Trinidad & Tobago
Vacationers enjoy the contrast between bustling Trinidad and serene Tobago. Plus, there’s no shortage of lodging options on either of these two islands, meaning you can easily find a reasonable room rate in an area that appeals to you. If you’re planning to visit for the Trinidad Carnival in late February or early March, book your accommodations well in advance to secure lower rates. As far as affordable activities go, head to one of the free or low-fee beaches or take advantage of your hotel’s pool to soak up some sunshine.
Jamaica
Jamaica has long been a prime destination for tourists thanks to its laid-back culture, impressive scenery and varied attractions. You may spend more than you would in Puerto Rico or the Dominican Republic, but you can nab flight and hotel deals if you’re willing to visit between June and November (hurricane season). Protect your investment by purchasing an affordable travel insurance plan before your trip. Or, arrive in April or May to enjoy budget-friendly prices without the threat of a hurricane. You may also find deals on all-inclusive resorts, which cover lodging, food, drinks and often more.