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Tenerife

SummaryOur family visited the Canary Islands (technically part of Spain but right off the border of NW Africa) in August 2022 for a weeklong summer holiday. We thought to visit because the islands have everything we love about trips to new places with kids our age – 1) it is an interesting destination that my wife and I wanted to visit 2) lots of activities for the kids to do and explore 3) if the...

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Southampton

SummaryWe spent the month of July in Southampton, Long Island – a tradition we have maintained over the past several summers. We have typically stayed in East Hampton but this summer we tested out a different neighborhood. We were looking to try out different restaurants, activities, beaches etc and also see if the revised commute would be impactful – Southampton is less than 2 hours from our home...

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Mayakoba

SummaryWe visited Mayakoba – just outside of Cancun – Mexico during spring break 2022 with our kids and a close family friend that have kids of the same age (7 and 4). The flight from NYC was very easy – 5 hours or so and even less coming back – directly into Cancun. Our hotel organized a seamless pickup for us but there many options outside of the airport. Given the size of our group, we found it...

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Miami

SummaryMy wife and I went to Miami for a reunion of her college friends in March and had a wonderful trip. We hadn’t been to Miami in many years and it reminded us how easy it is to get to from NY (2 hour flight), how wonderful the weather is in March (70s and 80s each day) and that with all of the COVID challenges, it is nice to have it be a domestic trip. We went for 2 nights – without the kids which...

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Jackson Hole

SummaryI went to Jackson Hole, Wyoming during the summer of 2021 in August for an anniversary trip with my wife and our two young children (6 son, 3 daughter). Jackson Hole is one of the most beautiful places we have ever been to in the US. While I always felt it was more well-known as a winter destination for skiing, the summer activities, surroundings and weather are beautiful and welcoming. We had...

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Hamptons (2021)

SummaryI spent a month in The Hamptons in July of 2021 with my family – myself, my wife and our two children (ages 6 and 3). We stayed for a month to work remotely (not as a vacation as we did last year). The Hamptons was perfect again because it is a relatively short drive from Manhattan (our accommodations were about a 2-hour drive) and the surroundings (beaches, towns, activities) were unique enough...

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Scottsdale

SummaryI visited Scottsdale for a weeklong getaway during the Spring of 2021 with my family – myself, my wife and our two children (ages 6 and 3) – and our close friends with two small children (also ages 6 and 3). Because of the Coronavirus pandemic, our family was in need of a break from the dasily grind and an escape to somewhere warm. Scottsdale was a reasonable choice for this trip given its warm...

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Hamptons

SummaryI visited The Hamptons for an extended holiday during the last two weeks of August of 2020 with my family – myself, my wife and our two children (ages 5 and 2). We were joined for part of the visit by our close friends with two small children (ages 6 and 3). We rarely travel for two weeks during the year (except in december) but with all travel cancelled due to the Coronavirus pandemic, our...

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St. Kitts and Nevis

SummaryI visited St Kitts and Nevis over the December (New Year’s) holiday period between 2019 and 2020 with my parents, brother, sister-in-law, wife, kids (age 5 and 2). We went on this trip for six days / seven nights (which is two days more than we typically go) but it was great given the quality family time and given that December is our favorite time to decompress and relax. Beyond the company...

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Disneyworld

SummaryI visited Disneyworld in Orlando over the Christmas holidays in 2019 with my wife and kids (age 5 and 2) – specifically Dec 19th to the 24th. This ended up being a perfect time to go because it was just before Christmas so the parks were not too busy (although ramping) and the weather was great - 70s and sunny. From New York, the trip is certainly an easy flight to Orlando and given we would...

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Iceland

SummaryI visited Iceland over the July 4th holiday weekend - as part of a long weekend family getaway - with my wife, kids (age 4 and 1) and our dear friends (husband, wife, 3-year-old son) with whom we often travel. Iceland is interesting because it is so far north that a summer visit means it is light outside for 24 hours a day and the warmest the weather gets is 60-65 degrees (often not on consecutive...

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Hilton Head

SummaryI visited Hilton Head Island with my wife, kids (age 4 and 1) and my in-laws’ family (a total of 13 people all together) over Memorial Day Weekend 2019. The weather was a bit warmer than usual that weekend but May is an excellent time to go as the summer season is ramping up and all of the island beaches, activities and restaurants are open and lively. From the east coast, you can fly directly...