Caribbean Islands Forums

Post New Topic

Recent Activity

  • How do you plan your trips?
  • Please help us learn by participating in a brief survey.
View all Caribbean Islands activity »
  1. 1 vhgjfg ghjcgvhvg ghjjgh
  2. 2 PR or USVI
  3. 3 Which island should we visit? Non-windy beach + all-inclusive?
  4. 4 Which Caribbean island?
  5. 5 Luxury Hotel off the beaten path celebration?
  6. 6 Trip Report Cuba, March 2017, what an experience!
  7. 7 Turks and Caicos/ Beaches/ Restaurants
  8. 8 Trip Report Punta Cana; Bavaro Beach area, Dom. Rep.
  9. 9 SWIMMING AND FOOD...WHICH ISLAND TO CHOOSE?
  10. 10 Barbados hotel in St. James
  11. 11 5 days in Havana
  12. 12 Puerto Rico Itinerary help
  13. 13 Where to look for a villa on Bermuda with private staff
  14. 14 which Caribbean Islands don't have a big stray animal problem
  15. 15 Using USA credit cards in Cuba
  16. 16 Ten reasons you might not want to visit Cuba
  17. 17 resorts for age 50-60 wedding anniversary
  18. 18 Day trip FROM Anguilla
  19. 19 10 pm arrival St. Maarten
  20. 20 Scrub Island Resort
  21. 21 Caribbean Vacation Advice
  22. 22 St. Lucia Villa Recommendations
  23. 23 Wedding Destinations???
  24. 24 Grand Cayman Westin or Kimpton
  25. 25 Down to two in January have we got it right
View next 25 » Back to the top

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 |Back to top

Sign in to comment.

Advertisement