20,000 miles total: From Caribbean in Spring and to Europe in Summer
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Family Trip to Europe with Miles Tutorial: The True Cost of a “Cheaper Than Free” One-Way from the Caribbean

My parents and sister are planning a two week trip to Europe this summer. The vacation will be for three people and cover three different cities in Europe. As an added bonus, they decided to include a trip to Saint Martin in the Caribbean taking advantage of a “better than free” one way trick to save on American Airlines miles. Just about everything (flights, hotels, fuel surcharges) will be paid for with points. This post is part of a tutorial series to follow along step-by-step how I planned their trip!

Series Index:

I know what you’re thinking. This is a family trip to Europe. What does the Caribbean have to do with anything? As I outlined in the last post, my family got a “cheaper than free” one-way to the Caribbean by taking advantage of one of my favorite tricks: Booking the 20,000 American Airlines miles for a combined one-way trip from the Caribbean in Spring and a one-way trip to Europe in Summer! By just booking tickets to Europe in summer with American Airlines miles, the trip would cost them 30,000 miles per person for the one-way economy flight. However, by starting in Saint Martin in April and putting a stopover in New York City, they were able to book both one-way trips together for just 20,000 miles.

20,000 miles total: From Caribbean in Spring and to Europe in Summer
20,000 miles total: From Caribbean in Spring and to Europe in Summer

Of course, the one-way back from Saint Martin added onto their American Airlines ticket only takes care of half the trip. They needed to find tickets there too! American Airlines lets you hold award tickets for up to 5 days. Having found their flights from Saint Martin to New York + New York to Rome two months later, they the combined itinerary on hold and went to look for their flights to the Caribbean.

This brings us to the question that everyone always asks:

How much do these free one ways really cost?

Many readers have correctly identified and pointed out that “free one-ways” or “cheaper than free one ways” aren’t truly free. After all, they’re only one ways and it will cost additional miles or money to get there or back.

In our example, by adding a trip to Saint Martin, my parents saved 10,000 American Airlines miles per person. The departure taxes are $80 per person so that’s an additional cost they’ll have to bear… although they plan to pay all the taxes and fuel surcharges by redeeming their miles with the Barclaycard Arrival MasterCard. I’ll be discussing using points to cover these fees in the next post.

To figure out what their additional trip to the Caribbean will cost, we need to think about the costs of the total round-trip ticket they’re essentially paying. We have few options for getting to Saint Martin:

  • American Airlines miles.
  • British Airways miles.
  • Cash or fixed value points.

Under each of these options, we will answer: What is the cost of a round-trip ticket to the Caribbean above the cost of the ticket to Europe? That is, once the trip to Europe is booked, how much more will a ticket to the Caribbean cost?

How much does a round-trip ticket to Saint Martin cost when you save 10,000 miles?
How much does a round-trip ticket to Saint Martin cost when you save 10,000 miles?

American Airlines miles

If they used American Airlines miles to fly to Saint Martin, the cost is 17,500 miles for a one-way flight in economy class with SAAver award space.

  • Each person would save 10,000 American Airlines miles by adding the trip back.
  • Each person would spend 17,500 miles + $80 getting there.
  • Total cost for the round-trip: 7,500 miles + $80.

A round-trip to Saint Martin for 7,500 miles and just $80? A great deal if you ask me!

British Airways miles

In reality, we don’t really like to use American Airlines to fly to the Caribbean as the Caribbean is quite close to us. British Airways has a distance-based award chart where shorter flights cost fewer miles. According to their award chart, a non-stop award flight in economy class on American Airlines from New York city would cost 10,000 British Airways Avios. Let’s calculate:Each person would save 10,000 American Airlines miles by adding the trip back.

  • Each person saves 10,000 American Airlines miles by adding the trip back.
  • Each person spends 10,000 British Airways miles + $80 getting there.
  • Although these are different miles, let’s net them out for simplicity. We’re paying $80 for a round-trip ticket!

British Airways miles can be an amazing deal for booking tickets to the Caribbean. They can be used on American Airlines flights without any fuel surcharges. I previously wrote a full explanation on how to save miles to the Caribbean with British Airways: British Airways Miles to the Caribbean: As Few As 4,500 Miles Each Way!

American Airlines Award Availability to the Caribbean
Flying to the Caribbean with British Airways miles can save lots of miles!

Cash or fixed-value points

In my parents case, they could not find award availability with miles. This did not deter them, however. They went to their flexible stash of points that can be used on any flight: US Bank Flexperks and Citi ThankYou Points. These particular points have a fixed value without any award hunting. They found non-stop tickets on American Airlines miles to Saint Martin for $340 per person. I know that sounds expensive for a one-way ticket, but let’s look at the total cost for their round-trip.

Because we’re using miles and money, we need a single metric to value them. It’s easy to value fixed-value points or cash so let’s value American Airlines miles at 2 cents each. That is, let’s count the 10,000 miles they save as $200 each.

  • Each person saves 10,000 American Airlines miles (or $200) by adding the trip back.
  • Each person spends $340 + $80 taxes and fees getting there.
  • The total round-trip ticket then costs $220 per person.

This may not be as great a deal as using British Airways miles, but $220 for a round-trip to the Caribbean is pretty good. And don’t forget they’re not actually paying $220; they’re using fixed-value points for all of it.

So how did such an expensive trip turn out to be so inexpense? The main ingredient lies in saving the 10,000 miles going back. Although the tickets there cost $340 each plus $80 departure taxes, we get to offset this cost with the 10,000 miles savings… coming out to a pretty good deal even without being able to find award space!

How My Family Booked Their Tickets

My family likes flying non-stop to the beach and booked the most convenient flight to Saint Martin for a five day vacation. They found tickets for $340 and booked:

  • Two tickets with U.S. Bank FlexPerks points: Each ticket cost 20,000 U.S. Bank FlexPerks points.  With 20,000 FlexPerks points, we can buy any ticket up to $400.
  • One ticket with Citi ThankYou points: This cost 27,200 Citi ThankYou points because I have the Citi ThankYou Premier card, which allows us to redeem each point for 1.25 cents toward airfare. For an in-depth tutorial on how to book flights with Citi ThankYou points, you can read the post: How To Book Flights With Citi ThankYou Rewards Points.

Summary

With three tickets to Saint Martin booked, let’s take a look at where we are in the process:

So now that we have found a flight from Saint Martin, let’s see where we are in our plan:

  • Find flights to Saint Martin: Two tickets for 20,000 FlexPerks points each, one ticket for 27,200 Citi ThankYou points (booked!)
  • Book a hotel in Saint Martin.
  • Find award flight from Saint Martin: Three American Airlines non-stop award tickets included with the trip to Europe (put on hold for 5 days)
  • Find award flight to Europe: Three American Airlines award tickets New York to Rome connecting in London (put on hold for 5 days)
  • Find award flights from Europe.
  • Find flights and train tickets within Europe.
  • Book hotels in each city.

17 Comments

  1. I just booked a trip this summer for a family of three (mine) to Europe using BA miles. My question is, once you book the trip, and receive confirmation with an eticket, can you go back and add on an additional trip to the Caribbean? What if I want to go to Costa Rica next year? Can I add on a one way from the return? We are flying BA business class on the outbound and Open Skies (premium plus or something like that) on the way back from Paris. I booked it a while ago, but could I still add on? If so, how? Thanks!

    1. British Airways charges separately for each segment so, unfortunately, free one-ways are not possible with their mileage program. The American Airlines program has completely different rules, which allows a free stopover in North America at the international gateway city… that’s what my family took advantage of here!

  2. Like your blog! My question about the free one-ways is: How much time in advance does American permit you to book a flight and how does that relate to getting these free one-ways? In your example: what if you had a 10 month layover in NYC… is it a problem booking all the legs so far in advance? What if the last leg is not bookable because it is too far in advance?

    I hope these questions make sense. Thanks for teaching me about the free one ways :-)

    1. Glad you like the blog! With American Airlines, they release award availability 11 months in advance and the trip must end within a year of ticket issue. So that’s technically one month where you can fly, but tickets are not yet available. American Airlines does, however, allows free date changes to existing awards as long as you don’t change routing, carriers, etc. I have sometimes booked my free one-way for within 11 months and then changed to later when the award space opened up. You do only have a year, though!

  3. Would it be cheaper and better option for one way to Aruba if I use a Southwest companion pass to take my wife to fly with me for free to Aruba? Since SW and Airtran merged and will have a route to Carribean soon.

    1. Oh, no, apologies I did not respond to that question before! So given that American Airlines does not allow a stopover in Aruba, probably a good idea would be to do as you said. Fly to Aruba on Southwest with a Companion Pass. Then from Aruba, use American Airlines miles to fly to Europe… if you then want to have another few days’ free stop in your international gateway city like Miami or New York, you can. Just if you travel between October 15 and May 15, your trip will be 20,000 American Airlines miles each way from (1) Aruba to Europe and (2) Europe to San Francisco.

  4. No worries! Thanks a lot for replying ~ by the way, can I also do this way: (1) from SF, go to Aruba in the winter with SW companion , then Aruba – San Francisco (and stopover in SF for 3-4 months then from SF to Europe in summer. And then (2) Europe to SF.

    1. Unfortunately, San Francisco is not an international gateway city to any European destinations (there is no non-stop flight to Europe on any oneworld airlines) so putting a stop in San Francisco with American Airlines miles is not possible. You could do it with US Airways miles though!

  5. Hi,
    I have a question. If I need to cancel my first leg of the trip from Carribean to NYC, will be my second leg of the trip from NYC to Europe still be used or it will be automatically cancelled too?

    1. If you miss your first leg (just don’t show up), then all your other segments will get canceled. However, you can remove your first leg by making a change to your itinerary. That is, just make it NYC to Europe instead of Caribbean to Europe. That would cost $150 change fee, unfortunately, as you are then changing your origin.

      1. Thank you for your help. I had just bought more miles and reserved a ticket for 30k.

  6. Thank you for your reply. I have a reservation on hold, I did not buy it yet. If I will just change it to NYC to Europe I will need 30K instead of 20K miles. Are there any ways around it at this point? I already got return air with United miles.

  7. Hi,

    Does this work on partner airlines like Cathay Biz or First Class?
    I’m thinking HKG-JFK in the summer 2015 and then JFK-Caribbean in spring 2016.

    Thanks!

    1. Yes, this does work! The only restriction is your overseas carrier must publish a fare from HKG to the Caribbean island, but I’ve rarely run into that restriction… just giving a warning that it can happen. My cousin had no issue booking HKG-JFK on Cathay and JFK-ORD on AA on the same itinerary.

      1. Originally I was just planning to go straight home but then came across your article and decided to complicate things :)

        My plan is to purchase these separately:
        -AA (using Avios) roundtrip from CMH-JFK
        -Cathay First/Biz (using AA) one way from JFK-HKG
        -Cathay (using Avios) round trip from HKG-CGK
        -Cathay First/Biz (using AA) one way from HKG-JFK-BDA
        several months later
        -AA (using Avios) one way from CMH-JFK
        -AA (using Avios) one way from BDA-CMH

        Please let me know what you think.
        Also, would we be able to check bags in CMH and pick them up at CGK?
        How about on the way back? Can we get our bags in JFK?

        Thanks!!

        1. Hi! Glad you are picking up tips and working on optimizing the routings!

          You can add the CMH-JFK onto your JFK-HKG flight (and even stop in JFK if you want) and not have to spend those Avios. But other than that’s that’s great! Glad you can get the Caribbean trip in there and use the Avios for the shorter flights. :)

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