30 days in United States, Puerto Rico & Dominican Republic Itinerary

30 days in United States, Puerto Rico & Dominican Republic Itinerary

Make it your trip
Fly
1
Miami, United States
— 4 nights
Fly
2
Orlando, United States
— 6 nights
Fly
3
Isla de Vieques, Puerto Rico
— 2 nights
Fly
4
Culebra, Puerto Rico
— 3 nights
Fly
5
San Juan, Puerto Rico
— 4 nights
Fly
6
Punta Cana, Dominican Republic
— 4 nights
Shuttle
7
Santo Domingo, Dominican Republic
— 2 nights
Drive
8
Puerto Plata, Dominican Republic
— 3 nights
Fly

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Miami, United States — 4 nights

Florida’s mecca of fun in the sun, the lively tropical metropolis of Miami is one of the world’s top vacation spots.
Get out of town with these interesting Miami side-trips: Key Largo (Island Dolphin Care & Scuba & Snorkeling). There's much more to do: take a stroll through Lincoln Road, make a trip to Wynwood Walls, take in the waterfront at Miami Beach Boardwalk, and see the interesting displays at Vizcaya Museum and Gardens.

To find where to stay, reviews, ratings, and tourist information, you can read our Miami travel route app.

Jerusalem, Israel to Miami is an approximately 15-hour flight. The time zone difference moving from Israel Standard Time to Eastern Standard Time is minus 7 hours. In September, daily temperatures in Miami can reach 38°C, while at night they dip to 29°C. Wrap up your sightseeing on the 1st (Sat) early enough to fly to Orlando.
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Shopping · Parks · Outdoors · Neighborhoods
Side Trips
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Orlando, United States — 6 nights

For most people, any mention of Orlando immediately conjures up images of sprawling theme parks filled with characters plucked right out of popular animated movies.
Pack the 3rd (Mon) with family-friendly diversions at Universal Orlando Resort. Plan for a day of cool, family-friendly fun on the 5th (Wed) at Discovery Cove. There's much more to do: find something for the whole family at Universal's Islands of Adventure, discover the magic at Walt Disney World Resort, test your problem-solving skills at popular escape rooms, and experience rural life at Beck Brothers blueberries U-Pick.

For where to stay, reviews, traveler tips, and more tourist information, read Orlando trip tool.

You can fly from Miami to Orlando in 3 hours. Other options are to drive; or take a bus. Plan for a bit cooler nights when traveling from Miami in October since evenings lows in Orlando dip to 24°C. Wrap up your sightseeing on the 7th (Fri) to allow time to fly to Isla de Vieques.
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Side Trip
Find places to stay Oct 1 — 7:
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Isla de Vieques, Puerto Rico — 2 nights

For sixty years until 2003, most of the Isla de Vieques was closed off to the public, with the US Navy using the island's beaches and surrounding waters for drills and testing of new military machinery, such as bombs.
Start off your visit on the 8th (Sat): take a leisurely stroll along Malecon and then tour the pleasant surroundings at Balneario Sun Bay. On the next day, discover the deep blue sea with a scuba or snorkeling tour and then tour the pleasant surroundings at Vieques National Wildlife Refuge.

To find where to stay, traveler tips, and more tourist information, use the Isla de Vieques driving holiday planner.

You can fly from Orlando to Isla de Vieques in 7 hours. The time zone difference when traveling from Orlando to Isla de Vieques is 1 hour. Traveling from Orlando in October, Isla de Vieques is somewhat warmer at night with lows of 28°C. Finish your sightseeing early on the 9th (Sun) so you can fly to Culebra.
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Outdoors · Parks · Wildlife · Beaches
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Culebra, Puerto Rico — 3 nights

With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Culebra is known for beaches, wildlife, and outdoors. Your trip includes some of its best attractions: kick back and relax at Flamenco Beach, soothe aching muscles at Culebra Yoga, stroll through Culebra National Wildlife Refuge, and step off the mainland to explore Culebra National Wildlife.

To see where to stay, ratings, other places to visit, and more tourist information, you can read our Culebra holiday planner.

Traveling by flight from Isla de Vieques to Culebra takes 3.5 hours. Alternatively, you can ride a ferry. Expect a daytime high around 36°C in October, and nighttime lows around 30°C. Finish your sightseeing early on the 12th (Wed) to allow enough time to fly to San Juan.
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Parks · Outdoors · Beaches · Nature
Find places to stay Oct 9 — 12:
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San Juan, Puerto Rico — 4 nights

Founded by the Spanish in 1521, San Juan is the oldest city under U.S. jurisdiction and one of the oldest in the Americas.
When in San Juan, make a side trip to see Museo de Arte de Ponce in Ponce, approximately Ponce away. Make the 16th (Sun) a memorable day with a climbing tour. Next up on the itinerary: kick back and relax at Condado Beach, brush up on your knowledge of spirits at Ron del Barrilito Visitor Center, take an in-depth tour of Museo de Las Americas, and appreciate the extensive heritage of Old San Juan.

To find photos, ratings, more things to do, and other tourist information, you can read our San Juan day trip website.

Fly from Culebra to San Juan in 2 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry, taxi, and shuttle. Expect a daytime high around 38°C in October, and nighttime lows around 30°C. Finish your sightseeing early on the 16th (Sun) so you can fly to Punta Cana.
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Outdoors · Tours · Parks · Beaches
Side Trips
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Punta Cana, Dominican Republic — 4 nights

In an area boasting beaches that face both the Atlantic Ocean and the Caribbean Sea, vacations in Punta Cana have been popular with tourists since the early 1970s.
Spend a day of island exploring on the 18th (Tue) at Saona Island. The adventure continues: indulge in some personalized pampering at Flavio Acuna Spa Natural Center, kick back and relax at Macao Beach, stop by Jellyfish Shop, and stroll through Bavaro Beach.

To see traveler tips, more things to do, maps, and tourist information, go to the Punta Cana travel route website.

Traveling by flight from San Juan to Punta Cana takes 3 hours. Alternatively, you can do a combination of ferry and bus. Expect a daytime high around 36°C in October, and nighttime lows around 28°C. Finish your sightseeing early on the 20th (Thu) to allow enough time to take a shuttle to Santo Domingo.
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Outdoors · Parks · Tours · Beaches
Side Trip
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Santo Domingo, Dominican Republic — 2 nights

Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
Kick off your visit on the 21st (Fri): pause for some serene contemplation at Basilica Cathedral of Santa Maria la Menor, then see the interesting displays at Museo De Las Casas Reales, then contemplate the long history of Alcazar de Colon, and finally delve into the distant past at Monasterio de San Francisco. Keep things going the next day: pause for some photo ops at Columbus Lighthouse (Faro A Colon) and then don't miss a visit to Zona Colonial.

To find more things to do, other places to visit, ratings, and tourist information, you can read our Santo Domingo online route builder.

Traveling by shuttle from Punta Cana to Santo Domingo takes 2 hours. Alternatively, you can drive; or fly. Finish your sightseeing early on the 22nd (Sat) so you can drive to Puerto Plata.
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Find places to stay Oct 20 — 22:
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Puerto Plata, Dominican Republic — 3 nights

Although out of fashion in the past decades, major revitalization efforts have made a trip to Puerto Plata a growingly popular option for the adventurous travelers.
Take a break from Puerto Plata with a short trip to La Aurora Cigar Factory in Santiago de los Caballeros, about 1h 30 min away. Spend the 23rd (Sun) exploring the fascinating underwater world at Ocean World Adventure Park, Puerto Plata. The adventure continues: ride a horse along Rancho Lorilar, enjoy the sand and surf at Cofresi Beach, and take in the dramatic scenery at 27 Charcos.

To see other places to visit, reviews, where to stay, and other tourist information, you can read our Puerto Plata day trip website.

Traveling by car from Santo Domingo to Puerto Plata takes 3 hours. Alternatively, you can take a bus. In October, plan for daily highs up to 38°C, and evening lows to 26°C. Wrap up your sightseeing on the 25th (Tue) early enough to fly back home.
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Parks · Theme Parks · Zoos & Aquariums · Outdoors
Side Trip
Find places to stay Oct 22 — 25:
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United States travel guide

4.5
More than the country of car-packed streets seen in TV shows and movies, the United States of America is a complex and diverse home to over 300 million people living in a wide range of landscapes and climates. From its big-city skyscrapers to its sprawling natural parks, the country's ''melting pot'' combines many ethnic groups that share a strong sense of national identity despite their cultural differences. A country of road trips and big blue skies, the United States harbors orderly cities filled with restaurants, parks, museums, and innumerable sightseeing opportunities, as well as pristine natural areas perfect for a holiday in the great outdoors. To see as much as you can of this diverse land quickly, drive over some of the more than 6 million km (4 million mi) of highways leading through deserts, mountain peaks, fertile fields, and giant urban centers.
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Puerto Rico travel guide

4.5
Historic Walking Areas · Beaches · Kayaking & Canoeing
A U.S. territory encompassing one big island and several smaller ones, Puerto Rico appeals to visitors from around the globe with its rich history, pleasant climate, natural beauty, and renowned local cuisine. Most tourists take a vacation in Puerto Rico for that classic seaside experience, though the island offers much more than just sun and sand. Tours of Puerto Rico usually start in the city of San Juan, which boasts a trendy bar scene and plenty of art museums for visitors looking to add a bit of culture to their vacation. A short drive from the island's urban centers, pristine rainforests serve as peaceful retreats from the city bustle and ensure plenty of chances to spot wildlife and take exhilarating nature walks.
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Dominican Republic travel guide

4.2
Beaches · Islands · Zipline
Sharing the island of Hispaniola with Haiti, friendly Dominican Republic offers two distinct coastlines, one bathed by the Caribbean Sea and the other by the Atlantic Ocean. Nearly 1,600 km (1,000 mi) of palm-shaded beaches figure highly on most Dominican Republic itineraries, allowing visitors to design their vacation around a range of water-based activities. The sun-kissed country benefits from pleasant temperatures throughout the year, so it's no surprise that holidays in Dominican Republic remain a popular choice for visitors from distant and colder corners of the world. A big producer of coffee, cocoa, rum, sugarcane, and tobacco, the country provides a vibrant cultural experience in multicultural cities and quaint countryside.
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