49 days in Caribbean Itinerary

49 days in Caribbean Itinerary

Created using Inspirock attractions planner
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1
Port of Spain, Trinidad and Tobago
— 4 nights
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2
St. George's, Grenada
— 3 nights
Fly
3
Bridgetown, Barbados
— 3 nights
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4
Kingstown, St. Vincent and the Grenadines
— 3 nights
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5
Soufriere, St. Lucia
— 3 nights
Bus to Castries, Ferry to Roseau
6
Roseau, Dominica
— 4 nights
Fly
7
St. John's, Antigua and Barbuda
— 2 nights
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8
Basseterre, St. Kitts and Nevis
— 3 nights
Fly
9
San Juan, Puerto Rico
— 3 nights
Ferry to Santo Domingo, Bus to Punta Cana
10
Punta Cana, Dominican Republic
— 3 nights
Bus to Joaquín Balaguer, Bus to Port-au-Prince
11
Port-au-Prince, Haiti
— 2 nights
Fly
12
Ocho Rios, Jamaica
— 3 nights
Fly
13
George Town, Cayman Islands
— 3 nights
Unknown
14
Andros, Bahamas
— 4 nights
Unknown

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Port of Spain, Trinidad and Tobago — 4 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.
Step out of Port of Spain with an excursion to Yerette in Maracas Bay--about 30 minutes away. And it doesn't end there: tour the pleasant surroundings at Asa Wright Nature Centre, take in nature's colorful creations at Royal Botanic Gardens, walk around Queen's Park Savannah, and stop by Cocobel.

To see other places to visit, traveler tips, photos, and tourist information, use the Port of Spain trip itinerary planning site.

Stockholm, Sweden to Port of Spain is an approximately 19-hour flight. The time zone difference moving from Central European Standard Time to Atlantic Standard Time is minus 5 hours. Expect much warmer temperatures when traveling from Stockholm in December; daily highs in Port of Spain reach 36°C and lows reach 26°C. Wrap up your sightseeing on the 6th (Wed) to allow time to fly to St. George's.
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Parks · Wildlife · Outdoors · Nature
Side Trips
Find places to stay Dec 2 — 6:
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St. George's, Grenada — 3 nights

The capital of the Island of Spice, St.
St. George's is known for historic sites, museums, and wildlife. Your trip includes some of its best attractions: tour the pleasant surroundings at Grand Anse Beach, explore the activities along Grand Etang Lake, examine the collection at Underwater Sculptures, and make a trip to Market Square.

To find traveler tips, photos, ratings, and other tourist information, you can read our St. George's tour planner.

You can fly from Port of Spain to St. George's in 4.5 hours. In December, daily temperatures in St. George's can reach 35°C, while at night they dip to 28°C. Cap off your sightseeing on the 9th (Sat) early enough to catch the flight to Bridgetown.
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Parks · Outdoors · Nature · Beaches
Side Trips
Find places to stay Dec 6 — 9:
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Bridgetown, Barbados — 3 nights

Bridgetown is the capital and largest city of Barbados. On the 10th (Sun), explore the fascinating underground world of Harrison's Cave., admire the natural beauty at Hunte's Gardens, then take in nature's colorful creations at Andromeda Botanic Gardens, then enjoy the sand and surf at Bottom Bay, and finally pause for some serene contemplation at Saint Philip Parish Church. Keep things going the next day: discover the deep blue sea with a scuba or snorkeling tour, enjoy the sand and surf at Carlisle Bay, and then head outdoors with The Boatyard.

Planning Bridgetown trip won't be overwhelming when you use Inspirock's itinerary maker.

Getting from St. George's to Bridgetown by flight takes about 4.5 hours. Expect a daytime high around 34°C in December, and nighttime lows around 28°C. Finish your sightseeing early on the 12th (Tue) so you can fly to Kingstown.
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Outdoors · Parks · Beaches · Wildlife
Side Trips
Find places to stay Dec 9 — 12:
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Kingstown, St. Vincent and the Grenadines — 3 nights

Kingstown is the capital, chief port, and main commercial centre of Saint Vincent and the Grenadines. Kingstown is known for parks, historic sites, and shopping. Your trip includes some of its best attractions: take in nature's colorful creations at Botanical Gardens, take in the dramatic scenery at Dark View Falls, see some colorful creatures with Indigo Dive, and steep yourself in history at Fort Charlotte.

To find reviews, other places to visit, maps, and other tourist information, read our Kingstown online trip maker.

You can fly from Bridgetown to Kingstown in 4.5 hours. December in Kingstown sees daily highs of 35°C and lows of 28°C at night. Finish up your sightseeing early on the 15th (Fri) so you can catch the flight to Soufriere.
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Parks · Outdoors · Wildlife · Nature
Side Trips
Find places to stay Dec 12 — 15:
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Soufriere, St. Lucia — 3 nights

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.
Explore Soufriere's surroundings by going to Castries (Rodney Bay & Holy Trinity Anglican Church). The adventure continues: see majestic marine mammals with a dolphin and whale watching tour, take in nature's colorful creations at Diamond Falls Botanical Gardens, look for all kinds of wild species at Tet Paul Nature Trail, and stroll through Reduit Beach.

To find where to stay, other places to visit, photos, and other tourist information, refer to the Soufriere online tour itinerary planner.

Traveling by flight from Kingstown to Soufriere takes 4 hours. In December, daily temperatures in Soufriere can reach 34°C, while at night they dip to 28°C. Finish up your sightseeing early on the 18th (Mon) so you can catch the flight to Roseau.
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Parks · Outdoors · Nature · Tours
Side Trips
Find places to stay Dec 15 — 18:
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Roseau, Dominica — 4 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 (Boiling Lake & Emerald Pool Nature Trail). Next up on the itinerary: admire the sheer force of Trafalgar Falls, enjoy the sand and surf at Champagne Beach, surround yourself with nature on a nature and wildlife tour, and take in the awesome beauty at Morne Bruce.

To see maps, reviews, traveler tips, and more tourist information, go to the Roseau tour itinerary planning app.

You can fly from Soufriere to Roseau in 3 hours. Another option is to do a combination of bus and ferry. Wrap up your sightseeing on the 22nd (Fri) early enough to fly to St. John's.
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Parks · Nature · Outdoors · Wildlife
Side Trip
Find places to stay Dec 18 — 22:
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St. John's, Antigua and Barbuda — 2 nights

The capital and largest city of Antigua and Barbuda, St John's represents the commercial and touristic center of the twin-island country.
On the 23rd (Sat), kick back and relax at Galley Bay Beach, get some thrills on the water with a speed boat tour, and then contemplate the waterfront views at Dickenson Bay.

To find more things to do, other places to visit, and more tourist information, read St. John's trip planner.

You can fly from Roseau to St. John's in 3 hours. In December, plan for daily highs up to 33°C, and evening lows to 27°C. Finish up your sightseeing early on the 24th (Sun) so you can catch the flight to Basseterre.
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Outdoors · Parks · Beaches · Nature
Side Trip
Find places to stay Dec 22 — 24:
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Basseterre, St. Kitts and Nevis — 3 nights

Step out of Basseterre to go to Charlestown and see Pinney's Beach, which is approximately 56 minutes away.

To find photos, other places to visit, reviews, and more tourist information, use the Basseterre trip itinerary builder site.

Traveling by flight from St. John's to Basseterre takes 2.5 hours. December in Basseterre sees daily highs of 34°C and lows of 28°C at night. Wrap up your sightseeing on the 27th (Wed) to allow time to fly to San Juan.
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Parks · Outdoors · Beaches · Wildlife
Side Trips
Find places to stay Dec 24 — 27:
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San Juan, Puerto Rico — 3 nights

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S. jurisdiction and one of the oldest in the Americas.
Take a break from San Juan with a short trip to El Yunque National Forest in El Yunque National Forest, about 1h 10 min away. Next up on the itinerary: take a stroll through Old San Juan, savor the flavors at Food & Drink, don't miss a visit to Monument to Eugenio Maria de Hostos, and walk around Parque de las Palomas.

For other places to visit, reviews, traveler tips, and other tourist information, go to the San Juan travel app.

Getting from Basseterre to San Juan by flight takes about 4.5 hours. Expect a daytime high around 34°C in December, and nighttime lows around 28°C. Wrap up your sightseeing on the 30th (Sat) to allow time to fly to Punta Cana.
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Parks · Tours · Wildlife · Nature
Side Trips
Find places to stay Dec 27 — 30:
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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.
Change things up with a short trip to Altos de Chavon in La Romana (about 1h 20 min away). Next up on the itinerary: see some colorful creatures with Aqua Track Private Day Trips, indulge in some personalized pampering at Flavio Acuna Spa Natural Center, look for gifts at HARRISON'S Fine Caribbean Jewelers, and play a few rounds at Punta Espada Golf Course.

To find ratings, photos, more things to do, and more tourist information, go to the Punta Cana planner.

Fly from San Juan to Punta Cana in 3 hours. Alternatively, you can do a combination of ferry and bus. Expect a daytime high around 34°C in December, and nighttime lows around 26°C. Wrap up your sightseeing by early afternoon on the 3rd (Wed) to allow enough time to travel to Port-au-Prince.
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Outdoors · Tours · Parks · Adventure
Side Trip
Find places to stay Dec 31 — Jan 3:
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Port-au-Prince, Haiti — 2 nights

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.
Get out of town with these interesting Port-au-Prince side-trips: Place Saint-Pierre (in Petionville), Montrouis (Kay Piat & Museum Ogier-Fombrun) and Village Artistique de Noailles (in Croix-des-Bouquets). The adventure continues: examine the collection at Musee du Pantheon National Haitien, take an in-depth tour of The Bureau of Ethnology, browse the eclectic array of goods at Marche de Fer, and look for gifts at Comite Artisanal Haitien.

To see photos, maps, more things to do, and more tourist information, read Port-au-Prince trip planner.

Traveling by combination of shuttle and flight from Punta Cana to Port-au-Prince takes 7 hours. Alternatively, you can drive; or take a bus. You'll gain 1 hour traveling from Punta Cana to Port-au-Prince due to the time zone difference. In January, daily temperatures in Port-au-Prince can reach 36°C, while at night they dip to 28°C. Wrap up your sightseeing by early afternoon on the 6th (Sat) to allow time for the flight to Ocho Rios.
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Museums · Shopping · Outdoors · Historic Sites
Side Trips
Find places to stay Jan 3 — 6:
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Ocho Rios, Jamaica — 3 nights

A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Go for a jaunt from Ocho Rios to St. Ann's Bay to see Bob Marley Museum about 1h 15 min away. Pack the 8th (Mon) with family-friendly diversions at Rainforest Adventures. There's much more to do: take in the dramatic scenery at Dunn's River Falls and Park, look for gifts at Jewels & Time Duty Free Jewelers, head outdoors with Outdoor Activities, and witness a stunning natural landmark at Firewater Mineral Healing Spring.

For where to stay, reviews, maps, and other tourist information, refer to the Ocho Rios trip planner.

Traveling by flight from Port-au-Prince to Ocho Rios takes 8.5 hours. Expect a daytime high around 36°C in January, and nighttime lows around 27°C. Wrap up your sightseeing on the 9th (Tue) early enough to fly to George Town.
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Parks · Theme Parks · Nature · Outdoors
Side Trip
Find places to stay Jan 6 — 9:
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George Town, Cayman Islands — 3 nights

George Town is a city situated on Grand Cayman island of the Cayman Islands. Go for a jaunt from George Town to Old Man Bay to see Davinoff's Concrete Sculpture Garden about 36 minutes away. There's lots more to do: sample the fine beverages at Cayman Spirits Co. Distillery, get a taste of local nightlife at GT Outpost, step into the grandiose world of Pedro St. James National Historic Site, and cool off at Rum Point.

To see where to stay, ratings, other places to visit, and other tourist information, read George Town driving holiday planner.

Getting from Ocho Rios to George Town by flight takes about 5 hours. January in George Town sees daily highs of 33°C and lows of 27°C at night. Wrap up your sightseeing on the 12th (Fri) to allow time to travel to Andros.
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Parks · Outdoors · Beaches · Wildlife
Side Trips
Find places to stay Jan 9 — 12:
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Andros, Bahamas — 4 nights

With the island large and largely undeveloped, Andros itineraries focus mainly on its superb natural features.
Spend the 16th (Tue) exploring nature at West Side National Park. There's lots more to do: explore the gorgeous colors at Andros Barrier Reef, get to know the fascinating history of Morgan's Bluff, explore the striking landscape at Blue Holes National Park, and get interesting insight from Andros Beach Club Travel.

To see photos, other places to visit, maps, and more tourist information, refer to the Andros trip planner.

Explore your travel options from George Town to Andros with the Route module. Traveling from George Town in January, plan for little chillier nights in Andros, with lows around 22°C. You'll set off for home on the 17th (Wed).
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Parks · Nature · Wildlife · Outdoors
Find places to stay Jan 13 — 17:
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St. Lucia travel guide

4.1
Hot Springs · Bodies of Water · Landmarks
The island of St. Lucia is hailed for its scenic landscape of tall mountains, forested hills, and fertile valleys sprinkled with banana plantations. The island's dramatic scenery is most renowned for the Pitons, two volcanic spires that rise from the ocean floor. Whether you're visiting the island as part of a cruise, a romantic honeymoon, or looking for adventure, a St. Lucia vacation offers something for everyone. Discover the island's hidden beaches and coves, go climbing or hiking, and enjoy the picturesque views and tropical weather.
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