Caribbean Islands Forums

Start a new topic Change Forum
Advanced search

First Time to Caribbean- Island Advice

Jump to last reply

Hi everyone! My boyfriend and I are planning a trip to the Caribbean in the middle of April and I'm hoping to get some advice on where to go. We are flying from Chicago and will be staying about a week. I'd like to keep the budget around $3000.
As far as what we are looking for:
I'd like to be at a nice, pretty beach and things like snorkeling would be fun, but not a deal breaker if the snorkeling isn't the best.
Some night life is nice. By that I don't mean I'm looking for clubs or anything, just a few bars/entertainment in the area so that we aren't sitting in our hotel room every night.
I would like to be able to explore a little bit during the day as well, so am looking for something that would be safe to do this and also not necessarily need to rent a car for.
I've been doing some research and it seems that all inclusive is the way to go. I'm not totally opposed to non AI though. I'm looking for something that is clean and well kept and, if AI, does not have a ton of add on expenses.
We have both been to Mexico and would like to go somewhere new. I know there are a lot of AI's in Jamaica and DR, but I'm not 100% sold on either of those.
Some ideas that I've had are Antigua, Virgin Islands (St Croix or St John maybe), St Martin/St Maarten (am not sure which side, people seem to prefer St Martin), or the Bahamas. I'd love to go the Cayman Islands but I think that may be out of the budget.
Would love to hear any advice/ideas and am really just looking for some of your opinions as a jumping off point.

Thank you!!

1 Reply |

Add a Reply

Sign in to comment.

Recent Activity

View all Caribbean Islands activity »
  1. 1 Trip Report Back from San Juan
  2. 2 Looking for South-to-North options/routes/price estimates.
  3. 3 Cupecoy Beach
  4. 4 Looking for small hotel/inn within 4 hrs. nonstop flight from New York
  5. 5 Vacation Ideas
  6. 6 Turks and Caicos - Best Time to Book Accomodation
  7. 7 Anyone found a cruise comparable to Windjammer Barefoot Cruise experience?
  8. 8 Carry on size Bahamas
  9. 9 St John March, where to stay
  10. 10 The right adults-only resort
  11. 11 Cuba - Questions about Phone/Internet/Currency
  12. 12 Jamaica vs. Barbados
  13. 13 1st time to Caribbean/Turks & Caicos - suggestions
  14. 14 Tips for bahamas
  15. 15 Trip Report St. Martin/Nevis Trip Report
  16. 16 Seven Mile Beach Questions
  17. 17 First time to Puerto Rico need advise please
  18. 18 condo / villa with kids, on the beach
  19. 19 Trip Report My trip report from 10/23 - 11/1/14 - St. John USVI's
  20. 20 Bay Gardens Beach Hotel in St Lucia
  21. 21 Barbados with two kids under 4.
  22. 22 walkable hotels
  23. 23 Colony Club Barbados OR Sandals Great Exuma Bahamas????
  24. 24 St Thomas
  25. 25 Cheapest excursions in Punta Cana?
View next 25 » Back to the top