21 days in Caribbean Itinerary

21 days in Caribbean Itinerary

Created using Inspirock Caribbean route planner

Plan created by another user. Make it yours

Route & dates

1
Soufriere, St. Lucia
— 1 night
2
Roseau, Dominica
— 2 nights
3
Port of Spain, Trinidad and Tobago
— 1 night
4
Bequia, St. Vincent and the Grenadines
— 2 nights
5
Bridgetown, Barbados
— 2 nights
6
St. John's, Antigua and Barbuda
— 1 night
7
Basseterre, St. Kitts and Nevis
— 2 nights
8
Punta Cana, Dominican Republic
— 1 night
9
Santo Domingo, Dominican Republic
— 2 nights
10
Petit Goave, Haiti
— 1 day
11
Ocho Rios, Jamaica
— 1 day
12
Varadero, Cuba
— 1 day
13
Havana, Cuba
— 2 nights
14
Nassau, Bahamas
— 1 night

1
night
Soufriere, St. Lucia

Soufriere ©
Home to some of Saint Lucia's landmark buildings and natural features, Soufriere provides travelers with an engaging and direct route into the center of island life.
On the 7th (Tue), take in the exciting artwork at The Image Tree.

To see maps, more things to do, other places to visit, and tourist information, you can read our Soufriere trip itinerary maker tool.

New York City, USA to Soufriere is an approximately 9.5-hour flight. Due to the time zone difference, you'll lose 1 hour traveling from New York City to Soufriere. Traveling from New York City in January, expect Soufriere to be much warmer, temps between °F and °F. Finish your sightseeing early on the 8th (Wed) to allow enough time to travel to Roseau.

Things to do in Soufriere

Parks Beaches Outdoors

Side Trip

Anse Cochon Beach
Highlights from your plan
Anse Cochon Beach ©
Anse Cochon Beach
Sulphur Springs ©
Sulphur Springs

2
nights
Roseau, Dominica

Roseau ©
The capital city, Roseau maintains a small scale, but possesses a convincing Caribbean charm in its architecture, cuisine, and culture.
Kick off your visit on the 9th (Thu): admire the sheer force of Trafalgar Falls, thentake your sightseeing to a higher altitude at Morne Nichols, and then trek along Emerald Pool Nature Trail. On the 10th (Fri), you'll have a packed day of sightseeing: contemplate the waterfront views at Boeri Lake and then take in the dramatic scenery at Titou Gorge.

To see reviews, where to stay, traveler tips, and tourist information, you can read our Roseau day trip planning tool.

Traveling by flight from Soufriere to Roseau takes 5 hours. Alternatively, you can do a combination of bus and ferry. Finish your sightseeing early on the 10th (Fri) so you can travel to Port of Spain.

Things to do in Roseau

Nature Parks Outdoors

Side Trip

Morne Trois Pitons National Park
Highlights from your plan
Emerald Pool Nature Trail ©
Emerald Pool Nature Trail
Trafalgar Falls ©
Trafalgar Falls
Morne Nichols ©
Morne Nichols

1
night
Port of Spain, Trinidad and Tobago

Port of Spain
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.
On the 11th (Sat), tour the pleasant surroundings at Yerette and then enjoy the sand and surf at Maracas Beach.

For more things to do, photos, traveler tips, and more tourist information, read our Port of Spain travel route site.

You can fly from Roseau to Port of Spain in 7 hours. In January in Port of Spain, expect temperatures between °F during the day and °F at night. Finish your sightseeing early on the 11th (Sat) to allow enough time to travel to Bequia.

Things to do in Port of Spain

Parks Wildlife Beaches

Side Trip

Yerette
Highlights from your plan
Maracas Beach
Maracas Beach

2
nights
Bequia, St. Vincent and the Grenadines

Bequia ©
Although it covers just 18 sq km (7 sq mi), Bequia is the largest of over 30 islands making up the Grenadines chain.
Start off your visit on the 12th (Sun): contemplate the long history of Port Elizabeth and then tour the pleasant surroundings at Princess Margaret Beach. Get ready for a full day of sightseeing on the 13th (Mon): explore the striking landscape at Ravine Beach, thenlearn about all things military at Bequia Maritime Museum, and then discover the deep blue sea with a scuba or snorkeling tour.

To find maps, ratings, and tourist information, you can read our Bequia online holiday planner.

Traveling by flight from Port of Spain to Bequia takes 5 hours. In January, daily temperatures in Bequia can reach °F, while at night they dip to °F. Finish your sightseeing early on the 13th (Mon) so you can travel to Bridgetown.

Things to do in Bequia

Outdoors Beaches Parks
Highlights from your plan
Princess Margaret Beach ©
Princess Margaret Beach
Scuba & Snorkeling
Port Elizabeth ©
Port Elizabeth

2
nights
Bridgetown, Barbados

Bridgetown ©
Bridgetown is the capital and largest city of Barbados. On the 14th (Tue), kick back and relax at Carlisle Bay, thenenjoy the sand and surf at Browne's Beach, and then take in the exciting artwork at Best of Barbados Gift Shop. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at Bottom Bay, explore and take pictures at Andromeda Botanic Gardens, and then kick back and relax at Bathsheba Beach.

To see ratings, other places to visit, where to stay, and tourist information, use the Bridgetown travel itinerary planner.

You can do a combination of ferry and flight from Bequia to Bridgetown in 4.5 hours. Another option is to fly. Expect a daytime high around °F in January, and nighttime lows around °F. Wrap up your sightseeing on the 15th (Wed) early enough to travel to St. John's.

Things to do in Bridgetown

Parks Beaches Outdoors

Side Trips

Bathsheba, Best of Barbados Gift Shop, Bottom Bay
Highlights from your plan
Bottom Bay ©
Bottom Bay
Carlisle Bay ©
Carlisle Bay
Bathsheba Beach ©
Bathsheba Beach

1
night
St. John's, Antigua and Barbuda

St. John's ©
The capital and largest city of Antigua and Barbuda, St John's represents the commercial and touristic center of the twin-island country.
Start off your visit on the 16th (Thu): enjoy the sand and surf at Valley Church Beach and then get engrossed in the history at Betty's Hope.

To find other places to visit, traveler tips, and tourist information, you can read our St. John's trip planner.

You can fly from Bridgetown to St. John's in 5.5 hours. In January, daily temperatures in St. John's can reach °F, while at night they dip to °F. Finish up your sightseeing early on the 16th (Thu) so you can travel to Basseterre.

Things to do in St. John's

Beaches Outdoors Parks

Side Trip

Valley Church Beach
Highlights from your plan
Valley Church Beach ©
Valley Church Beach
Betty's Hope ©
Betty's Hope

2
nights
Basseterre, St. Kitts and Nevis

Basseterre ©
Kick off your visit on the 17th (Fri): explore the striking landscape of Brimstone Hill Fortress National Park. Here are some ideas for day two: discover the deep blue sea with a scuba or snorkeling tour, cruise along Timothy Hill, and then stroll through Cockleshell Beach.

For ratings, traveler tips, maps, and other tourist information, go to the Basseterre trip planner.

Fly from St. John's to Basseterre in 2.5 hours. January in Basseterre sees daily highs of °F and lows of °F at night. Wrap up your sightseeing on the 18th (Sat) early enough to fly to Punta Cana.

Things to do in Basseterre

Outdoors Parks Nature

Side Trip

St. Kitts
Highlights from your plan
Cockleshell Beach ©
Cockleshell Beach
Brimstone Hill Fortress National Park ©
Brimstone Hill Fortress National Park
Scuba & Snorkeling

1
night
Punta Cana, Dominican Republic

Punta Cana ©
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.
Start off your visit on the 19th (Sun): enjoy the sand and surf at Macao Beach and then tour the pleasant surroundings at Bavaro Beach.

To find reviews, photos, maps, and other tourist information, use the Punta Cana day trip planning website.

You can fly from Basseterre to Punta Cana in 6.5 hours. In January, plan for daily highs up to °F, and evening lows to °F. Finish up your sightseeing early on the 20th (Mon) so you can catch the shuttle to Santo Domingo.

Things to do in Punta Cana

Beaches Outdoors Parks
Highlights from your plan
Bavaro Beach ©
Bavaro Beach
Macao Beach ©
Macao Beach

2
nights
Santo Domingo, Dominican Republic

Santo Domingo ©
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
Kick off your visit on the 20th (Mon): take in the spiritual surroundings of Catedral Primada de America and then make a trip to Zona Colonial. Get ready for a full day of sightseeing on the next day: take in the dramatic natural features at The 3 Eyes National Park and then explore the world behind art at Amber Museum.

To see other places to visit, more things to do, reviews, and more tourist information, you can read our Santo Domingo tour itinerary builder app.

Traveling by shuttle from Punta Cana to Santo Domingo takes 2 hours. Alternatively, you can drive; or fly. Wrap up your sightseeing on the 22nd (Wed) early enough to travel to Petit Goave.

Things to do in Santo Domingo

Nature Parks Historic Sites
Highlights from your plan
The 3 Eyes National Park ©
The 3 Eyes National Park
Zona Colonial ©
Zona Colonial
Catedral Primada de America
Catedral Primada de America

1
day
Petit Goave, Haiti

Petit Goave ©
Petit-Goâve is a coastal commune in the Léogâne Arrondissement in the Ouest department of Haiti. Start off your visit on the 22nd (Wed): stroll through Kokoye Beach.

To see where to stay, more things to do, traveler tips, and tourist information, go to the Petit Goave online sightseeing planner.

The Route module can help you plan travel from Santo Domingo to Petit Goave. Traveling from Santo Domingo to Petit Goave, you'll gain 1 hour due to the time zone difference. In January, plan for daily highs up to °F, and evening lows to °F. Wrap up your sightseeing by early afternoon on the 22nd (Wed) to allow time for travel to Ocho Rios.

Things to do in Petit Goave

Beaches Outdoors Parks
Highlights from your plan
Kokoye Beach ©
Kokoye Beach

1
day
Ocho Rios, Jamaica

Ocho Rios ©
A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Start off your visit on the 23rd (Thu): take in the dramatic scenery at Dunn's River Falls and Park and then enjoy the sand and surf at Bamboo Beach Club.

For maps, more things to do, photos, and more tourist information, refer to the Ocho Rios trip itinerary planner.

Explore your travel options from Petit Goave to Ocho Rios with the Route module. In January in Ocho Rios, expect temperatures between °F during the day and °F at night. Finish your sightseeing early on the 23rd (Thu) so you can travel to Varadero.

Things to do in Ocho Rios

Parks Beaches Outdoors
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park

1
day
Varadero, Cuba

Varadero ©
One of the largest resort towns in the Caribbean, Varadero boasts a 20 km (12 mi) long stretch of sand, lined with hotels and all-inclusive resorts.
On the 24th (Fri), enjoy the sand and surf at Varadero Beach.

To find reviews, ratings, photos, and tourist information, read Varadero road trip planner.

Fly from Ocho Rios to Varadero in 7.5 hours. Prepare for slightly colder weather when traveling from Ocho Rios in January: high temperatures in Varadero hover around °F and lows are around °F. Wrap up your sightseeing by early afternoon on the 24th (Fri) to allow time for the car ride to Havana.

Things to do in Varadero

Beaches Outdoors Parks
Highlights from your plan
Varadero Beach ©
Varadero Beach

2
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
On the 25th (Sat), take a stroll through Christopher Columbus Cemetery (Cemetario de Colon), get to know the fascinating history of Malecón of Havana, thenmake a trip to Plaza de Armas, and finally enjoy the sand and surf at Santa Maria del Mar. On your second day here, don't miss a visit to Plaza de la Catedral, get engrossed in the history at Museum of the Revolution (Museo de la Revolucion), and then kick back and relax at Playas de Este.

For traveler tips and other tourist information, use the Havana vacation planner.

Traveling by car from Varadero to Havana takes 2 hours. Alternatively, you can take a shuttle; or do a combination of taxi and train. In January, daily temperatures in Havana can reach °F, while at night they dip to °F. Finish your sightseeing early on the 26th (Sun) to allow enough time to travel to Nassau.

Things to do in Havana

Beaches Outdoors Parks
Highlights from your plan
Santa Maria del Mar ©
Santa Maria del Mar
Malecón of Havana ©
Malecón of Havana

1
night
Nassau, Bahamas

Nassau ©
On a trip to Nassau you can immerse yourself in a dynamic city atmosphere or spend your days lazing on the soft golden sands.
Kick off your visit on the 27th (Mon): kick back and relax at Cable Beach and then contemplate the long history of Queen's Staircase.

To see traveler tips, ratings, photos, and tourist information, use the Nassau tour builder tool.

Fly from Havana to Nassau in 4.5 hours. In January in Nassau, expect temperatures between °F during the day and °F at night. Finish up your sightseeing early on the 27th (Mon) so you can travel back home.

Things to do in Nassau

Beaches Outdoors Parks
Highlights from your plan
Cable Beach ©
Cable Beach
Queen's Staircase ©
Queen's Staircase

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