Forget Taxes: What Trip Are You Looking Forward To Most?

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It’s Tax Day.  Yeah, not the most awesome of the 365 days of the year for many of us.  So, let’s shift the focus to something way better.  Travel.

I want to know what upcoming trip you are most looking forward to.  There have been plenty of set-backs in this hobby of ours recently, but for most of us the purpose of putting the time and energy into collecting miles and points is to redeem them for amazing trips.  I’ve read plenty of studies that say a large chunk of the enjoyment of the trip is actually tied to planning and anticipating the event, so let’s all do that together to make our collective trips even better.

I guess I’ll go first.  I almost hate to single out one or two trips since I’m excited about so many of them, but I’ll limit it to two trips here.

First, I’m excited about my husband’s very quickly approaching 40th birthday trip around the world.  We aren’t really stopping in tons of cities around the world, but we are technically flying around the globe to visit Amsterdam, then on to the Maldives, then coming home through Asia with enough hours in Singapore to get out of the airport and eat some food.  It’s all being done in business class on Star Alliance partners thanks to United miles, but the flights aren’t the part I am most excited about.

I am excited to sit in our over-water villa in the Maldives and have nothing we have to do.  I want to stare at the beautiful water, dive right in from our villa, and bask in the amazingness of where we are and how miles helped us get there.  I want to hang out with Josh and have the most pressing issue of the day be at what time our spa appointment is…if we even bother to do that.  I want to eat fish for dinner that he will catch on a fishing trip an hour or so before (if he’s lucky) and see stars twinkle from the middle of the ocean.  That may sound like tortuous boredom for some, but it sounds like my Heaven…at least for a few days.

Park Hyatt Maldives Beach

Park Hyatt Maldives

The other trip I am very much looking forward to is our return trip to Kauai this summer.  Last year just my daughter and I went, and we loved it.  Last fall my husband and I went to Maui for an anniversary trip and loved it.  However, we have yet to all go to Hawaii together, and for a long enough period of time.  This year we are all going, and we will be in Kauai for a full week.  I’m sure that still sounds short to some, but it is doubling the length of our last trips, so I’m very excited.  I just want to have long and lazy days filled with shave ice, swimming, shrimp, perfect weather, beautiful green scenery, and our family together in our paradise.

Relaxing in Kauai

Relaxing in Kauai

I’ve been working harder this year at not just earning more points, but being smarter about how we spend them.  There is such a thing as “too many trips”, and we’ve been guilty of that for a variety of reasons.  However, when we sit down and think hard about which ones we are looking forward to or enjoyed the most, we learn a lot about where our vacation miles, money, and time should be going.

Mine will keep going to the beaches and the mountains.  Where are you looking forward to?


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  1. I am really looking forward to my trip to Bora Bora in July with my wife that I have been planning for one year now. We will stay in an overwater bungalow of course thanks to points and miles. Also looking forward to our trip to Hong Kong and Tokyo in business class in October and Hyatt hotels. To top it off we will be going to Israel in November and staying in the new Waldorf Astoria Jerusalem thanks to Hilton points.

  2. It’s a shame you only have a few hours in Singapore. There’s good train service from the airport to the city. Just remember you need to change trains at one of the stations. The good news is that it’s just across the platform. Singapore is a great city. We did the now defunct Newark/Singapore and Singapore/LA flights in Business last year.

  3. The Mrs and I are headed to Moorea & Bora Bora in August. Air Tahiti Nui in biz and OWB at the Hiltons on points. I’m really looking forward to it.

  4. My wife and I have a big trip coming up using the now defunct AA Explorer award. We will be flying RJ business class to Jordan for a week, then a few days in dubai. We will fly to Kenya on Qatar Airways and go on a safari, and then transit back through Doha to Casablanca where the Explorer award ends. We will spend a week in Marrakech and then fly to Paris for a few days before our return flight on Air France.

  5. I’m working on visiting all of America’s national parks before I turn 50… just booked a ticket to Pago Pago on HA using AA miles for a visit to the national park of American Samoa. I’ll stop in HNL on my way. I already bought a snorkel set. Also have tickets to travel to Acadia, Channel Islands, Virgin Islands, Shenandoah Valley, and a Zion-Bryce-Capital Reef road trip. There’s no way I could pay for this many weekend trips without miles and points (flexperks, arrival, and cap1 paid for the domestic trips). Anyway, thanks so much for this positive post. It’s been cold too long, and I’ve been in a bad mood. Writing it all out reminds me how many great things I have planned.

  6. Only two trips we have planned are a trip to Vegas and later to Miami. Both are for events rather than vacation. Think we are tired of traveling at the moment as we have been on the go for the past 24 months with continual travel. Doesn’t matter if all the trips are in First Class it does get tiring. That said we have another 2 million points waiting to be spent and I’m sure after a few months rest I’ll be anxiously hunting some redemptions.

  7. Italy in June: I’m joining a tour group from Austin. We are visiting Venice, Tuscany, Florence, Pisa, Rome, and Amalfi Coast. My flights are booked in business (using AA miles): AA/US Envoy on the outbound, British Airways Club World on the return. I will also take my first flight on a Boeing 787.

    Alaska over Labor Day weekend: took advantage of an AA deal. Planning to visit Denali National Park.

    Paris over Christmas: specific details TBD. Planning to spend a few days in Paris. May also visit other France cities, or even spend 1 or 2 days in Belgium. Flights booked on AA in business class, again using miles.

  8. One more:
    Royal Caribbean cruise with some of my San Antonio friends: departing out of Galveston and visiting Cozumel, Honduras, and Belize.

  9. Hot air ballooning and wine tasting in Napa and Sonoma with brother in law and sister in law in June. Florida with kiddos at the end of June. Paris with my husband in late July. Oh, and my mother in law decided a trip to Paris sounded wonderful after she heard about our plans and booked for the same time. That will be interesting!

  10. So far this year I’ve been to Moorea, Bora Bora, Florida, San Francisco and Arizona. Will be going to Cabo in May and I’m going back to my favorite Greek island late August. I’m probably most looking forward to my December Africa trip. I also hope to spend a few days in London, New York and Paris, but probably wont make all three. I will be out in California a few times as well.
    This doesn’t include several work trips to less desirable locations and one or two to Asia.

  11. The travels of tomorrow excite us all. Our next trip is to Washington D.C. for the July 4th extravaganza. The fireworks, the music, and the red, white and blue celebration are all calling our names. And I guess I want to personally see how my IRS check today is being spent. Wisely, I’m sure.
    Happy travels!

  12. I realized a long time ago that trip planning was particularly fun for me. I am newish to points and I’ll travel regardless, but it adds a game like element to it now. I have a long ways to go compared to the awesome points getters that commented above, but you’ve got to start somewhere.

  13. My wife and I cashed in our US Airways miles to take an anniversary trip to South Africa.(Thanks for posting in the past about how to get the most out of an award booking with US Airways. We would never have been able to plan this trip without the awesome tips!) We are also making a stopover in Istanbul on the way. Excited to create some great memories.

  14. I love the planning part of vacations!

    We have one vacation coming up later this year…a week-long cruise on the Disney Fantasy! We are using Southwest miles to fly all of us to Orlando, and we accumulated over $1300 in credit card rewards to reduce the price of our cruise.

  15. Iceland in September on delta points!new Zealand for three weeks, December into January!all on points!i,m so darn excited!love the points game,love the planning.and love the going!

  16. We are wrapping up our 2-week spring break trip in Maui (last night tomorrow). A 2-week Vancouver/Seattle summer trip is coming you next. We will spend Thanksgiving week in a Southern California beach resort and finish off with a new years in Vegas (bringing kids along of course)! We cancelled a Memorial weekend trip to Southern California because overall life is getting a bit hectic this year.

    We have already started the planning process for next year.

  17. We booked a flight in October on miles to Switzerland, Germany and Austria (all in the Alps areas) – business class on United over, and business on SAS on the way home. I’m also going to Brazil for work (earning miles!) and after that trip in late May, I’ll have been to almost every continent on the planet!

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