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Caribbean Island Hopping Adventure: Dominican Republic to Puerto Rico

Caribbean Island Hopping Adventure: Dominican Republic to Puerto Rico Itinerary

Last updated: 2024 Jun 14

Colonial Charm and Culinary Delights in Santo Domingo

Morning
Start your day with a traditional Dominican breakfast at the renowned La Casita de Yeya, known for its authentic local cuisine. After breakfast, immerse yourself in the colonial history of the city with a Zona Colonial Historical Tour. Explore the cobblestone streets and iconic landmarks.
Afternoon
For lunch, savor the flavors of the Caribbean at Adrian Tropical, a popular spot for local dishes. In the afternoon, continue your exploration of the colonial heritage with a Ciudad Colonial Neighborhood Guided Bike Tour. Enjoy the sights and sounds of this UNESCO World Heritage Site.
Evening
In the evening, dine at Pat'e Palo European Brasserie, a fine dining restaurant with a historic ambiance. After dinner, take a leisurely stroll along the Malecon, a scenic waterfront promenade.
Bedtime
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Visit Zona Colonial Hictorical Tour in Santo Domingo, Dominican Republic
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Zona Colonial Historical Tour

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Visit Santo Domingo Ciudad Colonial Neighborhood Guided Bike Tour in Santo Domingo, Dominican Republic
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Ciudad Colonial Neighborhood Guided Bike Tour

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Adventure and Nature in the Dominican Republic

Morning
Enjoy a hearty breakfast at El Conuco, a restaurant that offers a farm-to-table dining experience. After breakfast, embark on a thrilling Punta Cana Zipline, Chairlift, Buggy & Horse Ride Adventure in the beautiful Dominican countryside.
Afternoon
Have a delicious lunch at El Mesón de la Cava, a unique restaurant set in a natural cave. After lunch, visit the National Park of the East (Parque Nacional del Este) for a dose of nature and relaxation.
Evening
For dinner, indulge in a fine dining experience at Mitre Restaurant & Wine Bar, known for its exquisite cuisine and extensive wine selection.
Bedtime
Find amazing hotels in Santo Domingo, Dominican Republic.
Visit Punta Cana Zipline, Chairlift, Buggy & Horse Ride Adventure in Santo Domingo, Dominican Republic
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Punta Cana Zipline, Chairlift, Buggy & Horse Ride Adventure

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Visit National Park of the East (Parque Nacional del Este) in Santo Domingo, Dominican Republic
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National Park of the East (Parque Nacional del Este)

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Santo Domingo Cultural Immersion

Morning
Start your day with a leisurely breakfast at Laurel Restaurant & Bar, a cozy spot with a diverse menu. After breakfast, take a Historical Walk to Discover the Colonial Zone on foot, delving into the rich history of the city.
Afternoon
Enjoy a cultural experience with a Chocolate Tour in Santo Domingo, learning about the traditional art of chocolate making. For lunch, try the Italian cuisine at Limoncello Ristorante Italiano. In the afternoon, you can take a Bachata or Salsa Dance Class to learn some local dance moves.
Evening
For dinner, head to Mesón de Bari, a popular restaurant with a cozy atmosphere and live music. After dinner, you can explore the vibrant nightlife of Santo Domingo.
Bedtime
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Visit Historical Walk, Discover the Colonial Zone in Santo Domingo, Dominican Republic
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Historical Walk to Discover the Colonial Zone

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Visit Santo Domingo Chocolate Tour + Optional Workshops in Santo Domingo, Dominican Republic
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Chocolate Tour in Santo Domingo

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Relaxation and Beaches in Saona Island

Morning
Depart from Santo Domingo for a full-day Saona Island Beaches and Natural Pool Cruise. Enjoy the sun, sand, and crystal-clear waters of this tropical paradise. The tour includes lunch and drinks on the island.
Afternoon
After returning from Saona Island, spend a relaxing afternoon at Bayahibe, a charming fishing village with a laid-back atmosphere. You can enjoy a seafood dinner at one of the local restaurants.
Evening
Return to Santo Domingo in the evening and have a casual dinner at SBG Santo Domingo, a trendy spot with a diverse menu. Enjoy a cocktail and unwind after a day of sun and sea.
Bedtime
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Visit Saona Island Beaches and Natural Pool Cruise with Lunch in Santo Domingo, Dominican Republic
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Saona Island Beaches and Natural Pool Cruise

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Cultural and Natural Wonders of Samaná

Morning
Depart from Santo Domingo for a day trip to Samaná Bay. Visit the El Limón Waterfall and take a boat tour of the bay. The tour includes lunch and a visit to Cayo Levantado (Bacardi Island).
Afternoon
After returning from Samaná, take a leisurely walk along the Malecon and enjoy the sea breeze. For a late afternoon snack, try the local street food at the nearby stalls.
Evening
Have a seafood dinner at La Casita de Yeya, known for its fresh and flavorful dishes. After dinner, you can relax at a nearby bar and enjoy the local music scene.
Bedtime
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Visit Samaná Bay in Santo Domingo, Dominican Republic
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Samaná Bay

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Visit El Limón Waterfall (Cascada El Limón) in Santo Domingo, Dominican Republic
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El Limón Waterfall

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Cultural Heritage and Culinary Delights

Morning
Explore the Ciudad Colonial at your own pace, visiting the historic sites and museums. For a mid-morning pick-me-up, stop at a local cafe for a cup of freshly brewed Dominican coffee.
Afternoon
For lunch, try the traditional Dominican dishes at Adrian Tropical, a popular spot for both locals and tourists. In the afternoon, visit the Alcazar de Colon and the Cathedral of Santo Domingo to learn more about the city's history.
Evening
Enjoy a farewell dinner at Mitre Restaurant & Wine Bar, savoring the flavors of the Caribbean with a modern twist. After dinner, take a leisurely walk through the Zona Colonial and soak in the ambiance of this historic neighborhood.
Bedtime
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Arrival in San Juan, Puerto Rico

Morning
Arrive in San Juan, Puerto Rico, and check into your hotel. Start your day with a delicious breakfast at a local cafe, enjoying the flavors of Puerto Rican cuisine.
Afternoon
After breakfast, take a walking tour of Old San Juan, exploring the colorful streets and historic forts. For lunch, try the famous mofongo at a local restaurant.
Evening
In the evening, relax at a rooftop bar with a view of the city, sipping on a refreshing cocktail. For dinner, sample the diverse culinary scene of San Juan at a restaurant in the Condado or Santurce neighborhood.
Bedtime
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