18 days in Caribbean Itinerary

18 days in Caribbean Itinerary

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Route & dates

18 days in Caribbean Itinerary

Start: New York City, United States
Fly:  6​h 45​min
1
Soufriere, St. Lucia
— 2 nights
Drive + Fly:  2​h
2
St. George's, Grenada
— 2 nights
Fly + Bus:  2​h
3
Bridgetown, Barbados
— 2 nights
Fly:  5​h 15​min
4
St. John's, Antigua and Barbuda
— 3 nights
Fly + Bus:  10​h 30​min
5
Ocho Rios, Jamaica
— 1 night
Drive:  3​h
6
Negril, Jamaica
— 1 night
Bus:  1​h 30​min
7
Montego Bay, Jamaica
— 2 nights
Fly:  5​h 30​min
8
Paradise Island, Bahamas
— 2 nights
Drive:  30​min
9
Nassau, Bahamas
— 2 nights
Fly:  4​h 15​min
End: New York City, United States

2
nights
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.
Start off your visit on the 18th (Fri): admire the natural beauty at Diamond Falls Botanical Gardens, then kick your exploration up a notch at Morne Coubaril Estate, and then contemplate the geological forces at Gros Piton. Keep things going the next day: contemplate the geological forces at La Soufriere Drive-In Volcano, take in the natural beauty of Sulphur Springs, and then get outside with Outdoor Activities.

To see photos, ratings, maps, and other tourist information, read Soufriere trip tool.

New York City, USA to Soufriere is an approximately 7-hour flight. You can also do a combination of bus and flight; or do a combination of train and flight. The time zone difference moving from Eastern Standard Time to Atlantic Standard Time is 1 hour. Prepare for much hotter weather when traveling from New York City in December: high temperatures in Soufriere hover around 85°F and lows are around 76°F. Finish your sightseeing early on the 19th (Sat) to allow enough time to travel to St. George's.

Things to do in Soufriere

Parks Nature Tours

Side Trip

St. Lucia
Find places to stay Dec 17 — 19:
Highlights from your plan
Diamond Falls Botanical Gardens ©
Diamond Falls Botanical Gardens
Gros Piton ©
Gros Piton
Sulphur Springs ©
Sulphur Springs

2
nights
St. George's, Grenada

St. George's ©
The capital of the Island of Spice, St.
Start off your visit on the 20th (Sun): kick back and relax at Magazine Beach and then kick back and relax at Grand Anse Beach. Get ready for a full day of sightseeing on the 21st (Mon): take in the dramatic scenery at Annandale Falls, take in the waterfront activity at Carenage, and then don't miss a visit to Market Square.

For more things to do, photos, ratings, and tourist information, read St. George's day trip tool.

Getting from Soufriere to St. George's by combination of car and flight takes about 2 hours. Other options: fly. Expect a daytime high around 86°F in December, and nighttime lows around 75°F. Finish your sightseeing early on the 21st (Mon) to allow enough time to travel to Bridgetown.

Things to do in St. George's

Parks Beaches Outdoors

Side Trip

Grand Anse Beach
Find places to stay Dec 19 — 21:
Highlights from your plan
Grand Anse Beach ©
Grand Anse Beach
Carenage ©
Carenage
Annandale Falls ©
Annandale Falls

2
nights
Bridgetown, Barbados

Bridgetown ©
Bridgetown is the capital and largest city of Barbados. Start off your visit on the 22nd (Tue): get a new perspective on things with Boat Tours & Water Sports, take in nature's colorful creations at Hunte's Gardens, then steep yourself in history at Andromeda Botanic Gardens, and finally kick back and relax at Soup Bowl. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Carlisle Bay, pause for some serene contemplation at Christ Church Parish Church, then stroll through Bottom Bay, and finally explore the activities along Foul Bay.

To see traveler tips, other places to visit, and tourist information, read our Bridgetown route website.

Do a combination of flight and bus from St. George's to Bridgetown in 2 hours. In December, daytime highs in Bridgetown are 85°F, while nighttime lows are 76°F. Finish your sightseeing early on the 23rd (Wed) so you can travel to St. John's.

Things to do in Bridgetown

Parks Outdoors Beaches

Side Trips

Saint Joseph Parish, Saint Philip Parish, Christ Church Parish Church
Find places to stay Dec 21 — 23:
Highlights from your plan
Hunte's Gardens ©
Hunte's Gardens
Boat Tours & Water Sports
Bottom Bay ©
Bottom Bay

3
nights
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.
Kick off your visit on the 24th (Thu): look for gifts at Zenergy Boutique, then explore the wealth of natural beauty at Nelson's Dockyard, and then relax and rejuvenate at some of the top local wellness centers. Get ready for a full day of sightseeing on the 25th (Fri): take some stellar pictures from Shirley Heights, get engrossed in the history at Betty's Hope, and then explore the activities along Dickenson Bay.

For maps, ratings, traveler tips, and more tourist information, read St. John's trip planner.

Fly from Bridgetown to St. John's in 5.5 hours. Expect a daytime high around 83°F in December, and nighttime lows around 74°F. Finish your sightseeing early on the 26th (Sat) to allow enough time to travel to Ocho Rios.

Things to do in St. John's

Parks Nature Beaches

Side Trips

English Harbour, Dickenson Bay
Find places to stay Dec 23 — 26:
Highlights from your plan
Nelson's Dockyard ©
Nelson's Dockyard
Shirley Heights ©
Shirley Heights
Dickenson Bay ©
Dickenson Bay

1
night
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 26th (Sat): stop by Jewels & Time Duty Free Jewelers, then get outside with Jamspot Ja, then take in the dramatic scenery at Blue Hole, and finally pause for some serene contemplation at Our Lady of Fatima Catholic Church. Here are some ideas for day two: take in the dramatic scenery at Dunn's River Falls and Park and then kick back and relax at Bamboo Beach Club.

To find traveler tips, maps, more things to do, and more tourist information, use the Ocho Rios trip itinerary tool.

Traveling by combination of flight and bus from St. John's to Ocho Rios takes 10.5 hours. The time zone difference moving from Atlantic Standard Time to Eastern Standard Time is minus 1 hour. In December, plan for daily highs up to 88°F, and evening lows to 75°F. Finish your sightseeing early on the 27th (Sun) so you can drive to Negril.

Things to do in Ocho Rios

Parks Outdoors Nature
Find places to stay Dec 26 — 27:
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park
Jewels & Time Duty Free Jewelers ©
Jewels & Time Duty Free Jewelers
Our Lady of Fatima Catholic Church ©
Our Lady of Fatima Catholic Church

1
night
Negril, Jamaica

Negril ©
Once Jamaica's hidden gem, Negril has significantly expanded its infrastructure without losing its casual way of life.
Kick off your visit on the 28th (Mon): tour the pleasant surroundings at Bloody Bay, then kick back and relax at Seven Mile Beach, and then stop by Irie Art.

For traveler tips, other places to visit, more things to do, and other tourist information, read our Negril trip planner.

Getting from Ocho Rios to Negril by car takes about 3 hours. Other options: take a bus. In December in Negril, expect temperatures between 87°F during the day and 74°F at night. Finish your sightseeing early on the 28th (Mon) so you can take a bus to Montego Bay.

Things to do in Negril

Beaches Parks Outdoors
Find places to stay Dec 27 — 28:
Highlights from your plan
Seven Mile Beach ©
Seven Mile Beach
Bloody Bay ©
Bloody Bay
Irie Art ©
Irie Art

2
nights
Montego Bay, Jamaica

Montego Bay ©
The second largest city in Jamaica, Montego Bay boasts an international airport and a major cruise-line terminal, so it regularly receives a big influx of visitors to the island.
Start off your visit on the 29th (Tue): tee off at Half Moon Golf, Tennis & Beach Club, then contemplate the long history of Rose Hall Great House, and then tee off at White Witch Golf Course. Get ready for a full day of sightseeing on the 30th (Wed): get great views at Ahhh...Ras Natango Gallery and Garden, stroll through Doctor's Cave Beach, and then contemplate the long history of The Cage.

Planning Montego Bay trip won't be overwheling when you use's Insprock itinerary maker.

Traveling by bus from Negril to Montego Bay takes 1.5 hours. Alternatively, you can drive. In December, daytime highs in Montego Bay are 87°F, while nighttime lows are 74°F. Wrap up your sightseeing on the 30th (Wed) to allow time to travel to Paradise Island.

Things to do in Montego Bay

Outdoors Parks Shopping
Find places to stay Dec 28 — 30:
Highlights from your plan
Ahhh...Ras Natango Gallery and Garden ©
Rose Hall Great House ©
Rose Hall Great House
Doctor's Cave Beach ©
Doctor's Cave Beach

2
nights
Paradise Island, Bahamas

Paradise Island ©
Located just off the shore from the capital city, Paradise Island offers glamorous gambling, luxury living, and a welcome dose of island exploration as well.
Kick off your visit on the 31st (Thu): admire the natural beauty at Versailles Gardens and French Cloister and then meet the residents at Marine Habitat at Atlantis. On your second day here, play a few rounds at Ocean Club Golf Course, then try your luck at Atlantis Casino, and then observe the fascinating underwater world at Predator Lagoon.

To find ratings, reviews, traveler tips, and tourist information, read our Paradise Island attractions planning app.

Traveling by flight from Montego Bay to Paradise Island takes 5.5 hours. Expect little chillier temperatures when traveling from Montego Bay in December; daily highs in Paradise Island reach 82°F and lows reach 69°F. Finish up your sightseeing early on the 1st (Fri) so you can go by car to Nassau.

Things to do in Paradise Island

Parks Zoos & Aquariums Outdoors
Find places to stay Dec 30 — Jan 1:
Highlights from your plan
Marine Habitat at Atlantis ©
Marine Habitat at Atlantis
Atlantis Casino ©
Atlantis Casino
Predator Lagoon ©
Predator Lagoon

2
nights
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.
On the 2nd (Sat), admire nature's wide array of creatures at Ardastra Gardens, Zoo and Conservation Center and then try out the rides at Aquaventure. Keep things going the next day: tour the pleasant surroundings at Cable Beach, then kick back and relax at Cabbage Beach, and then don't miss a visit to The Cloister.

To find photos, reviews, where to stay, and tourist information, go to the Nassau trip planning app.

Nassau is just a short distance from Paradise Island. In January, daily temperatures in Nassau can reach 80°F, while at night they dip to 66°F. Finish your sightseeing early on the 3rd (Sun) so you can travel back home.

Things to do in Nassau

Parks Beaches Outdoors
Find places to stay Jan 1 — 3:
Highlights from your plan
Aquaventure ©
Aquaventure
Cable Beach ©
Cable Beach
Cabbage Beach ©
Cabbage Beach

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