My wife and I travel to SXM once a year for 3 weeks and travel with friends for 2 weeks every year. We have traveled with them a few times to Barbados, but that's a long trip. We will leave for a 2nd trip to the Bahamas in October. Have many numerous trips to St. Thomas and St. Croix and they aren't that great a distance. Even a trip to Puerto Rico can be fun and isn't too far. You would probably enjoy Old San Juan. We have made a few trips to Provo in the Turks and Caicos and really enjoy the island. Some of the most beautiful beaches and water we have ever seen. We made a visit to Provo last year and had a great time until my wife had to have her appendix removed at the local hospital. The hospital on the island was built recently and very nice.