14 days in West Indies Itinerary

14 days in West Indies Itinerary

Created using Inspirock West Indies route builder

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Route & dates

14 days in West Indies Itinerary

Start: Chennai, India
Fly:  27​h
1
Montego Bay, Jamaica
— 3 nights
bus:  1​h 30​min
2
Ocho Rios, Jamaica
— 1 night
bus + Fly:  5​h
3
Providenciales, Turks and Caicos
— 3 nights
Fly:  5​h 45​min
4
Seven Mile Beach, Cayman Islands
— 3 nights
Drive + Fly:  29​h
End: Chennai, India

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.
Venture out of the city with trips to Tryall Golf Course (in Sandy Bay), YS Falls (in Saint Elizabeth Parish) and Negril (Irie Art & Seven Mile Beach). There's still lots to do: steep yourself in history at Rose Hall Great House, take in the dramatic scenery at Original Mayfield Falls Jamaica, kick back and relax at Doctor's Cave Beach, and make a trip to Hip Strip.

To find other places to visit, maps, where to stay, and other tourist information, read Montego Bay trip itinerary planner .

Chennai, India to Montego Bay is an approximately 27-hour flight. The time zone changes from India Standard Time (IST) to Eastern Standard Time (EST), which is usually a -10 hour difference. In October, daily temperatures in Montego Bay can reach 38°C, while at night they dip to 28°C. Finish your sightseeing early on the 5th (Sat) to allow enough time to take a bus to Ocho Rios.

Things to do in Montego Bay

Parks Outdoors Beaches

Side Trips

Negril, Reggae Style Mayfield Falls, Mayfield Falls Jamaica (Original), YS Falls, Tryall Golf Course
Highlights from your plan
Seven Mile Beach ©
Seven Mile Beach
YS Falls ©
YS Falls
Rose Hall Great House ©
Rose Hall Great House

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.
Kick off your visit on the 6th (Sun): take in the dramatic scenery at Dunn's River Falls and Park, stroll around Konoko Falls, and then admire the sheer force of Blue Hole.

For traveler tips, other places to visit, and tourist information, read our Ocho Rios trip planning website .

Traveling by bus from Montego Bay to Ocho Rios takes 1.5 hours. Alternatively, you can drive. Expect a daytime high around 38°C in October, and nighttime lows around 30°C. Finish up your sightseeing early on the 6th (Sun) so you can travel to Providenciales.

Things to do in Ocho Rios

Parks Nature
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park
Konoko Falls ©
Konoko Falls

3
nights
Providenciales, Turks and Caicos

Providenciales ©
The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Providenciales is known for wildlife, beaches, adventure, nature, and spas. Your plan includes some of its best attractions: kick back and relax at Grace Bay Beach, look for all kinds of wild species at Little Water Cay, tee off at Provo Golf Club, and explore the striking landscape at Smith's Reef.

To find traveler tips, more things to do, where to stay, and tourist information, read Providenciales day trip planning tool .

Do a combination of bus and flight from Ocho Rios to Providenciales in 5 hours. In October, daily temperatures in Providenciales can reach 36°C, while at night they dip to 30°C. Finish up your sightseeing early on the 9th (Wed) so you can travel to Seven Mile Beach.

Things to do in Providenciales

Outdoors Parks Wildlife

Side Trip

Smith's Reef
Highlights from your plan
Grace Bay Beach ©
Grace Bay Beach
Provo Golf Club ©
Provo Golf Club
Scuba & Snorkeling

3
nights
Seven Mile Beach, Cayman Islands

Seven Mile Beach ©
Kick off your visit on the 10th (Thu): stop by Beach Bubbles Cayman, then look for all kinds of wild species at Stingray City Grand Cayman, then step into the grandiose world of Pedro St. James National Historic Site, and finally brush up on your knowledge of spirits at Cayman Spirits Co. Distillery. Get ready for a full day of sightseeing on the 11th (Fri): take a tour by water with Boat Tours & Water Sports, then make a splash at Cayman Turtle Centre: Island Wildlife Encounter, and then explore the striking landscape at Hell Gift Store.

To find out how to plan a trip to Seven Mile Beach, use our trip itinerary maker.

You can fly from Providenciales to Seven Mile Beach in 6 hours. October in Seven Mile Beach sees daily highs of 36°C and lows of 30°C at night. On the 12th (Sat), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Seven Mile Beach

Parks Wildlife Outdoors

Side Trips

Grand Cayman, Cayman Turtle Centre: Island Wildlife Encounter, Cayman Spirits Co. Distillery
Highlights from your plan
Stingray City Grand Cayman ©
Stingray City Grand Cayman
Seven Mile Beach ©
Seven Mile Beach
Scuba & Snorkeling