How We Booked Our Anniversary Trip to Dubai and the Maldives Using Points & Miles

My wife and I just celebrated our second wedding anniversary (11 years together in total if you can believe that!) and per our tradition, we decided to spend it in some exotic locations halfway around the world. For our honeymoon two years ago, we spent 8 nights in Moorea/Bora Bora and last year for our first anniversary, we went to Bali and Phuket. While it is getting decidedly tougher to keep topping our previous honeymoon/anniversary trips, this trip was probably our favorite yet. Here is how I booked this amazing trip to Dubai and the Maldives using points & miles.

Booking our Flights:

To Dubai/Maldives:

For this special trip, I knew I wanted to fly either business or first class and in particular there was one product I really wanted to try – Emirates First Class. The most feasible way to book this is with Alaskan Airlines miles and one huge perk of the Alaska program is a free stopover, even on one-way awards. As such, since I wanted to stop in Dubai on my way to the Maldives, it made the most sense to book an award from JFK to Dubai (stopover for 2 nights) then onward to the Maldives.

Emirates First Class

Shower for First Class Passengers

Shower for First Class Passengers

The cost for this award is 90,000 Alaska miles per person one-way and as stated, whether I flew NY to Maldives or NY-Dubai (stopover)-Maldives the cost is the same. The flight from JFK to Dubai was on the flagship A380 which has showers for first class passengers. The flight from Dubai to Male was supposed to be operated a Boeing 777 with older first class seats (no suite) but 3 days before the flight, the equipment was changed to a 777-300ER which meant a first class suite for the short 4 hour flight!

Can't beat this for a 4 hour flight!

Can’t beat this for a 4 hour flight!

To get these miles, I’ve been churning Bank of America Alaska Airline cards for a while now and to supplement the remaining amount needed, I transferred some SPG points to Alaska. I couldn’t book this award online with the stopover but calling Alaska Airlines was a piece of cake and this award was booked in no time over the phone.

Home from the Maldives:

I didn’t have anymore Alaska miles (otherwise I would have tried to route home on Emirates First Class again) so I turned to another Middle Eastern carrier and booked a first class award on Etihad. The final routing was simply Male-Abu Dhabi-JFK. While not as flashy as Emirates, Etihad offers a very solid first class product with a enclosed suite but alas no showers #firstworldproblems.

Etihad First Class Suite

Etihad First Class Suite

The two center seats in the photo above were our seats for the 14 hour flight from Abu Dhabi to JFK but for the Male to Abu Dhabi leg, Etihad only flies an narrow body Airbus A320 which was kind of a disappointment compared to all the other flights on this trip (Maldivian flights notwithstanding) but it was perfectly fine for the 4 hour flight.

The best way to book Etihad flights is with American Airlines miles and to book this first class flight home the cost was 90,000 miles one way per person. Unfortunately with AA’s announced devaluation, this award will increase to a staggering 115,000 miles one way which will be the second most expensive award on the AA award chart (the highest will be first class to Africa for 120,000 miles one way).

Booking our Hotels:


We stayed a total of 2 nights in Dubai but it was really just one full day as we landed around 8pm on a Friday night and our flight to the Maldives left early Sunday morning. My goal for Dubai was to use some expiring free night certificates from the Hyatt credit card, which allows you to book a category 1 -4 hotel for free. In Dubai, there are several Hyatt hotels in categories 1-4 so we chose the nicest which in my opinion which was the Grand Hyatt Dubai.


Welcome Gift

Grand Hyatt Dubai

Grand Hyatt Dubai, courtesy of Hyatt

As you probably know, you only get 1 free night certificate per year for renewing the Hyatt credit card but I shared a trick/tip on how to extend the expiration date of a Hyatt free night certificate here. By extending it, I was able to use last year’s certificate which was due to expire in September 2015 PLUS this year’s free night certificate to cover my two nights. Rooms generally go for $200-$300 a night but we actually got upgraded to a deluxe room so the $75 annual fee for renewing the Hyatt card was well worth it!


I would argue there are only two realistic hotels to use points at in the Maldives – The Conrad and the Park Hyatt. Yes there are others but they are either insanely expensive with points (W, St Regis) or get awful reviews (Holiday Inn, Sheraton). The Conrad Maldives cost points 95,000 points a night while the Park Hyatt Maldives is 25,000 points per night. Based on our point balances, the easy call was to go for the Park Hyatt Maldives.


Our OW Villa – Number 48


Another shot of Villa 48

About 10 months before the trip, I had my wife apply for the Hyatt credit card which gives you 2 free nights at any Hyatt in the world. Arguably, this is one of the best redemption for these free nights as nights generally go for over $1,000/night here. Those free night certificates covered the first 2 nights while the remaining 4 nights (we stayed 6 nights total) I used my Hyatt points which I transferred in from Chase Ultimate Rewards.

It is important to note that these free nights only book into the land villas which are still fantastic, huge villas that offer a direct path to the beach. However, we traveled all this way and  I could not resist upgrading to an overwater villa for a few nights. This paid upgrade cost $400/night but was totally worth it. We also tried out a land villa with a private pool which I will discuss more in the trip report to follow over the next few weeks.

In short, this was probably our favorite trip we’ve ever taken as we got expierence a true first class experience on Emirates and Etihad and the natural beatuy of the Maldives. The stopover in Dubai was great for 2 nights to break up the trip and I think it is worth seeing Dubai but not for more than 2 nights. We used a total of 180,000 Alaska miles, 180,000 AA miles, 2 Hyatt Free Night Certificates, 2 Hyatt Anniversary Free Night Certificates and 100,000 Hyatt points. To think this trip would easily cost over $30,000 and we did it for almost nothing with points and miles is simply amazing to me, even after all these years. 

Full trip report to follow with tons of pictures!


2 thoughts on “How We Booked Our Anniversary Trip to Dubai and the Maldives Using Points & Miles

  1. Hi, Back in Feb you wrote ” it does seem Alaska is blocking award redemptions on Emirates First Class “. Is that no longer the case or did you book before the block went in ?


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