dominican republic

Sarah Casewit

Why should I plan your trip? Because the version of the DR that isn't an all-inclusive resort strip actually exists, and it's worth the extra planning.

RECOMMENDED STAY
Ideal Duration

STARTING PRICE
Per Person Per Day

IDEAL MONTHS
Best Time to Visit

$800+

7+ days

dec-apr

Beyond the Resort Strip

THE FIRST CITY OF THE NEW WORLD

Santo Domingo opens the trip as the oldest continuously inhabited European settlement in the Americas, colonial streets that predate anything comparable on the continent. The rest of the island resists the all-inclusive reputation most people assume, mountain towns in the Cordillera Central, the Samaná Peninsula's humpback whale migration each winter, and beaches along the northern coast that never made it onto a resort brochure. This is the same island, told without the wristband.

Where to go in
dominican republic

Street view of a white building with decorative yellow trim, balconies with black wrought iron railings, and potted plants outside. Several large umbrellas are set up in front of the building.

Santo Domingo

The oldest continuously inhabited European city in the Americas, its Zona Colonial holds the first cathedral, first paved street, and first fortress built in the New World, still very much a living neighborhood rather than a museum.

Aerial view of a beach with palm trees casting shadows on the sand, waves hitting the shore, and a few people walking along the beach.

Punta Cana

The DR's most famous coastline, and for good reason, powder white sand and turquoise water, though the real luxury experience here means seeking out boutique, privately run properties rather than the resort megaplexes.

A whale breaching the surface of the ocean with water splashing around it and land in the background under a clear sky.

Samaná Peninsula

Each winter, thousands of humpback whales migrate to Samaná Bay to breed, one of the most accessible whale watching destinations in the world, alongside the dramatic El Limón waterfall and largely undeveloped beaches.

A landscape at sunrise with palm trees, other trees, and lush vegetation. A horse grazing in the foreground, with pink flowers in the lower left corner.

Jarabacoa

A mountain town in the Cordillera Central, the DR's "Alps," river rafting, waterfall hikes, and noticeably cooler air, a genuine contrast to the coast most visitors never see.

ready to Travel to dR?

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DON’T TAKE MY WORD FOR IT

TRAVEL + LEISURE

"Casewit spoke to the impact and importance of exploring the world outside your comfort zone."

AUSTIN Based Traveler

"Excellence is the word that comes to mind when I think of Sarah Casewit and my recent trip.”

BOSTON Based Traveler

"So many nights, my last thought before falling asleep was what a lovely day we'd had together. We can't wait to plan our next trip with her."

Text reading 'Travel + Leisure' in bold black letters.
The word "VOGUE" in large black letters on a white background.
Forbes logo
National Geographic Travel Expert
Close-up of the GQ logo in black and white.
Condé Nast Traveler logo
CNN logo
Robb Report logo
The New York Times logo
Text reads 'A HOTEL LIFE' in black capital letters on a white background.
Business Insider logo
The Zoe Report logo

PICK MY BRAIN