Dominican Republic
in $220s-$310s RT
Harsh truth: Even in the Dominican, you can't spend all day sipping drinks and lounging around on the beach.
I mean sure, you can hang out by the ocean for hours. You can even sleep there. But eventually, you're going to get hungry. And since a man can't survive on sun and mamajuanas alone, you'll have to pull on your flip-flops and go looking for food.
Luckily, you've got plenty of noshing options in Santo Domingo. You can visit a restaurant, like this one built in a former buccaneer hideout. Or you can stroll around and check out the Dominican Republic's famous street food. There are no wrong choices here, to be honest.
Either way, you'll be back on the beach in time to watch the sunset :-)
Taking off ✈️
Tip Published: Aug 08, 2025
To:
- Santo Domingo (SDQ)
From:
- Boston (BOS) - $316
- Miami (MIA) - $226
- Newark (EWR) - $270
How to Book
This is a Premium deal for Jack's Flight Club members only. For step by step instructions on how to book it you'll need to login or upgrade to Premium membership.