42 days in West Indies Itinerary

Created using Inspirock West Indies Trip Planner
Make it your trip
Fly to Hewanorra International Airport, Drive to Soufriere
1
Soufriere, St. Lucia
— 1 night
Drive
2
Castries, St. Lucia
— 2 nights
Drive
3
Gros Islet, St. Lucia
— 2 nights
Fly to Barbados, Bus to Christ Church Parish
4
Christ Church Parish, Barbados
— 3 nights
Bus to Barbados, Fly to Roseau
5
Roseau, Dominica
— 2 nights
Drive
6
Morne Trois Pitons National Park, Dominica
— 2 nights
Fly
7
East End Village, Anguilla
— 1 night
Drive
8
West End Village, Anguilla
— 2 nights
+2
Taxi to Anguilla, Ferry to Sint Maarten, Fly to St. John's
9
St. John's, Antigua and Barbuda
— 2 nights
Drive
10
Saint Paul Parish, Antigua and Barbuda
— 2 nights
Bus to Liat Road, Fly to Barbuda
11
Barbuda, Antigua and Barbuda
— 1 night
Fly
12
Middle Caicos, Turks and Caicos
— 1 night
Fly
13
Cockburn Town, Turks and Caicos
— 2 nights
Fly
14
Providenciales, Turks and Caicos
— 2 nights
Unknown
15
Cayman Brac, Cayman Islands
— 1 day
Fly
16
Little Cayman, Cayman Islands
— 1 night
Fly
17
George Town, Cayman Islands
— 2 nights
Drive
18
West Bay, Cayman Islands
— 3 nights
Drive
19
Seven Mile Beach, Cayman Islands
— 2 nights
Fly
20
Montego Bay, Jamaica
— 2 nights
Drive
21
Negril, Jamaica
— 2 nights
Drive
22
Ocho Rios, Jamaica
— 2 nights
Fly

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Soufriere, St. Lucia — 1 night

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 22nd (Tue), take in the dramatic natural features at Pitons and then take in the natural beauty of Sulphur Springs. On the 23rd (Wed), you'll have a packed day of sightseeing: take in nature's colorful creations at Diamond Falls Botanical Gardens and then surround yourself with nature on a nature and wildlife tour.

Inspirock's itinerary builder makes planning a Soufriere trip simple and quick.

Chennai, India to Soufriere is an approximately 33-hour combination of flight and car. Traveling from Chennai to Soufriere, you'll gain 9.5 hours due to the time zone difference. In November, plan for daily highs up to 36°C, and evening lows to 29°C. Cap off your sightseeing on the 23rd (Wed) early enough to go by car to Castries.
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Side Trip
Find places to stay Nov 21 — 23:

Castries, St. Lucia — 2 nights

The capital and largest city in Saint Lucia, Castries has a number of cultural sites to explore, and recreational areas to enjoy.
Kick off your visit on the 24th (Thu): pause for some photo ops at Inniskilling Monument, explore the galleries of Eudovic's Art Studio, and then get the adrenaline pumping with Treetop Adventure Park. On the next day, enjoy the sand and surf at Reduit Beach, stop by Diamonds International St. Lucia, and then contemplate the waterfront views at Rodney Bay.

To find maps, where to stay, photos, and tourist information, refer to the Castries trip planning app.

You can drive from Soufriere to Castries in 1.5 hours. Alternatively, you can take a bus. In November, plan for daily highs up to 35°C, and evening lows to 28°C. Finish up your sightseeing early on the 25th (Fri) so you can go by car to Gros Islet.
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Find places to stay Nov 23 — 25:

Gros Islet, St. Lucia — 2 nights

Growing out from a humble fishing village, Gros Islet has grown into a major tourist destination, with an abundance of villas, resorts, and hotels along the coast.
On the 26th (Sat), get impressive views of La Soufriere Drive-In Volcano and then head off the coast to Pigeon Island National Park. Get ready for a full day of sightseeing on the 27th (Sun): indulge in some culinary diversions at a local gastronomic tour.

To find other places to visit, photos, more things to do, and other tourist information, go to the Gros Islet trip planner.

Gros Islet is very close to Castries. In November, daytime highs in Gros Islet are 35°C, while nighttime lows are 28°C. Finish your sightseeing early on the 27th (Sun) to allow enough time to travel to Christ Church Parish.
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Find places to stay Nov 25 — 27:

Christ Church Parish, Barbados — 3 nights

Christ Church Parish, situated on the southern tip of Barbados, remains a popular vacation spot thanks to its proximity to an international airport.
You'll find plenty of places to visit near Christ Church Parish: Barbados Wildlife Reserve (in Saint Peter Parish) and Bathsheba (Soup Bowl & Andromeda Botanic Gardens). And it doesn't end there: Head underground at Harrison's Cave., contemplate the waterfront views at Foul Bay, take in nature's colorful creations at Hunte's Gardens, and stop by Ganzee.

To see where to stay, traveler tips, more things to do, and more tourist information, read Christ Church Parish trip itinerary builder tool.

Traveling by combination of flight and bus from Gros Islet to Christ Church Parish takes 3.5 hours. In November, daily temperatures in Christ Church Parish can reach 35°C, while at night they dip to 29°C. Wrap up your sightseeing by early afternoon on the 30th (Wed) to allow enough time to travel to Roseau.
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Find places to stay Nov 27 — 30:

Roseau, Dominica — 2 nights

The capital city, Roseau maintains a small scale, but possesses a convincing Caribbean charm in its architecture, cuisine, and culture.
Start off your visit on the 1st (Thu): admire the sheer force of Titou Gorge and then surround yourself with nature on a nature and wildlife tour. On the 2nd (Fri), you'll have a packed day of sightseeing: make a trip to Old Market Square, then see some colorful creatures with a scuba or snorkeling tour, and then tour the pleasant surroundings at Champagne Beach.

For ratings, traveler tips, photos, and other tourist information, refer to the Roseau trip itinerary maker tool.

Traveling by combination of bus and flight from Christ Church Parish to Roseau takes 5 hours. Wrap up your sightseeing on the 2nd (Fri) early enough to drive to Morne Trois Pitons National Park.
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Outdoors · Tours · Wildlife · Parks
Find places to stay Nov 30 — Dec 2:

Morne Trois Pitons National Park, Dominica — 2 nights

Designated as a World Heritage Site thanks to its natural beauty and biodiversity, Morne Trois Pitons National Park encompasses a sprawling wilderness area dominated by dramatic volcanic features.
Start off your visit on the 3rd (Sat): explore the activities along Boiling Lake. Get ready for a full day of sightseeing on the 4th (Sun): tour the pleasant surroundings at Emerald Pool Nature Trail and then admire the sheer force of Trafalgar Falls.

To see other places to visit, photos, more things to do, and more tourist information, refer to the Morne Trois Pitons National Park online driving holiday planner.

Traveling by car from Roseau to Morne Trois Pitons National Park takes an hour. Finish your sightseeing early on the 4th (Sun) so you can fly to East End Village.
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Parks · Nature · Trails · Outdoors
Find places to stay Dec 2 — 4:

East End Village, Anguilla — 1 night

On the 5th (Mon), enjoy the sand and surf at Little Bay and then stroll through Shoal Bay.

To find more things to do, where to stay, other places to visit, and more tourist information, you can read our East End Village trip planner.

You can fly from Morne Trois Pitons National Park to East End Village in 5 hours. In December, plan for daily highs up to 34°C, and evening lows to 26°C. Finish your sightseeing early on the 5th (Mon) to allow enough time to drive to West End Village.
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Side Trips
Find places to stay Dec 4 — 5:

West End Village, Anguilla — 2 nights

A pleasant coastal town giving access to some of Anguilla's most pristine and picturesque beaches, West End Village attracts visitors looking for a beach resort holiday.
Start off your visit on the 6th (Tue): shop like a local with Irie Life, then stroll through Sandy Ground Beach, and then stroll through Rendezvous Bay Beach. Keep things going the next day: get a taste of the local shopping with Limin' Boutique, then explore the activities along Maundays Bay, and then enjoy the sand and surf at Meads Bay.

For maps, other places to visit, ratings, and more tourist information, use the West End Village day trip planner.

West End Village is very close to East End Village. December in West End Village sees daily highs of 34°C and lows of 26°C at night. Wrap up your sightseeing on the 7th (Wed) early enough to travel to St. John's.
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Side Trips
Find places to stay Dec 5 — 7:

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 8th (Thu), enjoy the sand and surf at Valley Church Beach. Here are some ideas for day two: tour the pleasant surroundings at Galley Bay Beach, then get engrossed in the history at Betty's Hope, and then contemplate the waterfront views at Dickenson Bay.

Discover how to plan a St. John's trip in just a few steps with Inspirock's itinerary builder.

You can do a combination of taxi, ferry, and flight from West End Village to St. John's in 4.5 hours. In December, daily temperatures in St. John's can reach 33°C, while at night they dip to 27°C. Wrap up your sightseeing on the 9th (Fri) early enough to drive to Saint Paul Parish.
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Side Trips
Find places to stay Dec 7 — 9:

Saint Paul Parish, Antigua and Barbuda — 2 nights

Southern Saint Paul Parish offers a number of coastal attractions.
Kick off your visit on the 10th (Sat): explore the striking landscape of Nelson's Dockyard. Get ready for a full day of sightseeing on the 11th (Sun): explore the striking landscape at Devil's Bridge, get interesting insight from Stingray City, and then take some stellar pictures from Shirley Heights.

For maps, other places to visit, photos, and more tourist information, read Saint Paul Parish holiday app.

Saint Paul Parish is just a stone's throw from St. John's. Expect a daytime high around 33°C in December, and nighttime lows around 27°C. Finish your sightseeing early on the 11th (Sun) to allow enough time to travel to Barbuda.
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Side Trips
Find places to stay Dec 9 — 11:

Barbuda, Antigua and Barbuda — 1 night

Home to a large population of magnificent frigatebirds, Barbuda has a reputation for excellent bird-watching, along with many other relaxing pursuits.
Kick off your visit on the 12th (Mon): tour the pleasant surroundings at Frigate Bird Sanctuary.

To see where to stay, ratings, other places to visit, and tourist information, refer to the Barbuda day trip site.

You can do a combination of bus and flight from Saint Paul Parish to Barbuda in 2.5 hours. Alternatively, you can do a combination of taxi and flight. Expect a daytime high around 33°C in December, and nighttime lows around 27°C. Wrap up your sightseeing on the 12th (Mon) to allow time to fly to Middle Caicos.
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Wildlife · Parks
Find places to stay Dec 11 — 12:
Highlights from your trip

Middle Caicos, Turks and Caicos — 1 night

The largest of the islands, Middle Caicos (also known as Grand Caicos) offers plenty of natural and cultural attractions.
On the 13th (Tue), enjoy the sand and surf at Bambara Beach and then enjoy the sand and surf at Mudjin Harbor.

To see other places to visit, more things to do, traveler tips, and other tourist information, read Middle Caicos trip maker.

Fly from Barbuda to Middle Caicos in 4.5 hours. The time zone changes from Atlantic Standard Time to Eastern Standard Time, which is usually a -1 hour difference. December in Middle Caicos sees daily highs of 33°C and lows of 28°C at night. Wrap up your sightseeing on the 13th (Tue) early enough to fly to Cockburn Town.
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Outdoors · Parks · Beaches
Find places to stay Dec 12 — 13:
Highlights from your trip

Cockburn Town, Turks and Caicos — 2 nights

Cockburn Town is the capital city of the Turks and Caicos Islands.GeographyCockburn Town is located on the largest island in the Turks Islands archipelago, Grand Turk Island. Kick off your visit on the 14th (Wed): kick back and relax at Pillory Beach. Here are some ideas for day two: discover the deep blue sea with a scuba or snorkeling tour, then take an in-depth tour of Turks & Caicos National Museum, and then make a trip to Historic Lighthouse Grand Turk.

To find reviews, traveler tips, and other tourist information, read our Cockburn Town road trip site.

Fly from Middle Caicos to Cockburn Town in 3 hours. Finish your sightseeing early on the 15th (Thu) so you can fly to Providenciales.
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Side Trip
Find places to stay Dec 13 — 15:

Providenciales, Turks and Caicos — 2 nights

The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Start off your visit on the 16th (Fri): play a few rounds at Royal Turks and Caicos Golf Club and then head off the coast to Little Water Cay. Keep things going the next day: stop by Graceway Gourmet and then enjoy the sand and surf at Grace Bay Beach.

To find more things to do, maps, where to stay, and tourist information, refer to the Providenciales trip tool.

Traveling by flight from Cockburn Town to Providenciales takes 2.5 hours. December in Providenciales sees daily highs of 33°C and lows of 28°C at night. On the 17th (Sat), wrap the sightseeing up by early afternoon so you can travel to Cayman Brac.
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Outdoors · Parks · Golf · Wildlife
Find places to stay Dec 15 — 17:

Cayman Brac, Cayman Islands — 1 day

At just 36 sq km (14 sq mi), Cayman Brac is a small but hugely rewarding eco-tourist's paradise, offering countless chances to spot birds, scuba dive, fish, spelunk, hike, and rock climb.
Start off your visit on the 18th (Sun): delve into the mystery of MV Captain Keith Tibbetts, then get interesting insight from Tours, and then stop by NIM Things.

For other places to visit, more things to do, where to stay, and more tourist information, read our Cayman Brac driving holiday planning website.

Explore your travel options from Providenciales to Cayman Brac with the Route module. December in Cayman Brac sees daily highs of 34°C and lows of 29°C at night. Finish your sightseeing early on the 18th (Sun) to allow enough time to fly to Little Cayman.
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Find places to stay Dec 17 — 18:

Little Cayman, Cayman Islands — 1 night

The smallest and undeniably quietest of the Cayman Islands, Little Cayman is truly little in terms of its population, with fewer than 200 permanent residents, almost all of whom work in the tourism industry.
Start off your visit on the 19th (Mon): look for all kinds of wild species at Point of Sand and then explore the gorgeous colors at Bloody Bay Wall.

For more things to do, maps, reviews, and tourist information, read our Little Cayman trip planner.

Traveling by flight from Cayman Brac to Little Cayman takes 2.5 hours. In December, plan for daily highs up to 34°C, and evening lows to 29°C. Finish your sightseeing early on the 19th (Mon) to allow enough time to fly to George Town.
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Find places to stay Dec 18 — 19:
Highlights from your trip

George Town, Cayman Islands — 2 nights

George Town is a city situated on Grand Cayman island of the Cayman Islands. Start off your visit on the 20th (Tue): brush up on your knowledge of spirits at Cayman Spirits Co. Distillery, discover the deep blue sea with a scuba or snorkeling tour, and then explore the fascinating underground world of Devil's Grotto. On the 21st (Wed), you'll have a packed day of sightseeing: tour the pleasant surroundings at Mastic Trail and then enjoy the sand and surf at Rum Point.

To see photos, maps, other places to visit, and more tourist information, read our George Town journey planning app.

Traveling by flight from Little Cayman to George Town takes 2.5 hours. December in George Town sees daily highs of 34°C and lows of 28°C at night. Wrap up your sightseeing on the 21st (Wed) to allow time to drive to West Bay.
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Side Trip
Find places to stay Dec 19 — 21:

West Bay, Cayman Islands — 3 nights

West Bay is known for wildlife, zoos & aquariums, and adventure. Your trip includes some of its best attractions: stroll through Stingray City Grand Cayman, see the vivid underwater world at Kittiwake Shipwreck & Artificial Reef, get up close and personal with brilliant marine life at Cayman Turtle Centre: Island Wildlife Encounter, and examine the collection at Cayman Motor Museum.

To find where to stay, more things to do, ratings, and other tourist information, go to the West Bay trip website.

West Bay is very close to George Town. December in West Bay sees daily highs of 34°C and lows of 28°C at night. Cap off your sightseeing on the 24th (Sat) early enough to travel to Seven Mile Beach.
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Parks · Wildlife · Tours · Zoos & Aquariums
Side Trip
Find places to stay Dec 21 — 24:

Seven Mile Beach, Cayman Islands — 2 nights

Seven Mile Beach is a long crescent of coral-sand beach on the western end of Grand Cayman island. Kick off your visit on the 25th (Sun): take a tour by water with Boat Tours & Water Sports, then kick back and relax at Seven Mile Beach, and then look for gifts at Island Company. Get ready for a full day of sightseeing on the next day: kick back and relax at Governors Beach.

To find photos, reviews, maps, and other tourist information, use the Seven Mile Beach day trip planning website.

Seven Mile Beach is just a stone's throw from West Bay. December in Seven Mile Beach sees daily highs of 34°C and lows of 28°C at night. Wrap up your sightseeing by early afternoon on the 26th (Mon) to allow time for the flight to Montego Bay.
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Side Trip
Find places to stay Dec 24 — 26:

Montego Bay, Jamaica — 2 nights

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.
On the 27th (Tue), stop by Jewels in Paradise, enjoy the sand and surf at Doctor's Cave Beach, and then surround yourself with nature on a nature and wildlife tour. Get ready for a full day of sightseeing on the next day: tee off at Cinnamon Hill Golf Course and then tee off at White Witch Golf Course.

To see where to stay, other places to visit, ratings, and other tourist information, refer to the Montego Bay trip itinerary app.

Traveling by flight from Seven Mile Beach to Montego Bay takes 7.5 hours. In December, daily temperatures in Montego Bay can reach 36°C, while at night they dip to 27°C. Finish your sightseeing early on the 28th (Wed) so you can drive to Negril.
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Outdoors · Golf · Shopping · Tours
Find places to stay Dec 26 — 28:

Negril, Jamaica — 2 nights

Once Jamaica's hidden gem, Negril has significantly expanded its infrastructure without losing its casual way of life.
Kick off your visit on the 29th (Thu): tour the pleasant surroundings at Barney's Flower & Hummingbird Garden Jamaica, then take in the dramatic natural features at Negril Cliffs, and then take in the dramatic scenery at Original Mayfield Falls Jamaica. Get ready for a full day of sightseeing on the next day: take in the architecture and atmosphere at Mary, Gate of Heaven Catholic Church and then tour the pleasant surroundings at Seven Mile Beach.

To find maps, traveler tips, ratings, and other tourist information, read our Negril journey planner.

Getting from Montego Bay to Negril by car takes about 1.5 hours. Other options: take a bus. Expect a daytime high around 36°C in December, and nighttime lows around 27°C. Wrap up your sightseeing on the 30th (Fri) to allow time to drive to Ocho Rios.
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Parks · Nature · Outdoors · Beaches
Side Trip
Find places to stay Dec 28 — 30:

Ocho Rios, Jamaica — 2 nights

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 31st (Sat): admire the sheer force of Dunn's River Falls and Park. On your second day here, take a tour by water with Boat Tours & Water Sports, admire the sheer force of Blue Hole, and then take a stroll around Woolery Kitchen.

For traveler tips, maps, photos, and other tourist information, go to the Ocho Rios driving holiday planning app.

Traveling by car from Negril to Ocho Rios takes 3 hours. Alternatively, you can take a bus. In December, daily temperatures in Ocho Rios can reach 36°C, while at night they dip to 28°C. Cap off your sightseeing on the 1st (Sun) early enough to catch the flight back home.
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Parks · Nature · Tours · Outdoors
Side Trip
Find places to stay Dec 30 — Jan 1: