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[quote=Anonymous][quote=Anonymous][quote=Anonymous]What do you like to do? Would a fun hotel on the beach be fun for you? That's what I would do. 
Can you bring someone along with you? A grandparent? A sibling? [/quote]

Good questions. I love cities, museums, good food, interesting architecture and history - and seeing my toddler explore and try new things is pretty fun for me too. My toddler loves playgrounds, people watching, stroller walks and trying new foods. Has only been swimming once.

I could bring family, but it's a tradeoff. Some emotional baggage in exchange for the extra help.

I've heard about some Caribbean resorts with nanny services, but haven't found much like that here in the U.S. Getting some babysitting hours during the trip would definitely be nice.[/quote]

If the extra help is not worth it, don't do it. I only asked in case it was a possibility that added to your experience. 
Is there a place you went to pre-covid that you would like to revisit? (With different expectations of course) frankly, I'd pick a place you have been wanting to visit and then adjust accordingly.  
I will thrown this in though,  florida is easy with kids. You can go to  Disney's Animal Kingdom, Sea World. My toddler loves the pool and the beach, as do I,  so it's an easy and fun way to spend time together. [/quote]

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