30 days in Caribbean Itinerary

30 days in Caribbean Itinerary

Created using Inspirock Caribbean trip 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, stroll through Dolphin Discovery Tortola, explore the striking landscape of Sage Mountain National Park, and contemplate the waterfront views at Cane Garden Bay.

To see photos, more things to do, maps, and tourist information, refer to the Road Town online travel route planner.

If you are flying in from Brazil, the closest major aiport is Terrance B. Lettsome International Airport. In November, plan for daily highs up to 35°C, and evening lows to 30°C. Wrap up your sightseeing on the 4th (Thu) to allow time to travel to Punta Cana.

Things to do in Road Town

Parks · Outdoors · Beaches · Nature

Side Trips

Find places to stay Oct 31 — Nov 4:

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.
Explore Punta Cana's surroundings by going to La Romana (Altos de Chavon & Teeth Of The Dog) and Conquista Park (in Bayahibe). Spend a day of island exploring on the 5th (Fri) at Saona Island. And it doesn't end there: identify plant and animal life at Aqua Track Private Day Trips, explore the fascinating underground world of Cave Oleg Bat House, tee off at Punta Espada Golf Course, and explore the activities along Hoyo Azul.

For ratings, traveler tips, and more tourist information, go to the Punta Cana itinerary planning app.

Fly from Road Town to Punta Cana in 4 hours. Alternatively, you can do a combination of taxi and flight. November in Punta Cana sees daily highs of 34°C and lows of 27°C at night. 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

Find places to stay Nov 4 — 12:

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: don't miss a visit to Zona Colonial, get engrossed in the history at Museo Memorial de la Resistencia, see the interesting displays at Museo De Las Casas Reales, and stop by Malecon.

To find reviews, where to stay, and other tourist information, go to the Santo Domingo trip itinerary maker app.

Traveling by shuttle from Punta Cana to Santo Domingo takes 2 hours. Alternatively, you can drive; or fly. Finish up your sightseeing early on the 16th (Tue) so you can travel to Port-au-Prince.

Things to do in Santo Domingo

Historic Sites · Neighborhoods · Museums · Parks
Find places to stay Nov 12 — 16:

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.
On the 17th (Wed), explore the ancient world of Papillon Enterprise, then see the interesting displays at The Bureau of Ethnology, then examine the collection at Musee du Pantheon National Haitien, and finally explore and take pictures at Marche de Fer.

To find reviews, ratings, and tourist information, use the Port-au-Prince trip tool.

Getting from Santo Domingo to Port-au-Prince by flight takes about 3.5 hours. Other options: 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, daily temperatures in Port-au-Prince can reach 36°C, while at night they dip to 29°C. Finish up your sightseeing early on the 18th (Thu) so you can travel to Kingston.

Things to do in Port-au-Prince

Shopping · Museums · Historic Sites
Find places to stay Nov 16 — 18:

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: Reach Falls (in Port Antonio), Blue Mountain Peak (in Blue Mountains National Park) and Ocho Rios (River Rafting & Tubing, Blue Hole, &more). There's lots more to do: steep yourself in history at Bob Marley Museum, admire the masterpieces at Jamaica National Gallery, explore and take pictures at Devon House, and see the interesting displays at Firefly.

To find where to stay, ratings, reviews, and more tourist information, refer to the Kingston trip planning site.

Use the Route module to find suitable travel options from Port-au-Prince to Kingston. In November, daytime highs in Kingston are 37°C, while nighttime lows are 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

Find places to stay Nov 18 — 24:

6
nights
George Town, Cayman Islands

George Town is a city situated on Grand Cayman island of the Cayman Islands. When in George Town, make a side trip to see Davinoff's Concrete Sculpture Garden in North Side, approximately North Side away. Next up on the itinerary: stroll through Stingray City Grand Cayman, get a dose of the wild on Cayman Routes Island Tours - Day Tours, step into the grandiose world of Pedro St. James National Historic Site, and take a memorable tour with Tours.

Plan my George Town trip by asking Inpirock to come up with tips and suggestions.

You can fly from Kingston to George Town in 6 hours. In November in George Town, expect temperatures between 34°C during the day and 29°C at night.

Things to do in George Town

Parks · Outdoors · Wildlife · Beaches

Side Trips

Find places to stay Nov 24 — 30: