This post contains references to products from one or more of our advertisers. We may receive compensation when you click on links to those products. For an explanation of our Advertising Policy, visit this page.
Update: Some offers mentioned below are no longer available. View the current offers here.
My recent weekend in Cuba was absolutely amazing! If you haven’t done so already, check out my recent posts on Who Can Go to Cuba? and Tips For Traveling to Cuba, and know that I’ll soon be publishing more travel info about where to stay, what to do/see/eat once you’ve arrived, and hotel and lounge reviews—so please stay tuned for more posts.
As incredible as the trip was, getting there wasn’t simple, so read on for my personal experience with booking flights to Cuba and some suggested flight options for getting there yourself.
Attempting To Book Non-stop Charter Flights
After reading last week’s exciting news from the White House regarding more relaxed travel restrictions to Cuba, I made a snap decision to go. After all, I’m based in Miami, a mere 228 miles from Cuba—and I never shy away from an adventure. I teamed up with my close friend, TPG International Correspondent Lori Zaino, and we began to assess our flight options.
Even with the newly eased travel rules, at present you can’t simply search online and buy your flights. It’ll most likely take several months for this to become an option, so until then you’ll have to purchase flights through charter services.
At first, I thought we’d be able to easily book a charter flight that American Airlines operates between Miami (MIA) or Tampa (TPA) and Havana (HAV). I sent an email to a rep at American Airlines (where I have AAdvantage Executive Platinum status) to ask for help with booking a direct flight from MIA-HAV, either as a full purchase via aa.com or by redeeming AAdvantage miles. They responded that they were reviewing changes to the U.S.-Cuba travel policy, but hadn’t yet changed their own booking policies.
Meanwhile, Lori sought help from Marazul, a Miami-based travel agency that’s authorized to book travel between the U.S. and Cuba. (Note that they have a special hotline for service in English: 800.993.9667.) Marazul is also still processing Obama’s announcement and how to handle it, and advised us to call back the next day. Lori later contacted Vacuba, another Miami-based travel agency, which told her the flights were full going to Cuba until the end of the week.
After speaking with ABC Charters, I found that many of the flights from Miami fill up extremely quickly, so if you plan on traveling non-stop, it’s best to book well in advance and be flexible. For example, when I inquired about outgoing flights from MIA-HAV as far out as March, I learned that the March 6 flight was full, but there was room available on either March 4 or 7. Return options were more limited, but we did find space on one March 11 flight.
Round-trips seem to be priced in the $400-500 range (e.g., one ticket for March 4-11, 2015 was $449). ABC’s cancellation policy states that if you cancel 30 days in advance you’ll get a full refund, while 8-29 days before the trip you’ll receive 50% of the ticket, and 7 days or less before the trip, you’ll receive no refund at all.
At the moment, most agencies seem as confused as the rest of us as we all await official news about these newly-relaxed (but as yet loosely defined) travel rules. Between full flights and this atmosphere of confusion, we soon realized that it would be best if we routed through somewhere like Cayman or the Bahamas.
Successfully Booking A Flight Through the Cayman Islands
For the first leg of our journey, we were able to book two of the last available seats on a one-way American Airlines flight from MIA to Grand Cayman (GCM) for about $414 per person. For a connecting flight from GCM to HAV I tried to book round-trip flights from GCM to/from HAV on Cayman Airways (and yes, I’m now a proud Sir Turtle Loyalty Club Member), but my credit card kept getting declined. I can’t say for sure why my card was declined—it could have been a fluke, or because it’s a U.S.-issued card and I was buying a flight to Cuba—and I may never know.
Luckily, Lori lives in Madrid and has a Spanish-issued credit card, which she used to successfully purchase our round-trip GCM-HAV tickets for about $350 per person. I was then able to use my credit card to book a one-way flight on Cayman Airways from GCM-MIA, which, at $500 per person, was pretty darn expensive. In fact, the whole trip—which rang in at $1,264 per person in flights alone for a destination just 228 miles from Miami—wasn’t cheap, but it was definitely worthwhile. (For more on that, stay tuned for my upcoming post on What to Do in Cuba.)
A Brief Review of My Flights
Each of my four flights was only about an hour, and quite uneventful. For all three of our Cayman Airways flights, we were able to book in first class, which was surprisingly nice. The seats were comfortable and large, offering a footrest, decent back support, and a fairly steep recline that you could move forward or back. Each of the Grand Cayman 737-300 planes had the same layout, 2 x 2 in First Class and 3 x 3 in Economy. I found the flight attendants and airport crew for Cayman to be extremely friendly and quite relaxed—must be the effects of island living!
We were able to enjoy the Turtle Lounge in the Grand Cayman Airport as well as the VIP Lounge in the Havana airport, both of which I’ll write about in an upcoming review.
On our last flight from GCM-MIA on Cayman Airways, we were offered the choice of a turkey sandwich or a turkey salad, and we both picked the salad, which was unexceptional.
On our way back, when we checked in at HAV, the airline was unable to give us our second boarding passes for GCM-MIA, possibly because we made this reservation separately. Once we returned to GCM, we had to go through customs and leave the secure area, then check in all over again.
All of our flights were perfectly comfortable, but really it was silly to have to make this change when Miami is less than an hour’s flight from Havana. Next time, I’ll really push to get on a non-stop charter flight when HAV finally gets regularly scheduled commercial service from the U.S. It’ll make for a perfect use of 4,500 British Airways Avios one-way for a short-haul redemption on American Airlines.
In the meantime, Cayman Airways has May availability from GCM-HAV for $390 round-trip, as does Bahamas Air from NAS-HAV for $392 round-trip. Although these Caribbean flights involve a tedious connection process, the actual flying time is short.
Other Flight Options
It’s likely to be a long time before you can just hop online and book a flight to Cuba like you can to most other destinations. However, I’ve done a little research to find out what other options you’ll have in getting to Havana, and whether it’s possible to use miles to get there.
Since September 2011, JetBlue has been flying weekly Cuba charters from Fort Lauderdale (FLL) to HAV. Meanwhile, American Airlines has been running their charters to Cuba for more than 15 years, with about 20 weekly flights from MIA to HAV, Holguin (HOG), Santa Clara (SNU) and Cienfuegos (CFG), and from Tampa (TPA) to HAV and HOG.
When I reached out to American in hopes of finding a non-stop, regular-service flight that’s bookable online, they told me the following:
“We are reviewing the changes to the Cuba travel policy and will continue to be guided by the laws and policies of the U.S. government and the governments of the countries we serve, as they evolve. American is the leading carrier to the Caribbean and Latin America and we have served Cuba for more than 15 years with charter flights from Miami and Tampa.“
I also reached out to United, who explained that they’ll soon be adding HAV-bound routes from Houston (IAH), Miami (MIA) and Newark (EWR). At present, however, these flights are pending government approval, and aren’t yet bookable.
So right now you have a wide variety of other options for direct flights to Havana (HAV):
- AeroMexico from Cancun (CUN) and Mexico City (MEX)
- Air Canada from Toronto-Pearson (YYZ)
- Air France from Paris–Charles de Gaulle (CDG)
- KLM from Amsterdam (AMS)
- Air Europa from Madrid (MAD)
- Avianca from Bogota (BOG)
- LAN from various hubs in Central and South America
- Copa/Avianca from hubs in Central America
But What About Miles?
Currently, it’s pretty hard to earn or redeem miles for flying to Cuba. Two notable exceptions are with Avianca LifeMiles and Flying Blue. Avianca lets you price awards to HAV through one of the carrier’s hubs, or for travel on Copa through Panama City (ECP). Air France presently shows award space from CDG-HAV for 60,000 FlyingBlue Miles and $58 one-way in economy.
However, most major airlines currently aren’t showing flights to Havana online. I called Delta to investigate further, only to learn that you can’t book the KLM flights to HAV with SkyMiles. Sadly, I also couldn’t book anything online with Avios.
I reached out to award-booking service PointsPros to see if they could provide any clarity. They told me they’ve already had several requests to book awards to Cuba, but as of now it isn’t possible to use miles in any U.S.-based program to get to HAV. They also caution that if your account is registered in the U.S., you won’t be able to use foreign programs, either.
I confirmed this by attempting to book with Air Canada. My U.S.-based Aeroplan account was detected, and the Air Canada website wouldn’t even display flights from Toronto (YYZ) to HAV in its search results.
You also can’t earn or redeem AA miles on LAN while flying to Cuba, as you can see below.
I also called the American Executive Platinum help desk to ask about codeshare partners, and the agent said they don’t codeshare on any flights to Cuba. They do have a daily charter flight from Miami, but you have to book through a missionary/charity group and can’t use miles for the journey.
To sum up, if you want to go to Cuba, you’re most likely going to have to pay for your flights out of pocket unless you’re flying from Europe. Even though traditional airline redemptions aren’t really an option, you could pay for your flights with miles from the Barclaycard Arrival Plus World Elite Mastercard or Capital One Venture Rewards Credit Card, or other similar fixed-value points.
NEW INCREASED OFFER: 60,000 Points
TPG'S BONUS VALUATION: $1,200
CARD HIGHLIGHTS: 2X points on all travel and dining, points transferrable to over a dozen travel partners
- Earn 60,000 bonus points after you spend $4,000 on purchases in the first 3 months from account opening. That's $750 toward travel when you redeem through Chase Ultimate Rewards®
- Chase Sapphire Preferred named "Best Credit Card for Flexible Travel Redemption" - Kiplinger's Personal Finance, June 2018
- 2X points on travel and dining at restaurants worldwide & 1 point per dollar spent on all other purchases.
- No foreign transaction fees
- 1:1 point transfer to leading airline and hotel loyalty programs
- Get 25% more value when you redeem for airfare, hotels, car rentals and cruises through Chase Ultimate Rewards. For example, 60,000 points are worth $750 toward travel
- No blackout dates or travel restrictions - as long as there's a seat on the flight, you can book it through Chase Ultimate Rewards
Know before you go.
News and deals straight to your inbox every day.