Family Travel with Points and Miles
At the time we were making these plans, Marriott was having a sort of "sale" on points bookings. Marriott will normally have different points prices on a property with low, standard, and high season rates based on their category. For a category 5 property it'll be either 30,000, 35,000, or 40,000 points per night based… Continue reading Miami 2021 – Hotel Planning
Normally I book the flights first and the hotel second. While I checked flight times and prices before booking the flights, I didn't actually book the flights until later than usual as there was still some uncertainty in what we would actually do. Flights to Miami We found that the flight times into Miami itself… Continue reading Miami 2021 – Flights
In July of 2020 while we were in Maine, I was talking to my neighbor (the husband of my cousin) about Vail. He is an avid skier and spends a lot of the winter in Vail. We compared the dates of the winter vacation of his kids and that of our kids and they lined… Continue reading February 2021 – Where to Go?
I’ve briefly gone over the plans for the trips I took with the boys in 2017 and 2019. The 2020 trip was going to be a little different due to this whole COVID thing, but I would leverage what I learned from the previous trips to see what I could pull together. Staying Outside the… Continue reading Florida 2020 – Disney Planning Part 3
I had learned a lot about planning a Disney trip from taking Tomatico on his trip when he turned 8. When my youngest turned 8 he was ready to go and I was back at it planning an even bigger and better trip! Disney with my Youngest At the time of his trip, Tomatico was… Continue reading Florida 2020 – Disney Planning Part 2
Planning for Disney is complicated. It's unfortunate that you have to do so much planning to best ensure you get the most out of your vacation, but it's a reality. Fortunately I love the planning part almost as much as the trip itself and over my previous two trips I had learned a few tricks.… Continue reading Florida 2020 – Disney Planning
Not the car we rented... Our original plan had us arriving on a Saturday in Fort Myers. We'd pick up the rental car at the airport there and return it at the airport in Orlando. Using my go-to service for car rentals, Autoslash.com, I found that SUV rentals were quite expensive but a standard or… Continue reading Florida 2020 – Car Rental Planning
We would have three different hotels to plan. Our first night would be a quick one night stay in Fort Lauderdale. Then we would have a seven night stay in Fort Myers and finally a nine night stay in Orlando. Fort Lauderdale We just needed a single night stay. We were looking for someplace convenient,… Continue reading Florida 2020 – Hotel Planning
We wanted to fly into Fort Myers and return from Orlando since we were going to rent a car and drive between the two mid-trip. Flights: Take One We have a high preference for nonstop flights, especially in the COVID era. We don't want to be stuck in an airport any longer than necessary. Since… Continue reading Florida 2020 – Flight Planning
The year 2020 was challenging and as fall approached we hoped to find a way to travel over the holidays. Originally we had looked at going to Dubai for a couple weeks, but with the COVID restrictions that was not even a remote option by the fall. We would restrict ourselves to a domestic destination,… Continue reading December 2020 – Planning
Tomatico Travels 
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