30 days in Caribbean Itinerary

30 days in Caribbean Itinerary

Created using Inspirock Caribbean sightseeing planner

Plan created by another user. Make it yours
1
Road Town, British Virgin Islands
— 3 nights
Fly
2
Punta Cana, Dominican Republic
— 8 nights
Shuttle
3
Santo Domingo, Dominican Republic
— 4 nights
Fly
4
Port-au-Prince, Haiti
— 2 nights
Fly
5
Kingston, Jamaica
— 6 nights
Fly
6
George Town, Cayman Islands
— 6 nights

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3
nights
Road Town, British Virgin Islands

Road Town, located on Tortola, is the capital of the British Virgin Islands. Road Town is known for adventure, nature, and wildlife. Your plan includes some of its best attractions: see the vivid underwater world at Smuggler's Cove, go for a stroll along the water at Rhone National Marine Park, stroll through Dolphin Discovery Tortola, and kick back and relax at Nanny Cay.

To see where to stay, reviews, photos, and other tourist information, go to the Road Town trip itinerary maker website.

If you are flying in from Brazil, the closest major aiport is Terrance B. Lettsome International Airport. In November, daytime highs in Road Town are 35°C, while nighttime lows are 30°C. Finish your sightseeing early on the 4th (Thu) to allow enough time to travel to Punta Cana.

Things to do in Road Town

Parks · Outdoors · Nature · Beaches

Side Trips

8
nights
Punta Cana, Dominican Republic

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.
Venture out of the city with trips to Parroquia de San Dionisio (in Higuey), Conquista Park (in Bayahibe) and La Romana (Altos de Chavon & Teeth Of The Dog). Spend a day of island exploring on the 5th (Fri) at Saona Island. Next up on the itinerary: take a tour by water with Aqua Track Private Day Trips, enjoy the sand and surf at Bavaro Beach, tee off at Punta Espada Golf Course, and don't miss a visit to Jesus Maestro Parish.

To see maps and other tourist information, use the Punta Cana journey maker app.

Getting from Road Town to Punta Cana by flight takes about 4 hours. In November, daily temperatures in Punta Cana can reach 34°C, while at night they dip to 27°C. Cap off your sightseeing on the 12th (Fri) early enough to catch the shuttle to Santo Domingo.

Things to do in Punta Cana

Outdoors · Parks · Nature · Beaches

Side Trips

4
nights
Santo Domingo, Dominican Republic

Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
Santo Domingo is known for historic sites, nature, and shopping. Your plan includes some of its best attractions: make a trip to Zona Colonial, appreciate the history behind Columbus Lighthouse (Faro A Colon), admire the natural beauty at National Botanical Garden, and contemplate the long history of Fortaleza Ozama.

For maps, ratings, reviews, and tourist information, read Santo Domingo trip itinerary maker.

Getting from Punta Cana to Santo Domingo by shuttle takes about 2 hours. Other options: drive; or fly. Cap off your sightseeing on the 16th (Tue) early enough to travel to Port-au-Prince.

Things to do in Santo Domingo

Historic Sites · Neighborhoods · Museums · Nature

2
nights
Port-au-Prince, Haiti

Port-au-Prince, the capital of Haiti, gives most visitors their first taste of the country, along with all of its rugged and lively charm.
Kick off your visit on the 17th (Wed): delve into the distant past at Papillon Enterprise, then get engrossed in the history at The Bureau of Ethnology, then see the interesting displays at Musee du Pantheon National Haitien, and finally admire the striking features of Marche de Fer.

To find maps, reviews, ratings, and tourist information, read Port-au-Prince road trip planning site.

Fly from Santo Domingo to Port-au-Prince in 3.5 hours. Alternatively, you can drive; or take a bus. Due to the time zone difference, you'll gain 1 hour traveling from Santo Domingo to Port-au-Prince. In November in Port-au-Prince, expect temperatures between 36°C during the day and 29°C at night. Cap off your sightseeing on the 18th (Thu) early enough to travel to Kingston.

Things to do in Port-au-Prince

Shopping · Museums · Historic Sites

6
nights
Kingston, Jamaica

The country's capital, Kingston offers all the excitement of a lively and storied city, while also housing the services and facilities travelers need to get around and see the rest of the island.
Change things up with these side-trips from Kingston: Ocho Rios (River Rafting & Tubing, Blue Hole, &more), Blue Mountain Peak (in Blue Mountains National Park) and Reach Falls (in Port Antonio). And it doesn't end there: examine the collection at Bob Marley Museum, explore the world behind art at Jamaica National Gallery, take in the natural beauty of Firewater Mineral Healing Spring, and stroll around Emancipation Park.

To find traveler tips, other places to visit, reviews, and tourist information, refer to the Kingston day trip planning app.

Use the Route module to find suitable travel options from Port-au-Prince to Kingston. In November, plan for daily highs up to 37°C, and evening lows to 28°C. Finish your sightseeing early on the 24th (Wed) so you can travel to George Town.

Things to do in Kingston

Parks · Nature · Outdoors · Historic Sites

Side Trips

6
nights
George Town, Cayman Islands

George Town is a city situated on Grand Cayman island of the Cayman Islands. Go for a jaunt from George Town to North Side to see Davinoff's Concrete Sculpture Garden about 38 minutes away. There's much more to do: stroll through Stingray City Grand Cayman, identify plant and animal life at Cayman Routes Island Tours - Day Tours, step into the grandiose world of Pedro St. James National Historic Site, and brush up on your knowledge of spirits at Cayman Spirits Co. Distillery.

Planning George Town trip won't be overwheling when you use's Insprock itinerary maker.

Getting from Kingston to George Town by flight takes about 6 hours. In November, daily temperatures in George Town can reach 34°C, while at night they dip to 29°C.

Things to do in George Town

Parks · Outdoors · Wildlife · Beaches

Side Trips