
Vacations Close To Annaberg Plantation
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Annaberg Plantation Flight + Hotel packages
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Limetree Beach Resort by Club Wyndham
Price was $2,158, price is now $1,614 per person
$1,614
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to St. Thomas (STT)
This was a 5 star stay, minus the 20+ minutes sales pitch about attending a timeshare seminar with the semi-aggressive trying to book you. Tbh, if that was not there, this would have been perfection.
The room was very clean, modern, and comfortable. Much better than we expected. Loved the bracelet cards btw.
The pool bar is convenient and Kerry is very nice and made amazing drinks + got us food daily (the veggie wrap was shockingly good, with coleslaw) and customized stuff for our kid. It was a pleasure and we would come back just for her.
The security guard is one of those hidden "help everyone" people. It was incredible how much he was helping the workers.
Michele (the owner of the scuba shop) was very accommodating for a late 2 day+ snorkel and fins rental. Amazing deal and we only learned about it from Kerry at the bar. Skip the shenanigans at the front and book your catamaran excursion here. Or, rent some high end equipment and go to Brewers Bay to swim with some turtles for free and see some amazing spots. (Free parking too).
The water was so nice and warm! Having the pool is wonderful.
The only recommendation is some info about trash/etc as it seems every room had the same question.
Wonderful experience overall, and thankful for the little kitchen which saved us a lot of money.
Reviewed on Aug 28, 2026

At Home in the Tropics
Price was $1,889, price is now $1,413 per person
$1,413
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to St. Thomas (STT)
Excellent place to stay on Saint Thomas. The owners are very responsive, friendly, and accommodating. Clean and spacious rooms a short walk from downtown Charlotte Amalie. This is a small, locally owned "hotel" that has an intimate, relaxed vibe. Easy access and parking.
Reviewed on Aug 3, 2026


Margaritaville Vacation Club - St. Thomas
Price was $1,978, price is now $1,514 per person
$1,514
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to St. Thomas (STT)
Pros: Room was clean, infinity pool was clean, shuttles were convenient.
Cons: guest services slow to respond to any request 24-48 hours to get towels, body wash, coffee, basic amenities. Beach is non existent due to sargassum and smell was horrible. Large pool was dirty and full of kids jumping off of tables, using adult pool chairs as slides, taking over bingo, hanging on volleyball net. The restaurant service was the worst i have ever experienced even during slow season. The food was worst take on bar food you could imagine with 18% gratuities is a joke. Talking with locals and other travelers there are many many better options!
Reviewed on Aug 29, 2026


The Westin St. Thomas Beach Resort & Spa
Price was $2,412, price is now $1,913 per person
$1,913
per person
Oct 17 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to St. Thomas (STT)
The staff,property and services were absolutely an outstanding experience 😁
Reviewed on Aug 29, 2026

Calichi at Picture Point
Save 100% on your flight
Price was $4,234, price is now $3,400 per person
$3,400
per person
Oct 17 - Oct 24
found 15 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to St. Thomas (STT)
This was our second time in Calichi. I intend to return soon. There is no other place like it in the world.
Reviewed on Aug 14, 2026
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