30 days in Caribbean Itinerary

30 days in Caribbean Itinerary

Created using Inspirock Caribbean trip planner

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Make it your trip
1
Port of Spain, Trinidad and Tobago
— 5 nights
Fly
2
St. George's, Grenada
— 4 nights
Fly
3
Bridgetown, Barbados
— 5 nights
Fly
4
Castries, St. Lucia
— 4 nights
Ferry
5
Fort-de-France, Martinique
— 5 nights
Ferry
6
Roseau, Dominica
— 6 nights

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Port of Spain, Trinidad and Tobago

— 5 nights
Port of Spain, the country's capital, sits between the sea and a scenic green mountain range, and acts as a gateway for eclectic adventures on land and sea.
Explore Port of Spain's surroundings by going to Yerette (in Maracas Bay) and Arima Dial (in Arima). There's much more to do: surround yourself with nature on a nature and wildlife tour, stroll through Asa Wright Nature Centre, walk around Queen's Park Savannah, and admire nature's wide array of creatures at Emperor Valley Zoo.

For photos, reviews, traveler tips, and tourist information, you can read our Port of Spain tour planner.

If you are flying in from Brazil, the closest major aiport is Piarco International Airport. In September, daily temperatures in Port of Spain can reach 39°C, while at night they dip to 28°C. Wrap up your sightseeing on the 6th (Mon) to allow time to travel to St. George's.

Things to do in Port of Spain

Parks · Outdoors · Wildlife · Tours

Side Trips

Find places to stay Aug 31 — Sep 6:

St. George's, Grenada

— 4 nights
The capital of the Island of Spice, St.
St. George's is known for historic sites, wildlife, and museums. Your plan includes some of its best attractions: kick back and relax at Grand Anse Beach, appreciate the extensive heritage of Carenage, appreciate the history behind Underwater Sculptures, and admire the sheer force of Annandale Falls.

To see traveler tips, photos, reviews, and more tourist information, read our St. George's sightseeing planner.

You can fly from Port of Spain to St. George's in 4.5 hours. In September, plan for daily highs up to 36°C, and evening lows to 30°C. Wrap up your sightseeing on the 10th (Fri) to allow time to travel to Bridgetown.

Things to do in St. George's

Parks · Outdoors · Beaches · Museums

Side Trips

Find places to stay Sep 6 — 10:

Bridgetown, Barbados

— 5 nights
Bridgetown is the capital and largest city of Barbados. Explore Bridgetown's surroundings by going to Crane Beach (in Union Hall) and Bottom Bay (in Saint Philip Parish). The adventure continues: Head underground at Harrison's Cave., relax and rejuvenate at some of the best spas, take in nature's colorful creations at Andromeda Botanic Gardens, and take a memorable tour with Tours.

To see ratings, maps, and more tourist information, use the Bridgetown tour planner.

Getting from St. George's to Bridgetown by flight takes about 4.5 hours. In September, plan for daily highs up to 36°C, and evening lows to 30°C. Wrap up your sightseeing on the 15th (Wed) to allow time to travel to Castries.

Things to do in Bridgetown

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Find places to stay Sep 10 — 15:

Castries, St. Lucia

— 4 nights
The capital and largest city in Saint Lucia, Castries has a number of cultural sites to explore, and recreational areas to enjoy.
Venture out of the city with trips to Soufriere (Superman Falls, Sulphur Springs, &more). There's much more to do: step off the mainland to explore Pigeon Island National Park, take your sightseeing to a higher altitude at Mount Gimie, head outdoors with Outdoor Activities, and enjoy the sand and surf at Reduit Beach.

For reviews, more things to do, traveler tips, and more tourist information, read Castries online road trip planner.

Traveling by flight from Bridgetown to Castries takes 4.5 hours. In September, daily temperatures in Castries can reach 36°C, while at night they dip to 29°C. Wrap up your sightseeing on the 19th (Sun) to allow time to ride a ferry to Fort-de-France.

Things to do in Castries

Parks · Nature · Outdoors · Tours

Side Trips

Find places to stay Sep 15 — 19:

Fort-de-France, Martinique

— 5 nights
The political capital of Martinique, Fort-de-France has a thriving commercial center and a number of historic sites.
You'll find plenty of places to visit near Fort-de-France: Parcours Sante de Ducos (in Ducos), Sainte-Anne (Plage des Salines & La Pointe Marin) and Le Francois (Spas & Wellness & Eglise St Michel). Next up on the itinerary: admire the natural beauty at Jardin de Balata, take in the spiritual surroundings of St. Louis Cathedral, enjoy the sand and surf at Anse Noire, and discover the deep blue sea with a scuba or snorkeling tour.

To find traveler tips, more things to do, where to stay, and more tourist information, go to the Fort-de-France driving holiday planner.

You can ride a ferry from Castries to Fort-de-France in 2.5 hours. Another option is to fly. In September, plan for daily highs up to 37°C, and evening lows to 28°C. Finish your sightseeing early on the 24th (Fri) to allow enough time to ride a ferry to Roseau.

Things to do in Fort-de-France

Parks · Outdoors · Beaches · Tours

Side Trips

Find places to stay Sep 19 — 24:

Roseau, Dominica

— 6 nights
The capital city, Roseau maintains a small scale, but possesses a convincing Caribbean charm in its architecture, cuisine, and culture.
Explore the numerous day-trip ideas around Roseau: Morne Trois Pitons National Park (Emerald Pool Nature Trail, Jacko Falls, &more). And it doesn't end there: take in the dramatic scenery at Trafalgar Falls, contemplate the waterfront views at Freshwater Lake, surround yourself with nature on a nature and wildlife tour, and discover the deep blue sea with a scuba or snorkeling tour.

For more things to do, where to stay, photos, and other tourist information, use the Roseau trip planner.

Traveling by ferry from Fort-de-France to Roseau takes 3 hours. Alternatively, you can fly.

Things to do in Roseau

Parks · Nature · Wildlife · Outdoors

Side Trips

Find places to stay Sep 24 — 30: