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Second the W Vieques
The W in Puerto Rico treats status members like royalty!
I'm going to the Westin Playa Conchal in Costa Rica this summer. Everything I've read has been good
Got upgraded to an amazing suite at the St. Regis in PR. Disclaimer: the resort is not cheap and you will end up spending a lot on food, drink, etc.
Following
I had a good experience at the Westin Punta Cana. Got upgraded to an amazing ocean view suite.
I've been at the Westin in Punta Cana too. Pros: The property is only a few years old and almost all the rooms have some type of ocean view. My upgrade was amazing. Cons: Food is really expensive and there's few options. They advertise a little shopping/restaurant area but it's is nothing to do besides laying on the beach. This
Ugh accidentally posted before I finished editing. Basically there's nothing to do besides beach time, so that may or may not be a pro for you.
Westin St John is nice!
W Vieques is amazing
I just saw a deal on the St Regis Puerto Rico on travelzoo. You can probably still get upgraded with status.
W Vieques it is! Thank you all for your recs!! And @bain&company1 it's an all girls trip; bring your coworkers 🙌🏻