14 days in West Indies Itinerary

14 days in West Indies Itinerary

Created using Inspirock West Indies planner

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Route & dates

14 days in West Indies Itinerary

Start: London, United Kingdom
Fly:  12​h 15​min
1
Bridgetown, Barbados
— 3 nights
bus + Fly:  1​h 45​min
2
Castries, St. Lucia
— 2 nights
Fly:  4​h 15​min
3
Scarborough, Trinidad and Tobago
— 2 nights
Drive:  4​h
4
Port of Spain, Trinidad and Tobago
— 3 nights
Fly:  10​h 15​min
5
Montego Bay, Jamaica
— 3 nights
Fly:  13​h 15​min
End: London, United Kingdom

3
nights
Bridgetown, Barbados

Bridgetown ©
Bridgetown is the capital and largest city of Barbados. Change things up with these side-trips from Bridgetown: Saint Philip Parish (Sunbury Plantation House & Bottom Bay) and Andromeda Botanic Gardens (in Bathsheba). And it doesn't end there: take in nature's colorful creations at Hunte's Gardens, make a trip to Screw Dock, contemplate the long history of Gun Hill Signal Station, and discover the deep blue sea with a scuba or snorkeling tour.

For where to stay, ratings, traveler tips, and tourist information, you can read our Bridgetown trip planning website .

London, UK to Bridgetown is an approximately 12.5-hour flight. You can also do a combination of train and flight. Due to the time zone difference, you'll gain 4 hours traveling from London to Bridgetown. Traveling from London in November, expect Bridgetown to be warmer, temps between 35°C and 29°C. Cap off your sightseeing on the 30th (Sat) early enough to travel to Castries.

Things to do in Bridgetown

Outdoors Parks Tours

Side Trips

Saint Philip Parish, Our Lady of Sorrows Roman Catholic Church, Scuba & Snorkeling, Flower Forest, Gun Hill Signal Station
Find places to stay Nov 27 — 30:
Highlights from your plan
Hunte's Gardens ©
Hunte's Gardens
Carlisle Bay ©
Carlisle Bay
Mount Gay Visitor Centre ©
Mount Gay Visitor Centre

2
nights
Castries, St. Lucia

Castries ©
The capital and largest city in Saint Lucia, Castries has a number of cultural sites to explore, and recreational areas to enjoy.
Start off your visit on the 1st (Sun): stop by Henna Saint Lucia, step off the mainland to explore Pigeon Island National Park, and then stroll through Reduit Beach. Get ready for a full day of sightseeing on the 2nd (Mon): wander the streets of Rodney Bay, enjoy the sand and surf at Vigie Beach, and then contemplate the waterfront views at Marigot Bay.

For maps, traveler tips, photos, and other tourist information, refer to the Castries trip planner .

Getting from Bridgetown to Castries by combination of bus and flight takes about 2 hours. November in Castries sees daily highs of 35°C and lows of 28°C at night. Cap off your sightseeing on the 2nd (Mon) early enough to travel to Scarborough.

Things to do in Castries

Parks Nature Beaches

Side Trips

St. Lucia, Henna Saint Lucia
Find places to stay Nov 30 — Dec 2:
Highlights from your plan
Pigeon Island National Park ©
Pigeon Island National Park
Rodney Bay ©
Rodney Bay
Marigot Bay ©
Marigot Bay

2
nights
Scarborough, Trinidad and Tobago

Scarborough ©
Scarborough is the largest city and capital of the Island of Tobago and the fifth-most-populous in Trinidad and Tobago. Start off your visit on the 3rd (Tue): admire all the interesting features of Buccoo Reef, then kick back and relax at Pigeon Point Beach, and then kick back and relax at Store Bay. On the 4th (Wed), you'll have a packed day of sightseeing: take in the history at Fort King George, grab your bike and head to Eden's Door, then relax in the rural setting at Tobago Cocoa Estate W.I. Ltd, and finally head off the coast to Little Tobago.

To find reviews, maps, other places to visit, and other tourist information, go to the Scarborough road trip planner.

Fly from Castries to Scarborough in 4.5 hours. Finish your sightseeing early on the 4th (Wed) so you can drive to Port of Spain.

Things to do in Scarborough

Parks Wildlife Outdoors

Side Trips

Tobago, Tobago Cocoa Estate W.I. Ltd, Little Tobago
Find places to stay Dec 2 — 4:
Highlights from your plan
Pigeon Point Beach ©
Pigeon Point Beach
Fort King George ©
Fort King George
Store Bay ©
Store Bay

3
nights
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 5th (Thu), walk around Queen's Park Savannah, contemplate in the serene atmosphere at Mohammed Ali Jinnah Memorial Mosque, and then identify plant and animal life at Asa Wright Nature Centre. Get ready for a full day of sightseeing on the 6th (Fri): look for all kinds of wild species at Yerette, walk around Memorial Park, and then tour the pleasant surroundings at Maracas Beach.

To see more things to do, maps, traveler tips, and other tourist information, refer to the Port of Spain online trip builder .

Traveling by car from Scarborough to Port of Spain takes 4 hours. In December, daily temperatures in Port of Spain can reach 36°C, while at night they dip to 26°C. Finish your sightseeing early on the 7th (Sat) so you can travel to Montego Bay.

Things to do in Port of Spain

Parks Wildlife Beaches

Side Trips

Asa Wright Nature Centre, Yerette
Find places to stay Dec 4 — 7:
Highlights from your plan
Asa Wright Nature Centre ©
Asa Wright Nature Centre
Maracas Beach
Maracas Beach
Queen's Park Savannah ©
Queen's Park Savannah

3
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.
Change things up with these side-trips from Montego Bay: Tryall Golf Course (in Sandy Bay), Original Mayfield Falls Jamaica (in Pennycooke) and Seven Mile Beach (in Negril). And it doesn't end there: steep yourself in history at Rose Hall Great House, take an in-depth tour of Greenwood Great House, and play a few rounds at White Witch Golf Course.

To see traveler tips, photos, where to stay, and more tourist information, refer to the Montego Bay tour builder app .

Traveling by flight from Port of Spain to Montego Bay takes 10.5 hours. Alternatively, you can do a combination of flight and bus. You'll gain 1 hour traveling from Port of Spain to Montego Bay due to the time zone difference. In December, daytime highs in Montego Bay are 36°C, while nighttime lows are 27°C. Finish your sightseeing early on the 10th (Tue) to allow enough time to travel back home.

Things to do in Montego Bay

Outdoors Golf Parks

Side Trips

Original Mayfield Falls Jamaica, Seven Mile Beach, Tryall Golf Course
Find places to stay Dec 7 — 10:
Highlights from your plan
Seven Mile Beach ©
Seven Mile Beach
Rose Hall Great House ©
Rose Hall Great House
White Witch Golf Course ©
White Witch Golf Course

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