21 days in West Indies Itinerary

21 days in West Indies Itinerary

Created using Inspirock West Indies journey planner

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Route & dates

21 days in West Indies Itinerary

Start: Sydney, Australia
Fly + Bus:  28​h
1
Ocho Rios, Jamaica
— 2 nights
Drive:  3​h
2
Negril, Jamaica
— 2 nights
Bus:  1​h 30​min
3
Montego Bay, Jamaica
— 2 nights
Fly:  3​h 30​min
4
Providenciales, Turks and Caicos
— 5 nights
Fly:  7​h 30​min
5
Bridgetown, Barbados
— 2 nights
Fly:  9​h 30​min
6
Seven Mile Beach, Cayman Islands
— 3 nights
Fly:  28​h
End: Sydney, Australia

2
nights
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 8th (Sun): admire the sheer force of Blue Hole and then head outdoors with Outdoor Activities. Get ready for a full day of sightseeing on the 9th (Mon): explore the activities along White River, take in the dramatic scenery at Dunn's River Falls and Park, and then take in nature's colorful creations at Shaw Park Gardens & Waterfalls.

To find more things to do, photos, and more tourist information, refer to the Ocho Rios itinerary maker website .

Sydney, Australia to Ocho Rios is an approximately 28-hour combination of flight and bus. You can also do a combination of bus and flight. The time zone difference moving from Australian Eastern Standard Time (New South Wales) (AEST) to Eastern Standard Time (EST) is minus 15 hours. Prepare for somewhat warmer weather when traveling from Sydney in November: high temperatures in Ocho Rios hover around 37°C and lows are around 28°C. Finish your sightseeing early on the 9th (Mon) so you can drive to Negril.

Things to do in Ocho Rios

Parks Nature Adventure
Find places to stay Nov 7 — 9:
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park
Zipline
White River ©
White River

2
nights
Negril, Jamaica

Negril ©
Once Jamaica's hidden gem, Negril has significantly expanded its infrastructure without losing its casual way of life.
On the 10th (Tue), step off the mainland to explore Booby Cay Island and then explore the fascinating underground world of Blue Hole Mineral Spring. Keep things going the next day: take in nature's colorful creations at Barney's Flower & Hummingbird Garden Jamaica, tour the pleasant surroundings at Seven Mile Beach, then explore the activities along Bloody Bay, and finally look for gifts at Irie Art.

To see maps, more things to do, traveler tips, and tourist information, read our Negril attractions planner.

You can drive from Ocho Rios to Negril in 3 hours. Alternatively, you can take a bus. In November, daily temperatures in Negril can reach 36°C, while at night they dip to 28°C. Finish your sightseeing early on the 11th (Wed) so you can take a bus to Montego Bay.

Things to do in Negril

Parks Nature Beaches

Side Trip

Blue Hole Mineral Spring
Find places to stay Nov 9 — 11:
Highlights from your plan
Seven Mile Beach ©
Seven Mile Beach
Bloody Bay ©
Bloody Bay

2
nights
Montego Bay, Jamaica

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 12th (Thu), browse the different shops at Whitter Village Shopping Mall, then steep yourself in history at Rose Hall Great House, and then push the limits with an extreme tour. Get ready for a full day of sightseeing on the 13th (Fri): get a dose of the wild on a nature and wildlife tour and then see some colorful creatures with a scuba or snorkeling tour.

For maps, more things to do, where to stay, and more tourist information, use the Montego Bay visit planning website .

Traveling by bus from Negril to Montego Bay takes 1.5 hours. Alternatively, you can drive. In November in Montego Bay, expect temperatures between 36°C during the day and 28°C at night. Finish up your sightseeing early on the 13th (Fri) so you can travel to Providenciales.

Things to do in Montego Bay

Tours Outdoors Wildlife

Side Trip

Adrenaline & Extreme Tours
Find places to stay Nov 11 — 13:
Highlights from your plan
Nature & Wildlife Tours
Scuba & Snorkeling
Rose Hall Great House ©
Rose Hall Great House

5
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.
Sapodilla Bay Hill Rock Carvings and Cheshire Hall Plantation will appeal to history buffs. Get in touch with nature at Chalk Sound and Long Bay Beach. There's lots more to do: tour the pleasant surroundings at Half Moon Bay, explore the wealth of natural beauty at Princess Alexandra National Park, explore the activities along Sapodilla Bay Beach, and glide through the air with a parasailing or paragliding tour.

To see maps, other places to visit, photos, and tourist information, go to the Providenciales trip builder tool .

Traveling by flight from Montego Bay to Providenciales takes 3.5 hours. In November in Providenciales, expect temperatures between 34°C during the day and 29°C at night. Wrap up your sightseeing on the 18th (Wed) to allow time to travel to Bridgetown.

Things to do in Providenciales

Parks Outdoors Nature

Side Trip

Smith's Reef
Find places to stay Nov 13 — 18:
Highlights from your plan
Chalk Sound ©
Chalk Sound
Shark Diving
Half Moon Bay ©
Half Moon Bay

2
nights
Bridgetown, Barbados

Bridgetown ©
Bridgetown is the capital and largest city of Barbados. We've included these beaches for you: Bathsheba Beach and Soup Bowl. Popular historic sites such as George Washington House and Gun Hill Signal Station are in your itinerary. Change things up with a short trip to Crane Beach in Union Hall (about 36 minutes away). There's still lots to do: identify plant and animal life at Wildlife Areas, enjoy the sand and surf at Rockley Beach, take in nature's colorful creations at Hunte's Gardens, and view the masterpieces at Best of Barbados Gift Shop.

For where to stay, ratings, traveler tips, and tourist information, read our Bridgetown online vacation planner .

You can fly from Providenciales to Bridgetown in 7.5 hours. Traveling from Providenciales to Bridgetown, you'll lose 1 hour due to the time zone difference. In November in Bridgetown, expect temperatures between 35°C during the day and 29°C at night. Finish your sightseeing early on the 21st (Sat) to allow enough time to travel to Seven Mile Beach.

Things to do in Bridgetown

Outdoors Parks Beaches

Side Trips

Saint Joseph Parish, Best of Barbados Gift Shop, Crane Beach, Scuba & Snorkeling, Rockley Beach
Find places to stay Nov 18 — 21:
Highlights from your plan
Bathsheba Beach ©
Bathsheba Beach
George Washington House ©
George Washington House
Crane Beach ©
Crane Beach

3
nights
Seven Mile Beach, Cayman Islands

Seven Mile Beach ©
Visit Seven Mile Beach and Cemetery Beach and Reef for some beach relaxation. Discover out-of-the-way places like Smith's Barcadere and Kittiwake Shipwreck & Artificial Reef.

Take the guesswork out of planning a Seven Mile Beach vacation by using our trip itinerary maker.

You can fly from Bridgetown to Seven Mile Beach in 9.5 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 34°C in November, and nighttime lows around 29°C. Wrap up your sightseeing on the 25th (Wed) early enough to travel back home.

Things to do in Seven Mile Beach

Outdoors Parks Beaches

Side Trips

George Town, Grand Cayman, West Bay
Find places to stay Nov 21 — 25:
Highlights from your plan
Kittiwake Shipwreck & Artificial Reef ©
Smith's Barcadere ©
Smith's Barcadere
Seven Mile Beach ©
Seven Mile Beach

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