Tobago at $338 RT

Missed the madness of Trini Carnival in March? No stress - Tobago’s giving you a second chance.

You've got dates stretching into early next year, but the highlights here are October trips - you’ll land right in the middle of Tobago’s Carnival: smaller than Trinidad’s, but just as wild - street parades, sunrise fetes, and more rum than rain.

 And if that’s not your vibe? Tobago slows down real easy—think quiet beaches, rainforest hikes, and sleepy fishing villages. I stayed at Castara Retreats, a little off the beaten path but perfect if you want to properly disappear for a bit.