Travel planning + dreaming

 The next year is going to be big for travel, as we have a lot of milestones. We've planned this into our budget, but we still want to maximize points, miles, etc as much as possible. I've really enjoyed playing around with dates & hotels & flights to find the best deals.  

We are currently thinking of the following trips:

• Trip to Las Vegas with three friends + my sister to see a concert (50th birthday) in November
• New Zealand hiking trip with M, for our 20th anniversary in February
• Trip to Greece in June with sister + BFF to celebrate our joint 50th birthdays (yes, a double celebration). 

I've used United miles to cover one flight to New Zealand, as well as Hyatt points for our hotel before we fly back from Christchurch. The rest of the trip will still be pretty pricey, as we are doing a hiking tour, and staying at another hotel after the hiking trip, doing winery visits, etc. There's not much we can do about offsetting the rest of those costs, so we've just budgeted accordingly.

For the trip to Greece, we're having a lot of fun discussing & planning. My BFF works at a school, so days off are very specific, and there's no flex to move things to lower cost dates. That makes planning tricky. We think we've come up with a plan that might work, and maximizes fun, while minimizing cost. We're doing a call this afternoon to further discuss, which is always a good time.

• Flights - you remember M's expiring British airways points from last summer? I bought a pair of workout pants through their shopping portal, & thus extended their expiration date. I didn't pay close attention to how much they were worth, short of going through & verifying they were worth keeping. I was price checking United (all of my miles were used for NZ trip) & flights were insanely expensive. As I was flipping through my spreadsheet where I track all points, miles, credits, etc, I happened to see the British Airways points & decided to go plug them in & see what we could do. We have enough points for two economy plus tickets to Athens from SFO! This is huge, and a savings of about $7k, vs paying through United. I'm so thrilled. We need to lock in the dates soon ish, as one of the dates we are thinking of leaving on only has two seats left. 
• Hotels - we want to minimize logistics & transit, but maximize what we see & do. Here's what we're thinking on the transit side, and corresponding hotels.
• Athens - We will stay at the Grand Hyatt Athens 1-2 nights when we arrive, and I'll use Hyatt free night awards for that. It is a category 3 hotel, so I should have plenty of Hyatt awards I can use. BFF also may have awards to use, so that will be covered.
• Santorini - we will then fly or take the ferry to Santorini. We do want the white building/Santorini type experience, but we also don't need a lot of night life, and are not exactly going to be club kids out there. The Hyatt has a property on the other side of the island that is supposed to be fantastic, and much quieter. I will likely have enough Hyatt points to cover this stay, and/or will combine points with BFF to sort it out. There are three of us, which always makes room booking outside of the US tricky, as you typically need 2 rooms, or a suite. 
• Paxos - from there, we will take the ferry to Paxos. There are no Hyatt properties on the island, but Marriott has a hotel that looks like a good fit. Between myself & BFF, we will transfer points from our other travel cards & can hopefully cover most of the Paxos stay with points. 
• Athens - we will stay the last night in Athens again, ahead of our flights home. We will use free night awards to cover this as well. 

I've always been so stingy with my time off, needing to use it for the kids spring breaks, ski week, and between Christmas & New Years. A few things have changed: no more ski week, & I'm not delusional enough to think the boys will want to spend their spring breaks with me. ;-) Also, they have different spring breaks, so a family trip isn't an option at the moment. The company I work for closes during Christmas & New Years, and I won't need to use vacation days. And finally, I'm going to be 50, M is close to 60. . . why not enjoy the time we have & travel? It feels a little strange to plan to use all of my vacation days, but I also remind myself that I have a huge bucket list of places I want to visit, and should make the most of this time in our lives. 

M says travel planning is my hobby, which I somewhat agree with. I love: thinking about fun adventures, playing around with rewards to minimize cost, and having fun things to look forward to.

What about you? Do you enjoy travel planning, and hacking to keep costs low?