reviews)

Aug 18 - Aug 21

3 night stay

New York (JFK) to Philipsburg (SXM)

American Airlines • Non-stop roundtrip • FirstClass
per person
found 2 hours ago
Loved Oyster Bay resort. The room we stayed in was spacious and a bit worn but clean. The shower needs updating off the master and the water pressure was low. The staff were mostly friendly. The food was good except options limited on Valentine day dinner and Thurs buffet was not great for the amount of money charged the buffet food was very salty. But I would go back because the beach and views were spectacular! Shout out to the staff in Verandah for breakfast esp Shannon and the cab co affiliated esp Alex and Natalia they were very accommodating

Reviewed on Feb 17, 2025

The Villas at Simpson Bay Resort
4.0-star property

The Villas at Simpson Bay Resort

9.2/10 Wonderful! (1,192 reviews)

Aug 18 - Aug 21

3 night stay

New York (JFK) to Philipsburg (SXM)

American Airlines • Non-stop roundtrip • FirstClass
per person
found 2 hours ago
The property was very nice, clean and beautiful. The beach area was very nice with huts for shade. Plenty of chairs to relax in. The pool area was cleaned everyday and not crowded. The jewelry shop owner was the nicest man. Easy to talk to with no pressure to purchase anything. Several restaurants with good food and drinks I would definitely come back to this resorts.

Reviewed on Jun 8, 2025

Princess Heights Luxury Boutique Condo Hotel
3.5-star property

Princess Heights Luxury Boutique Condo Hotel

9.2/10 Wonderful! (938 reviews)

Aug 18 - Aug 21

3 night stay

New York (JFK) to Philipsburg (SXM)

American Airlines • Non-stop roundtrip • FirstClass
per person
found 2 hours ago
Overall a great choice to stay

Reviewed on Feb 18, 2025

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Caribbean Islands

If you are looking for discount prices on flights to Caribbean Islands then look no further than Orbitz. With some of the best deals available, cutting-edge technology, and great customer service, Orbitz makes booking Caribbean Islands flights easy and affordable.

Booking Made Easy

With Orbitz’s Display Matrix, booking flights to Caribbean Islands is simple. Just one glance gives you all the pricing information you need, including your discounts and savings. View all your options before selecting and booking your perfect Caribbean Islands flights.

Manage Travel Plans on the Move

By using Orbitz’s free apps for iPhone and Android, and an easy-to-use mobile browser at m.orbitz.com, booking flights to Caribbean Islands has never been so convenient. Check for updates and alerts wherever you are, or manage your booking quickly. And we also offer mobile exclusive deals on hotels, so don’t delay—book right away.

The Complete Package

Orbitz makes it stress-free to book Caribbean Islands flights, and we can also help you figure out the rest of your trip just as easily. If you need great deals on hotels and car rentals following your flights to Caribbean Islands, just add the details to your booking and search for the cheapest deals out there. And why waste time lining up for admission to attractions and events? With Orbitz, you can book tickets in advance and waltz straight in.

Low Price Guarantee

Booking your Caribbean Islands flights with Orbitz guarantees low prices every day, all day—no matter when and where you book. You will always find the best deals available, coupled with extra great savings and discounts for all around great value.

Frequently asked questions

Which airlines fly to Caribbean Islands?
Check out the deals from the airlines that offer services to Caribbean Islands. Whether you're eager to sip Champagne in the pointy end of the plane or save dollars in economy, there'll be a seat for you. Touch down at Las Americas Intl. Airport (SDQ) with one of these reputable carriers:

  • JetBlue - 144 flights to Caribbean Islands per month
  • American Airlines - 70 flights to Caribbean Islands per month
  • Copa Airlines - 54 flights to Caribbean Islands per month

How much is a flight to Caribbean Islands?
Travelers from far and wide snapped up round-trip bargains ranging from to this week. Kicking off your journey from ()? The lowest one-way tickets were .
How to book the cheapest flight to Caribbean Islands?
Picking up cheap flights to Caribbean Islands is as simple as booking with Orbitz. But if you want to make sure you're nabbing the best flight deals around, here are a few tips to keep your wallet happy:

  • Taking off from or arriving at other airports can be more cost-effective. Enter your preferred departure and arrival airports. Next, click on the 'Nearby airports' function below the form fields to explore your options.
  • If your travel plans aren't cast in stone, click on the 'Show flexible dates' option to view the flight deals for different departure dates. Go with any suitable cheaper fare that pops up.
  • To optimize your results, hit 'Show options.' You can search based on airlines, seating class, and nonstop and refundable flights. You can also choose your preferred departure and arrival times under 'Sort & Filter' to the left.
  • The early bird catches the most impressive deals, so book your tickets the moment you know your travel dates. The most affordable airfares sell like hotcakes and prices normally rise as the departure date gets closer.
  • Bundle your hotels, flights and car rental into a value-for-money package deal. Save your hard-earned dollars for things that really excite you, like exploring every corner of Caribbean Islands.
  • If you can, don't travel in peak seasons. Airfares significantly increase during school breaks, summer and other vacation periods like Easter and Thanksgiving.

What is the best time to book a flight to Caribbean Islands?
Generally speaking, January is the best month to purchase your plane ticket. This is followed by February and August. Keep this in mind while searching for a cheap flight to Caribbean Islands.
What day of the week is the cheapest to book a flight to Caribbean Islands?
Typically, Tuesdays, Wednesdays and Saturdays are the cheapest days to book flights to Caribbean Islands. If you're after the best airfares, search across those days and you could score a terrific flight deal.
What is the cheapest day of the week to fly to Caribbean Islands?
If you're chasing cheap flights to Caribbean Islands, depart early in the week. Orbitz data from 2020 shows Monday is the most affordable day to travel, followed by Tuesday. Saturday has the most expensive fares, so avoid flying on this day and do your bank account a favor.
What is the cheapest month to fly to Caribbean Islands?
Consider flying in August if you're on a tight budget. Orbitz data shows that this is generally the best month for cheap flights to Caribbean Islands. June is when airfares really go up.
Which airlines allow free cancellation?
Orbitz makes it a piece of cake to find airlines offering fare flexibility. Simply select "Filter by flexible change policies" when searching for your flights and bingo! We'll show you options that include free cancellation within 24 hours of booking, no change fees and of course, the best price.
What do I need for the flight to Caribbean Islands?
Whether you're accustomed to flying or it's your first time on a plane, it's always great to be prepared when you travel. Here are several tips and things to take into consideration:

  • Travel paperwork such as visas and some identification will be required. To avoid any unwanted delays when checking in, make certain your booking is under the exact name, gender and birth date as listed on your current ID.
  • A well-stocked carry-on bag is a must for any lengthy flight. With a few hours or more up your sleeve, you'll want something to keep you entertained on your trip. We suggest a good book (or trashy magazine), and something to snack on.
  • Both air conditioning and high altitudes can produce a cool environment. No matter what the weather is in Caribbean Islands, carry a sweater with you to keep warm on your plane trip.

How do I get cheap first-class/business deals to Caribbean Islands?
If you think a first or business-class fare is out of your price range, you may want to think again. Here are just a few tips to help you book a premium flight to Caribbean Islands for less:

  • Flexibility is everything. By being open to a range of travel dates, you'll have better odds of finding a deal on your airfares.
  • Find a low-cost airline that offers business-class seats. They usually come with more legroom and a glass of Champagne --- and a more affordable price.
  • Bid for an upgrade in online auctions or upgrade your fare through your loyalty program.

What is the best time to go to Caribbean Islands?
People come from all over the map to visit Caribbean Islands in February, March and April. So if you'd love to explore this exciting destination during the popular months, this is the best time to go. As with most places in the Northern Hemisphere, summer begins June 20 in Caribbean Islands, with average daily temperatures between 80 ºF and 85 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.