18 days in Caribbean Itinerary

18 days in Caribbean Itinerary

Created using Inspirock Caribbean journey planner

Make it your trip
Fly
1
Ocho Rios, Jamaica
— 1 night
Drive
2
Montego Bay, Jamaica
— 2 nights
Fly
3
Bridgetown, Barbados
— 2 nights
Fly
4
Noord, Aruba
— 3 nights
Fly
5
Santo Domingo, Dominican Republic
— 2 nights
Shuttle
6
Punta Cana, Dominican Republic
— 3 nights
Fly
7
Nassau, Bahamas
— 3 nights
Fly

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Ocho Rios, Jamaica

— 1 night
A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Kick off your visit on the 11th (Fri): take in the dramatic scenery at Dunn's River Falls and Park, trek along Fern Gully, and then admire the sheer force of Blue Hole.

To see maps, traveler tips, and more tourist information, read our Ocho Rios holiday planner.

San Diego, USA to Ocho Rios is an approximately 13-hour flight. The time zone difference when traveling from San Diego to Ocho Rios is 3 hours. In June, Ocho Rios is a bit warmer than San Diego - with highs of 90°F and lows of 78°F. Finish your sightseeing early on the 11th (Fri) so you can drive to Montego Bay.

Things to do in Ocho Rios

Parks · Nature · Outdoors · Trails

Montego Bay, Jamaica

— 2 nights
The second largest city in Jamaica, Montego Bay boasts an international airport and a major cruise-line terminal, so it regularly receives a big influx of visitors to the island.
On the 12th (Sat), tee off at Half Moon Golf, Tennis & Beach Club, then steep yourself in history at Rose Hall Great House, and then play a few rounds at White Witch Golf Course. Get ready for a full day of sightseeing on the 13th (Sun): kick back and relax at Doctor's Cave Beach and then play a few rounds at Tryall Golf Course.

For ratings, where to stay, and tourist information, read our Montego Bay trip itinerary planner.

You can drive from Ocho Rios to Montego Bay in 2 hours. Alternatively, you can take a bus. In June, daily temperatures in Montego Bay can reach 91°F, while at night they dip to 77°F. Finish your sightseeing early on the 13th (Sun) so you can travel to Bridgetown.

Things to do in Montego Bay

Outdoors · Golf · Shopping · Beaches

Side Trip

Bridgetown, Barbados

— 2 nights
Bridgetown is the capital and largest city of Barbados. Bridgetown is known for wildlife, beaches, and breweries & distilleries. Your plan includes some of its best attractions: Head underground at Harrison's Cave., head outdoors with The Boatyard, tour the pleasant surroundings at Bathsheba Beach, and brush up on your knowledge of spirits at Mount Gay Visitor Centre.

To find reviews, traveler tips, ratings, and tourist information, use the Bridgetown itinerary planning website.

Traveling by flight from Montego Bay to Bridgetown takes 11.5 hours. You'll lose 1 hour traveling from Montego Bay to Bridgetown due to the time zone difference. When traveling from Montego Bay in June, plan for a bit cooler days and about the same nights in Bridgetown: temperatures range from 86°F by day to 78°F at night. Finish up your sightseeing early on the 16th (Wed) so you can travel to Noord.

Things to do in Bridgetown

Outdoors · Parks · Beaches · Breweries & Distilleries

Side Trips

Noord, Aruba

— 3 nights
Noord itineraries allow for cultural exploration and adventure tourism, as the most populous and visited town on the island.
Take a break from Noord with a short trip to Baby Beach in San Nicolas, about 50 minutes away. There's lots more to do: stroll through Eagle Beach, enjoy the sea views from California Lighthouse, see Off-Road Tours, and get interesting insight from Tours.

To find ratings, maps, traveler tips, and other tourist information, you can read our Noord online sightseeing planner.

You can fly from Bridgetown to Noord in 9.5 hours. June in Noord sees daily highs of 90°F and lows of 80°F at night. Wrap up your sightseeing on the 19th (Sat) to allow time to travel to Santo Domingo.

Things to do in Noord

Outdoors · Parks · Beaches · Tours

Side Trips

Santo Domingo, Dominican Republic

— 2 nights
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
Start off your visit on the 20th (Sun): steep yourself in history at Alcazar de Colon, then admire the masterpieces at Amber Museum, and then don't miss a visit to Zona Colonial. On the 21st (Mon), you'll have a packed day of sightseeing: explore the wealth of natural beauty at The 3 Eyes National Park, contemplate the long history of Fortaleza Ozama, then contemplate the long history of Palacio Consistorial, and finally don't miss a visit to Parque Duarte.

To find where to stay, ratings, and tourist information, refer to the Santo Domingo trip itinerary planning app.

You can fly from Noord to Santo Domingo in 5 hours. Cap off your sightseeing on the 21st (Mon) early enough to catch the shuttle to Punta Cana.

Things to do in Santo Domingo

Parks · Historic Sites · Nature · Shopping

Punta Cana, Dominican Republic

— 3 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 the 24th (Thu) spotting exotic species with a safari tour. There's lots more to do: enjoy the sand and surf at Bavaro Beach, fulfill a lifelong dream with a swim-with-the-dolphins experience, stroll through Macao Beach, and explore the activities along Hoyo Azul.

To find photos, other places to visit, more things to do, and other tourist information, you can read our Punta Cana visit planning app.

You can take a shuttle from Santo Domingo to Punta Cana in 2 hours. Alternatively, you can drive; or fly. In June, daily temperatures in Punta Cana can reach 87°F, while at night they dip to 76°F. Wrap up your sightseeing on the 24th (Thu) early enough to travel to Nassau.

Things to do in Punta Cana

Outdoors · Parks · Tours · Wildlife

Nassau, Bahamas

— 3 nights
On a trip to Nassau you can immerse yourself in a dynamic city atmosphere or spend your days lazing on the soft golden sands.
On the 25th (Fri), observe the fascinating underwater world at Marine Habitat at Atlantis and then enjoy the sand and surf at Cabbage Beach. On the 26th (Sat), you'll have a packed day of sightseeing: get your game on at Jetline Simulation Bahamas, then try your luck at Atlantis Casino, and then head off the coast to Blue Lagoon Island.

To see photos, maps, reviews, and tourist information, you can read our Nassau tour planner.

You can fly from Punta Cana to Nassau in 7.5 hours. You'll gain 1 hour traveling from Punta Cana to Nassau due to the time zone difference. In June, daily temperatures in Nassau can reach 89°F, while at night they dip to 76°F. Wrap up your sightseeing by early afternoon on the 27th (Sun) to allow enough time to travel back home.

Things to do in Nassau

Parks · Beaches · Outdoors · Zoos & Aquariums

Side Trip

Jamaica travel guide

4.1
Waterfalls · Beaches · Nightlife
The third most populous English-speaking country in the Americas, Jamaica remains a member of the Commonwealth of Nations, with the British monarch its official head of state. Jamaica tourism thrives thanks to the island nation's reputation for natural beauty, outstanding cuisine, and lively music scene. The country's landscape is as diverse as its population, its tropical climate supporting varied ecosystems that include everything from savannahs to rugged mountain slopes. For most visitors, a holiday in Jamaica is a largely outdoor affair, with hiking, fishing, golfing, camping, snorkeling, horseback riding, and kite surfing among the most popular things to do.

Barbados travel guide

4.5
Beaches · Scuba & Snorkeling · Caves
Little England
Plan a vacation on the small Caribbean island of Barbados and experience its rich history and vibrant culture. Affectionately called "Little England," the island retains a noticeable British influence in its lively culture, visible especially in sport, religion, and the charming British style buildings with a Caribbean flair. On a tour of Barbados you can lounge on sandy beaches, participate in world-class surfing, roam the World Heritage-listed capital, or explore the lush island interior. When on the island, don't forget to sample its world-famous rum and the signature local dish, the flying fish.

Aruba travel guide

4.3
Beaches · Scuba & Snorkeling · Gift & Specialty Shops
Happy Island
A Dutch outpost in the Caribbean, sun-drenched Aruba provides a mix of modern seaside resorts and quiet coastal areas ideal for those wishing to escape the crowds. Vacations in Aruba, known affectionately as the "Happy Island," generally combine water-based activities with tours of the untamed backcountry, where you can discover unusual rock formations, historic churches, ostrich farms, and animal sanctuaries. Island capital Oranjestad offers some of the finest shopping and cultural sightseeing in Aruba, with an eco-friendly electric streetcar providing quick access to all of the city's major attractions, including numerous shops, restaurants, and hotels.

Dominican Republic travel guide

4.1
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.