Ana Rebeca 3/30/17 Ana Rebeca 3/30/17

Caribbean Island Guide: How to Choose the Right Island For Your Vacation

With over 25 different Caribbean Islands to choose from, how do you know which one is best for you? Use this Caribbean Island Guide to help you decide where to go based on your style, travel schedule, and budget.

Caribbean Island Guide: How to Choose the Right Caribbean Island For Your Vacation

Millions of beach-ready tourists flock to the sunny islands of the Caribbean every year; but with so many places to choose from, how do you know which one is best for you?

Whether you're an adventure seeker looking to hike the mountains and dive with the stingrays, or you're researching where you can indulge and relax near the beach on some luxury Caribbean vacations, this Caribbean Island Guide will help you decide where to go based on your style, travel schedule, and budget. Browse the islands below, grab your sunnies and bathing suit, and get ready to book your ticket!

1. Antigua

Antigua (and Barbuda) is the ideal place for people who can’t stay in one spot the whole time. You’ll have the chance to go beach hopping and island hopping every day if you visit this yachting destination. There are also lots of options for accommodations and activities for any budget.

Best For: Beach Lovers, Sailors & Boating, Families, and Couples
Accessibility from US and Canada: Easy to get to with daily flights from most major airports
Price Range: $$$

2. Aruba

If your ideal vacation involves lounging around the beach 24/7, this is your destination. Aruba’s beaches are among the world's finest with crystal clear waters and white sand along the coastline.

Best For: Beach Lovers, Affordable Travel, Couples, Families, and Watersports
Accessibility from US and Canada: Easy to get to with daily flights from most major airports
Price Range: $

3. Bahamas

Probably one of the most popular destinations in the Caribbean for family travel. Besides the popular Paradise Island (home to the Atlantis Resort), there are actually a ton of other hidden gems where visitors can experience diving, quiet beaches, and luxury villas.

Best For: Families, Affordable Travel, and Diving
Accessibility from US and Canada: Extremely easy to get to with frequent, daily flights from most major airports
Price Range: $$

4. Barbados

The island of Barbados is perfect for people who are looking to explore outdoor activities at a lower cost than some of its neighboring islands. Some of the beaches offer perfect waves for surfing or windsurfing. Golfers can also come and indulge here as Barbados offers some really exquisite golf courses (it was actually the destination for Tiger Woods’ wedding).

Best For: Affordable Travel, Beach Lovers, Surfers, Golfers, Couples, Families, and Foodies
Accessibility from US and Canada: Easy to get to with daily flights from most major airports
Price Range: $

5. Cuba

For a truly exotic and foreign experience in the Caribbean, you’re going to want to head to Cuba right now. The rumors are true... The island really looks as if it has just been unleashed from a time capsule from the 1950s, but there is still so much untouched beauty that visitors can explore. There are beaches to visit, urban adventures to explore, delicious food to indulge in, and lots of music to dance to. Head there quick before they ruin it with Starbucks and McDonalds!

Best For: Adventure Travel, Music Lovers, History Lovers, Couples, Foodies, Beach Lovers, and Affordable Travel
Accessibility from US and Canada: Becoming easier with the increase in flights as travel restrictions ease. Currently some flights from most major airports
Price Range: $

6. Puerto Rico

I might be biased because my family is from here, buttttt.... Puerto Rico is one of the best (if not THE best) destinations in the Caribbean IMO. You have some of the most gorgeous beaches in the world (just Google Flamenco Beach), the only rainforest in North America, colorful streets and nightlife, casinos and live music, delicious food and tons of rum, surfing, and so much more! Plus, you don’t even need a passport to come here if you’re a US citizen!

Best For: Beach Lovers, Families, Couples, Singles, Foodies, Surfing, Water Sports, Outdoor Adventures, Hiking, and Golfers
Accessibility from US and Canada: Extremely easy to get to with frequent, daily flights from most major airports
Price Range: $$

7. Dominica

Dominica is the perfect destination for people who are looking for something different than the typical “beachy” Caribbean destination. The terrain and geography of Dominica provides visitors the perfect landscape for outdoor adventures. Think hiking, waterfalls, diving, mountainous rainforests, natural hot springs or mud baths. It’s been dubbed the “Nature Island.”

Best For: Outdoor Adventures, Hiking, Watersports & Diving, and Couples
Accessibility from US and Canada: Will most likely have to connect on a flight from a nearby island, like Puerto Rico
Price Range: $$$

8. Dominican Republic

While Dominican Republic has traditionally been known as a great budget-friendly destination, recent developments have turned this popular Caribbean island into a luxury escape for all types of travelers. You can enjoy affordable all-inclusive beach resorts, hidden getaways in the forest, or luxurious colonial-style villas in the city.

Best For: Affordable Travel, Beach Lovers, Families, Urban Travel, Couples, Luxury Travel, Golfers, and Outdoor Adventures
Accessibility from US and Canada: Extremely easy to get to with frequent, daily flights from most major airports
Price Range: $

9. Curacao

The two largest appeals of coming to Curacao are the diving/snorkeling excursions and the cuisine. The beautiful bays and colorful urban landscapes aren’t too bad either!

Best For: Watersports & Diving, Outdoor Adventures, Urban Travel, Families, Foodies, Affordable Travel, and Couples
Accessibility from US and Canada: Moderate with a (likely) layover in a nearby city or island
Price Range: $

10. Trinidad and Tobago

These sister islands are like a yin and yang in that they can offer visitors two completely different experiences. Trinidad, which is home to one of the world’s biggest Carnival celebrations, is a much bigger island and has some of the best nightlife, music, and culture scenes. Tobago, on the other hand, is much smaller and home to lush rainforests, sandy beaches, and a relaxing natural environment. You really get the best of both worlds by visiting these sister islands.

Best For: Music Lovers, Outdoor Adventures, Watersports & Diving, Foodies, and Hiking
Accessibility from US and Canada: Moderate with flights into Trinidad from most major airports
Price Range: $$

11. Cayman Islands

Heading to the Cayman Islands can feel a lot like visiting places in Southern Florida. Vacationers can enjoy outdoor activities, such as snorkeling and diving (especially at Stingray City, where you can actually swim with them too) or lounging on pristine beaches (like Seven Mile Beach). You can also go golfing or dine at upscale restaurants, like Chef Eric Ripert’s restaurant.

Best For: Watersports & Diving, Beach Lovers, Affordable Travel, Foodies, Families, and Golfers
Accessibility from US and Canada: Easy to get to with daily flights from most major airports
Price Range: $$

12. US Virgin Islands

The US Virgin Islands are comprised of 3 main islands—St. John, St. Thomas and St. Croix—as well as some other smaller, minor islands. St. John and St. Croix are a bit less developed that St. Thomas, so here you’ll be able to explore the natural landscape and parks a bit better (think horseback riding, hiking, and snorkeling). St. Thomas is great for people who enjoy the mega-resort vibe and the commercial comforts of the US.

Best For: Beach Lovers, Outdoor Adventures, Families, Couples, Water Sports, Hiking, and Affordable Travel
Accessibility from US and Canada: Easy to get to with daily flights from most major airports and ferries available from St. Thomas to reach other islands
Price Range: $$

13. British Virgin Islands

If you’re into sailing or boating, this is your destination. Visitors often explore the British Virgin Islands by these modes of transportation, making it great to explore all the little caves and bays around the terrain. People who enjoy snorkeling and diving will also find paradise among the islands here.

Best For: Sailors and Boating, Watersports & Diving, Couples, and Families
Accessibility from US and Canada: Will most likely have to connect on a flight from a nearby island, or find a flight into Tortola. Can also take a ferry from St. Thomas.
Price Range: $$$$

14. Turks and Caicos

If you’re looking to relax near some of the most beautiful beaches in the world, then Turks and Caicos is your place. The islands are surrounded by crystal clear waters and beautiful coral reefs to explore. Turks and Caicos is also wonderful destination for visitors looking to be pampered and treated by some of the best health and wellness retreats and resorts in the Caribbean.

Best For: Beach Lovers, Health & Wellness Retreats, Watersports & Diving, Couples, Families, and Luxury Travel
Accessibility from US and Canada: Easy to get to with daily flights from most major airports
Price Range: $$$

15. Jamaica

Jamaica is undoubtedly in the middle of a rebirth period right now. The island, which was once known as the home of reggae music and Bob Marley (and also for being a frequent cruise ship port), is quickly coming onto the scene as a perfect Caribbean getaway for any type of traveler. You can still come to experience the incredible music scene, but you’ll stay after you fall in love with the local cuisine, the natural landscapes and terrain, the idyllic beaches, and the luxurious resorts.

Best For: Music Lovers, Foodies, Beach Lovers, Affordable Travel, Outdoor Adventures, Couples, Families, and Golfers
Accessibility from US and Canada: Easy to get to with flights from most major airports
Price Range: $

16. St. Martin/St. Maarten

This lively island is shared with between the Dutch and the French, thus offering a very unique cultural experience on both parts of the island. The French side offers a more laid back and charming vibe, while the Dutch side offers a more boisterous and vibrant feel. There are also tons of restaurant choices because of these two unique cultures that sit side by side.

Best For: Cultural Travel, Foodies, Beach Lovers, and Urban Travel
Accessibility from US and Canada: Easy with flights from most major airports
Price Range: $$$

17. Anguilla

Foodies and beach lovers who are looking for a luxury low-key vibe will find paradise in Anguilla. You’ll find everything from hole-in-the-wall food shacks to five star dining and just about any cuisine you’re looking for. The beaches are also spectacular, with some of the most famous being Shoal Bay, Meads Bay, Maundays Bay, and Junks Hole.

Best For: Foodies, Beach Lovers, Couples, and Luxury Travel
Accessibility from US and Canada: Moderate with ferries departing from St. Martin
Price Range: $$$$

18. Grenada

Grenada is somewhat of an untouched beauty in the Caribbean. This little island is perfect for a beach vacation getaway where you won’t have to deal with hoards of tourists and bustling crowds. The rainforest also offers a great escape into nature, while St. George’s (the capital) looks like a mini replica of the Italian Riviera.

Best For: Beach Lovers, Couples, Outdoor Adventures, Hiking, Couples, Families, Foodies, and Relaxation
Accessibility from US and Canada: Moderate with some direct flights from major airports and some with connecting flights
Price Range: $$$

19. Guadeloupe

This little island is one of the Caribbean’s best-kept secrets. This French territory is home to some incredible beaches, quaint seaside villages, and an exquisite culinary scene. It’s a great spot for people who want to vacation without the side of tourists.

Best For: Beach Lovers, Couples, Foodies, and Families
Accessibility from US and Canada: Will most likely have to connect on a flight from a nearby airport or island
Price Range: $$

20. Haiti

Haiti has been faced with some challenging times in recent years—from political unrest to natural disasters. There is still some natural beauty around the island, but the rich African culture and history really makes this place a great destination for travelers who are interested in exploring those subjects. If you're interested in giving to the greater good during your trip, you might want to consider visiting Haiti to participate in mission or aide work as well.

Best For: Cultural Travel or Mission/Aide Work
Accessibility from US and Canada: Will most likely have to connect on a flight from a nearby airport or island
Price Range: $

21. Martinique

Francophiles and French-speakers will likely enjoy a trip to this French-Creole destination. Visitors can enjoy isolated beaches, world-class cuisine, and a lovely, historic port with 17th century buildings that make for a colorful and lively town.

Best For: Francophiles, Foodies, Couples, Hiking, and Beach Lovers
Accessibility from US and Canada: Moderate with few major airports offering daily flight options, although more are starting to offer them
Price Range: $$

22. St. Kitts and Nevis

St. Kitts and Nevis is another pair of sister islands that offers visitors fun outdoor activities and hiking, historic, pirate-era landmarks, and great golf courses.

Best For: Outdoor Adventures, Hiking, History Lovers, and Golfers
Accessibility from US and Canada: Will most likely have to connect on a flight from a nearby island, like Puerto Rico
Price Range: $$

23. St. Lucia

St. Lucia is known for being the ultimate honeymooner’s destination of the Caribbean. It offers breathtaking views of its mountains, great hiking terrain, lush waterfall and rainforest trails, and botanical gardens. But if you come here to just kick it on the beach, you won’t be disappointed either.

Best For: Couples, Beach Lovers, Outdoor Adventures, Hiking, Watersports & Diving, and Luxury Travel
Accessibility from US & Canada: Easy to get to with daily flights from most major airports
Price Range: $$

24. St. Vincent & the Grenadines

This string of islands is probably the least visited area of the Caribbean, but it offers a lot for a particular type of traveler. These islands are great for divers and people who love boating and sailing, which works out well for them since it’s not overly congested with tourists.

Best For: Diving, Sailors & Boating, and Adventure Travel
Accessibility from US & Canada: Will most likely have to connect on a flight from a nearby location and can travel to surrounding islands by boat
Price Range: $$

25. St. Barts

Visiting St. Bart’s is the ultimate luxury destination in the Caribbean and perfect for people who are really looking to indulge. This French-speaking island is popular with the A-list crowds because of its luxury accommodations, beautiful beaches, high-end shopping, and fine dining establishments. You can expect expensive yachts, private luxury villas (that come with a private butler), crazy nightlife, and the occasional celebrity sighting.

Best For: Luxury Travelers, Foodies, Couples, and Beach Lovers
Accessibility from US and Canada: Will most likely have to connect on a flight from a nearby island, like Puerto Rico or Antigua
Price Range: $$$$

Have you ever been to the Caribbean? What is your favorite destination and why? Comment below with more tips!

This post is in collaboration with Luxury Retreats. All opinions are my own.

10 Ways to Immerse Yourself Like a Local in Santo Domingo

Santo Domingo is a city filled with rich history--both old and new. The best way to experience what it has to offer now is to live it like a local! Use this travel guide to experience Santo Domingo's culture of old and new and immerse yourself like a local.

10 Ways to Immerse Yourself Like a Local in Santo Domingo

Santo Domingo: "The City of Firsts." The first street of the New World, the first cathedral from the Spanish settlers, the first hospital of the New World, and even the first university of the New World all call Santo Domingo home. It is an exceptional city that has come a long way over the last few centuries and has still managed to keep its charm.

It's clear that this city is so rich in history, but what many travelers don't know is how modern this "city of firsts" has become. The best way to experience what Santo Domingo has to offer now is to live it like a local! If you're heading to Santo Domingo for a visit, consider these 10 ways to experience this "culture of old and new" and immerse yourself like a local.

1. Explore the Colonial City

Walking through the Colonial City, also known as Zona Colonial (Colonial Zone), is like taking a step through time. In your mind, you know it's the present day, but everything around you says otherwise. Old cobblestone streets, 16th-century architecture, passageways covered with bright, pink bougainvillea and other tropical plants, horse drawn carriages, 17th-century ruins... It's like you're stepping back into the times of Columbus or Cortés.

The best way to experience the Colonial City is to just walk around and explore. The streets of Zona Colonial are vibrant and lively filled with one colorful building after another. Stop in along the shops on Calle El Conde, people watch in the Parque Colon, or stroll down the New World's oldest street, Calle Las Damas, which dates back to the early 1500s! It's a truly magical area of the city that really makes you love and appreciate the infusion of old and new.

2. Visit the Mercado Modelo

Do you want a real, local shopping experience? Head to Santo Domingo's largest market, Mercado Modelo, for an experience you won't forget. Now, understand that this isn't your typical shopping experience. This is a truly unique, Dominican experience. I'm not kidding when I say this place has everything. You can find aphrodisiac love potions, fresh produce, exotic flowers, native artwork, and a ton of other goods that you can only get from the D.R. It is absolutely worth stopping by for a bit. Snag some deals on incredible Dominican coffee, or try your luck at negotiating on some unique jewelry.

3. Drink Mamajuana

Speaking of aphrodisiac love potions... Have you ever heard of Mamajuana? Mamajuana is a special Dominican concoction that is said to be a natural aphrodisiac and herbal healer! It's sold all over the island and usually consists of rum, red wine, and honey that is soaked in a bottle of tree bark, spices, and herbs. It is tasty and STRONG! You can buy a bottle with all the ingredients already in it, or you can get the individual spice packs to make it yourself at home. You can find Mamajuana at Mercado Modelo or at various shops and stands around the island.

4. Taste the Local Cuisine (like Sancocho, Habichuelas con Dulce, or Mangú)

Photo By: Nick Argires, GoDominicanRepublic.com — Photo By: *Nick Argires,* *GoDominicanRepublic.com*

Nothing gets you immersed into the local culture quite like cuisine. One of the best things about Santo Domingo right now is the rise of their culinary scene. Chefs from all over the world are coming to this city to showcase their expertise and skills, which is great news for locals and travelers alike. That being said, there's nothing quite like the comfort of good 'ol home cooking.

If you're visiting Santo Domingo, there are a few key dishes that you must try during your stay.

Sancocho - A hearty stew mixed with multiple meats, vegetables, spices, and sometimes rice Incredibly tasty and ideal for family gatherings or special events!
Mangú - Mashed plantains typically served with sauteed red onions and/or queso frito (fried cheese)
Tostones and/or Mofongo - Variations of dishes made from fried plantains (also popular in other Caribbean cultures)
Habichuelas con Dulce - A sweet, rich cream made from beans, coconut, sweet potato, sugar, and little cookies on top
Yaniqueques - A tasty snack made of fried flour (similar to Johnnycakes)
Pescado Frito - A completely fried fish, which is typically enjoyed by the beach

5. Stop in a Dominican Cigar Shop

Move over Cuban Cigars! Dominican Cigars are coming out on top as some of the best quality cigars in the world right now. When you're wandering through the streets of the Colonial Zone, make sure you stop in at a local Cigar Shop just to get a look, or even buy a few to take home with you!

When you walk into these small shops, you're immediately hit with the smell of the fresh tobacco, which almost feels nostalgic and comforting, as if it were from a different time. You'll see the craftsmanship and beautiful design of the boxes, the traditional Caribbean hats and shirts for sale, and even the unique wood shelving that is home to hundreds of different types of cigars. Bonus points if you can find a shop that has their cigar makers doing their thing right in the middle of the store! It's fascinating to stand around and watch this incredible craft right in front of your eyes.

6. Dance Merengue All Night at Monasterio de San Francisco

You haven't immersed yourself into Dominican (or any Latin) culture until you start dancing. Latin dancing is absolutely a key component to the Dominican culture! Merengue, salsa, bachata... you name it, they do it! The great thing is you don't even have to be good at it, as long as you try and have fun!

If you really want to rub elbows with the locals and immerse yourself into the scene, head to the ruins at Monasterio de San Francisco every Sunday night from 6-10pm for a night of live entertainment, dancing, food, and fun. Join the crowds of people who come to listen to music (from bands like Grupo Bonye), eat and drink "picnic style" with loved ones, and dance the night away under the stars right in the heart of the Colonial City. You'll walk away from this event feeling like you just got invited to a "locals only" party.

7. Eat Delicious, Greasy Food at Barra Payan After a Night of Fun

After dancing the night away--and maybe even throwing back some Presidente beers--you might be in the mood for some greasy, comfort food to get you going again. Head straight to Barra Payan to get your fix. This diner + sandwich shop dates back to the 1950s and has become a Dominican institution for locals and travelers alike. You really can't go wrong with any sandwich or shake on the menu, but the Payan Club with fries is a personal favorite. Everything is so delicious, and really affordable too! It's a great spot if you're looking to save money on food.

8. Shop the Pop-up Antique Markets

There are always different kinds of markets popping up all over Santo Domingo, but a great one to catch is the Antique Market that takes place at the plaza across the street from Hostal Nicolas de Ovando on Calle Las Damas. Local vendors gather in the plaza to display their most prized antiques to sell to customers. Even if you don't buy anything, it's wonderful to walk through, look at all of the unique items, and even learn some history about them.

9. Take a Drive to the Beach

Even though Santo Domingo doesn't have immediate beach access like some other popular D.R. destinations, it doesn't stop the locals from finding the most beautiful beaches to head to on the weekends. One popular place to kick back in the sand for a few hours during the day is Boca Chica, which is about 45-minutes to 1-hour driving from Santo Domingo. Take a walk along the beach, have lunch at Boca Marina, or set up a snorkeling or diving excursion for the day. Either way, you can't go wrong when you're sitting in front of the crystal clear waters of the Caribbean.

10. Pickup a Pair of Handmade Shoes at La Alpargateria

If you go to Santo Domingo and come back empty handed, you're doing something wrong. If there's one unique place you must stop in to shop, eat, and drink, it's La Alpargateria. This amazing boutique is one-part shoe store, one-part bar/coffee shop, and one-part tapas bar. You can browse the gorgeous selection of handmade espadrilles for men and women and then head to the back lounge to grab a coffee or snack on some tapas. It's a very chic and cozy environment right in the heart of the city. Plus, the fabulous, handmade shoes, which they make in house, are a total conversation starter! Designs and sizes are limited, so have some patience when shopping around for your favorite ones.

These suggestions are just scratching the surface on what you can do to immerse yourself like a local in Santo Domingo. The best way to have a truly unique experience when traveling is to step outside of your comfort zone and have fun exploring! Have you ever been to Santo Domingo? What are your favorite things to do or local spots to hang out? Comment below with more suggestions!

Thank you to the Dominican Republic Ministry of Tourism for hosting my visit to Santo Domingo. All opinions are my own. *Cover Image by Nick Argires, GoDominicanRepublic.com

A Weekend Guide to Santo Domingo

Are you looking for a city that offers up historic charm with a modern twist? Consider taking a weekend visit to Santo Domingo, Dominican Republic, where you'll be immersed in a unique world of Latin culture infused with international flair. Use this weekend guide to Santo Domingo to discover where to eat, where to stay, and what to do!

A Weekend Guide to Santo Domingo

Santo Domingo is a city that is often overlooked by visitors for the likes of other D.R. beach destinations; but things are starting to heat up in this Caribbean city! International visitors from all around the world are starting to come to Santo Domingo to enjoy the "culture of old and new", the Latin music, the upscale dining and international food, and the colorful 16th-century architecture that lines the cobblestone streets. Use this weekend guide as an inspiration to explore the lively city of Santo Domingo!

The food scene in Santo Domingo has recently been on the rise, which is great news for both locals and travelers alike. Popular chefs from all around the world are coming to this city to share their culinary expertise and knowledge, which makes for a delicious infusion of exotic and traditional flavors in the "new" Dominican cuisine. Make sure to check out some these restaurants when visiting Santo Domingo!

Barra Payan, $, Av. 30 de Marzo 140 -- This Dominican eatery, which has been around since the 1950s, is a popular spot for locals and travelers alike. It's a simple diner that serves warm sandwiches and delicious shakes 24 hours a day/7 days a week. Definitely stop by this DR institution on your trip!
El Meson de la Cava, $$, Av. Mirador Sur 1 -- A beautiful restaurant hidden away in a cave. Food is amazing, and there is even live music on some nights on the patio outside!
Pat'e Palo, $$$, Calle La Atarazana 25 -- This European Brasserie is the perfect example of those international flavors coming to Dominican Republic. The food still has Dominican influence, but lots of European flair. Very good place to enjoy people watching.

Lulu Tasting Bar, $$$, Calle Padre Billini #151 -- A very happening and trendy place right now in the heart of the Colonial City. It is a prime showcase of how the city is marrying old and new. Come here for the lively atmosphere, awesome tapas, and a great drink menu.
Pura Tasca, $$, Calle Emiliano Tejera 101 -- Great tapas bar in along a lively strip of restaurants in the Colonial City. Try a few small plates with a side of Sangria!
Meson De Bari, $$, Calle Hostos 302 -- Another Dominican institution located in the heart of Zona Colonial. Come to check out the ambience, see the art that fills the walls, and stay for the incredible food. Make sure to try some of their empanadas!

Laurel, $$$, Andres Julio Aybar #16 -- Another trendy spot where you'll feel the international influence on the Dominican food. Probably one of the best meals I had in DR. The ambience and decor inside is beautiful as well!
La Residence, $$, Calle Las Damas -- Located in the historic Hostal Nicolas de Ovando, this elegant restaurant offers international dishes with a French twist. You can dine inside or outside on their Spanish style courtyard. You can come here for breakfast, lunch, or dinner.
Hotel Conde de Peñalba, $$, El Conde Street #111 corner with Arzobispo Meriño -- The ultimate restaurant if you're looking to people watch along Calle El Conde. Located right in front of the Columbus Park, this bustling restaurant makes you feel like you've been transported to the busy brasseries of Europe. The food (and especially the dessert) is great and there is always action going on in and around the restaurant.

Billini Hotel, $$, Calle Padre Billini 256-258

Conveniently located right in the heart of the Colonial City is the new and trendy Billini Hotel. The interior is modern and elegant with a stylish bar, Spanish courtyard, and even rooftop deck + pool that boasts amazing city views. Suites are spacious and comfortable with private balconies and even your own tablet to control room functions and order room service!

Hodelpa Nicolas de Ovando, $$, Calle Las Damas

You'll be living in historic luxury when you stay at Hodelpa Nicolas de Ovando. This 16th-century building, which is located on the very first paved street of the New World, was once the home of Governor Nicolas de Ovando. It has been restored into a luxurious (and affordable) hotel that comes with modern Colonial-style decor, upscale dining options, a Spanish-style courtyard, a large pool and more.

Casas del XVI, $$$, Calle Padre Billini No. 252

If you want to seriously live in the lap of luxury--i.e. 24hr butler/maid service, iPhones + iPads on loan, private swimming pools, exclusive in-room entertainment services, etc.--then look no further than the premier accommodations at Casas del XVI. This property is comprised of several houses that were bought, renovated, and redesigned to create the luxurious atmosphere that visitors can enjoy. The renovation process managed to keep the old charm of the infrastructure and marry it to the new, modern conveniences that guests are able to experience today.

Things to Do in Santo Domingo:

Explore the streets of Zona Colonial
Shop at trendy boutiques like Jenny Polanco or La Alpargateria
Walk down Calle El Conde and Calle Las Damas
People watch in Parque Colon
Escape to beach towns (like Najayo or Boca Chica) for the day
Eat + drink the local stuff (like Mamajuana, Mangú, or Yaniqueques)
Dance merengue at the ruins of Monasterio de San Francisco on Sunday nights
Take a day trip to the Ron Barcelo distillery
See the ruins of the first hospital of the New World
Visit the Mercado Modelo
BONUS: For coffee aficionados, purchase coffee from La Casa Del Cafe

Check out other ways you can immerse yourself like a local right here!

Have you been to Santo Domingo? What are your favorite things to eat, places to stay, or things to do? Comment below with more recommendations!

Thank you to the Dominican Republic Ministry of Tourism for hosting my visit to Santo Domingo. This post may include affiliate links, which comes at absolutely no cost to you. All proceeds go directly back into maintaining this website and making it better for you. All opinions are my own.