60 days in West Indies Itinerary
Created using Inspirock West Indies Trip Planner
Start: Chennai, India
Fly to Grantley Adams International Airport, Drive to Garrison
1
Garrison, Barbados
— 8 nights
+2
Drive to Grantley Adams International Airport, Fly to Hewanorra International Airport, Drive to Soufriere
2
Soufriere, St. Lucia
— 7 nights
Fly
3
Scarborough, Trinidad and Tobago
— 9 nights
Fly
4
St. John's, Antigua and Barbuda
— 8 nights
+2
Fly to St Maarten, Ferry to Anguilla, Taxi to West End Village
5
West End Village, Anguilla
— 6 nights
+2
Taxi to Anguilla, Ferry to Sint Maarten, Fly to George Town
6
George Town, Cayman Islands
— 6 nights
Fly
7
Providenciales, Turks and Caicos
— 10 nights
Fly to Kingston, Bus to Negril
8
Negril, Jamaica
— 3 nights
Drive to Sangster International Airport, Fly to Chennai
End: Chennai, India
Mon, May 1 - Thu, Jun 29
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Garrison, Barbados — 8 nights

An historic district, UNESCO-protected Garrison features a range of cultural sites, with the area telling stories of the colonial era and Barbadian independence.Kids will enjoy Bathsheba Beach and Crane Beach. You'll enjoy a bit of beach vacationing at Miami Beach Barbados and Soup Bowl. Get out of town with these interesting Garrison side-trips: Andromeda Botanic Gardens (in Bathsheba), Barbados Wildlife Reserve (in Saint Peter Parish) and Bottom Bay (in Saint Philip Parish). And it doesn't end there: tour the pleasant surroundings at Paynes Bay Beach, contemplate the long history of Garrison Savannah, head outdoors with The Boatyard, and enjoy the sand and surf at Worthing Beach.
For reviews, where to stay, other places to visit, and more tourist information, use the Garrison road trip tool.
Chennai, India to Garrison is an approximately 27-hour combination of flight and car. You'll gain 9.5 hours traveling from Chennai to Garrison due to the time zone difference. While traveling from Chennai, expect slightly colder days and about the same nights in Garrison, ranging from highs of 35°C to lows of 29°C. On the 9th (Tue), wrap the sightseeing up by early afternoon so you can travel to Soufriere.
Side Trips
Find places to stay May 1 — 9:
Highlights from your trip
Soufriere, St. Lucia — 7 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.Relax by the water at Jalousie Beach and Rudy John Beach Park. Family-friendly places like Anse Chastanet Beach and Reef and Marigot Bay will thrill your kids. You'll find plenty of places to visit near Soufriere: Castries (Scuba & Snorkeling & Rodney Bay). There's lots more to do: explore the activities along Anse Mamin, browse the exhibits of Zaka Art Cafe, take in the dramatic natural features at Pitons, and take in the dramatic scenery at Piton Falls.
To find other places to visit, reviews, maps, and tourist information, read our Soufriere trip maker.
Use the Route module to find suitable travel options from Garrison to Soufriere. May in Soufriere sees daily highs of 36°C and lows of 30°C at night. Wrap up your sightseeing on the 16th (Tue) to allow time to fly to Scarborough.
Side Trips
Find places to stay May 9 — 16:
Highlights from your trip
Scarborough, Trinidad and Tobago — 9 nights

Scarborough is the largest city and capital of the Island of Tobago and the fifth-most-populous in Trinidad and Tobago. Bring the kids along to Pigeon Point Beach and Nylon Pool. You'll discover tucked-away gems like Argyle Waterfall and Fort King George. Venture out of the city with trips to Northeast Coast (Little Tobago & Pirate's Bay) and Tobago Cocoa Estate (in Roxborough). And it doesn't end there: kick back and relax at Englishman's Bay, stroll through Blue Haven Beach, take a peaceful walk through Tobago Forest Reserve, and take a tour by water with Boat Tours & Water Sports.
To see reviews, traveler tips, other places to visit, and more tourist information, use the Scarborough online journey planner.
Fly from Soufriere to Scarborough in 5 hours. Finish your sightseeing early on the 25th (Thu) to allow enough time to fly to St. John's.
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To see reviews, traveler tips, other places to visit, and more tourist information, use the Scarborough online journey planner.
Fly from Soufriere to Scarborough in 5 hours. Finish your sightseeing early on the 25th (Thu) to allow enough time to fly to St. John's.
Side Trips
Find places to stay May 16 — 25:
Highlights from your trip
St. John's, Antigua and Barbuda — 8 nights
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The capital and largest city of Antigua and Barbuda, St John's represents the commercial and touristic center of the twin-island country.Fort Barrington National Park and Betty's Hope are good opportunities to explore the local culture. Get in touch with nature at Valley Church Beach and Darkwood Beach. Explore the numerous day-trip ideas around St. John's: Turners Beach (in Bolans), Half Moon Bay (in Saint Philip Parish) and Devil's Bridge (in Willikies). There's still lots to do: see exotic creatures in open habitats at a safari tour, stop by Aquasports, contemplate the waterfront views at Dickenson Bay, and race across the water with a speed boat tour.
Find out how to plan St. John's trip without stress by asking Inspirock to help create an itinerary.
You can fly from Scarborough to St. John's in 4.5 hours. In May in St. John's, expect temperatures between 34°C during the day and 28°C at night. Wrap up your sightseeing on the 2nd (Fri) to allow time to travel to West End Village.
Side Trips
Find places to stay May 25 — Jun 2:
Highlights from your trip
West End Village, Anguilla — 6 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.Your cultural itinerary includes sights like Heritage Collection and Cheddie Richardson Carving Studio. Discover out-of-the-way places like Shoal Bay and Sandy Island. Change things up with these side-trips from West End Village: Captain's Bay (in Island Harbour), Stone Cellar Art Gallery (in The Valley) and Savannah Bay (in East End Village). There's lots more to do: tour the pleasant surroundings at Meads Bay, enjoy the sand and surf at Rendezvous Bay Beach, get a taste of the local shopping with Irie Life, and explore the activities along Maundays Bay.
To find ratings, maps, reviews, and tourist information, you can read our West End Village day trip planning website.
Getting from St. John's to West End Village by combination of flight, ferry, and taxi takes about 4.5 hours. In June, daily temperatures in West End Village can reach 36°C, while at night they dip to 30°C. On the 8th (Thu), you're off to George Town.
Side Trips
Find places to stay Jun 2 — 8:
Highlights from your trip
George Town, Cayman Islands — 6 nights
George Town is a city situated on Grand Cayman island of the Cayman Islands. Shop till you drop at Rocky's Diamonds and Beach Bubbles Cayman. You'll explore the less-touristy side of things at Starfish Point and Smith's Barcadere. The adventure continues: kick back and relax at Royal Palms Beach Club, explore and take pictures at Kittiwake Shipwreck & Artificial Reef, look for gifts at Pure Art Gallery & Gifts, and stroll through Spotts Beach.
You can plan George Town trip in no time by asking Inspirock to help create your itinerary.
You can do a combination of taxi, ferry, and flight from West End Village to George Town in 10 hours. The time zone changes from Atlantic Standard Time to Eastern Standard Time, which is usually a -1 hour difference. Expect a daytime high around 36°C in June, and nighttime lows around 30°C. Wrap up your sightseeing by early afternoon on the 14th (Wed) to allow enough time to fly to Providenciales.
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You can plan George Town trip in no time by asking Inspirock to help create your itinerary.
You can do a combination of taxi, ferry, and flight from West End Village to George Town in 10 hours. The time zone changes from Atlantic Standard Time to Eastern Standard Time, which is usually a -1 hour difference. Expect a daytime high around 36°C in June, and nighttime lows around 30°C. Wrap up your sightseeing by early afternoon on the 14th (Wed) to allow enough time to fly to Providenciales.
Side Trips
Find places to stay Jun 8 — 14:
Highlights from your trip
Providenciales, Turks and Caicos — 10 nights

The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.Visiting Sapodilla Bay Beach and Chalk Sound will get you outdoors. Anna's Art Gallery and Sapodilla Bay Hill Rock Carvings are good opportunities to explore the local culture. The adventure continues: explore the wealth of natural beauty at Princess Alexandra National Park, tee off at Royal Turks and Caicos Golf Club, get interesting insight from Tours, and enjoy the sand and surf at Half Moon Bay.
To see other places to visit, maps, where to stay, and more tourist information, you can read our Providenciales online trip itinerary planner.
You can fly from George Town to Providenciales in 9.5 hours. In June, plan for daily highs up to 37°C, and evening lows to 31°C. Wrap up your sightseeing by early afternoon on the 24th (Sat) to allow time for travel to Negril.
Find places to stay Jun 14 — 24:
Highlights from your trip
Negril, Jamaica — 3 nights
Once Jamaica's hidden gem, Negril has significantly expanded its infrastructure without losing its casual way of life.Eschew the tourist crowds and head to Original Mayfield Falls Jamaica and Blue Hole Mineral Spring. Visiting Bloody Bay and Half Moon Beach will get you outdoors. And it doesn't end there: admire the natural beauty at Barney's Flower & Hummingbird Garden Jamaica, enjoy the sea views from Negril Lighthouse, soothe aching muscles at some of the top local wellness centers, and enjoy the sand and surf at Seven Mile Beach.
To find where to stay, more things to do, and more tourist information, you can read our Negril trip planning site.
Traveling by combination of flight and bus from Providenciales to Negril takes 10 hours. In June in Negril, expect temperatures between 38°C during the day and 29°C at night. Cap off your sightseeing on the 27th (Tue) early enough to travel back home.
Side Trips
Find places to stay Jun 24 — 27:
Highlights from your trip