11 days in Barbados, Trinidad and Tobago & Jamaica Itinerary

11 days in Barbados, Trinidad and Tobago & Jamaica Itinerary

Created using Inspirock Caribbean trip builder

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Fly
1
Bridgetown, Barbados
— 2 nights
Fly
2
Scarborough, Trinidad and Tobago
— 1 night
+2
Ferry to Port of Spain, Fly to Kingston, Bus to Negril
3
Negril, Jamaica
— 1 night
Drive
4
Montego Bay, Jamaica
— 2 nights
Fly

S M T W T F S
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31

2
nights
Bridgetown, Barbados

Bridgetown is the capital and largest city of Barbados. You'll explore the less-touristy side of things at Jammin Catamaran Cruises and Pebbles Beach. Get some cultural insight at Carlisle Bay and Parliament Buildings. Explore the numerous day-trip ideas around Bridgetown: Bottom Bay (in Saint Philip Parish) and Hastings Beach (in Hastings). It doesn't end there: kick back and relax at Accra Beach and stroll through Miami Beach Barbados.

For photos, traveler tips, other places to visit, and other tourist information, you can read our Bridgetown travel itinerary planner.

Cape Town, South Africa to Bridgetown is an approximately 33-hour flight. Due to the time zone difference, you'll gain 6 hours traveling from Cape Town to Bridgetown. Traveling from Cape Town in July, expect Bridgetown to be much hotter, temps between 35°C and 30°C. Finish your sightseeing early on the 18th (Sun) so you can travel to Scarborough.

Things to do in Bridgetown

Outdoors · Parks · Beaches · Tours

Side Trips

1
night
Scarborough, Trinidad and Tobago

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 19th (Mon): enjoy the sand and surf at Castara Bay, enjoy the sand and surf at Englishman's Bay, and then admire the landmark architecture of Fort King George. Get ready for a full day of sightseeing on the 20th (Tue): tour the pleasant surroundings at Nylon Pool, then discover the deep blue sea with a scuba or snorkeling tour, and then stroll through Store Bay.

For other places to visit, photos, more things to do, and other tourist information, refer to the Scarborough trip planner.

Fly from Bridgetown to Scarborough in 7.5 hours. Wrap up your sightseeing on the 20th (Tue) to allow time to travel to Negril.

Things to do in Scarborough

Outdoors · Parks · Beaches · Wildlife

Side Trips

1
night
Negril, Jamaica

Once Jamaica's hidden gem, Negril has significantly expanded its infrastructure without losing its casual way of life.
Start off your visit on the 21st (Wed): take in nature's colorful creations at Barney's Flower & Hummingbird Garden Jamaica, then head off the coast to Booby Cay Island, and then stroll through Seven Mile Beach. Here are some ideas for day two: relax and rejuvenate at some of the top local wellness centers and then enjoy the sand and surf at Half Moon Beach.

For ratings, more things to do, reviews, and tourist information, refer to the Negril tour itinerary maker website.

You can do a combination of ferry, flight, and bus from Scarborough to Negril in 17.5 hours. Another option is to fly. The time zone difference moving from Atlantic Standard Time to Eastern Standard Time is minus 1 hour. In July, plan for daily highs up to 39°C, and evening lows to 29°C. Finish your sightseeing early on the 22nd (Thu) so you can drive to Montego Bay.

Things to do in Negril

Parks · Outdoors · Beaches · Nature

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 23rd (Fri), relax in the rural setting at Croydon Plantation, then tour the pleasant surroundings at Rocklands Bird Sanctuary, and then kick back and relax at Doctor's Cave Beach. Get ready for a full day of sightseeing on the 24th (Sat): kick your exploration up a notch at some of the top local zipline courses and adventure parks and then tee off at Cinnamon Hill Golf Course.

To find maps, more things to do, and more tourist information, you can read our Montego Bay route planner.

Getting from Negril to Montego Bay by car takes about 1.5 hours. Other options: take a bus. In July, plan for daily highs up to 39°C, and evening lows to 29°C. Wrap up your sightseeing on the 24th (Sat) early enough to travel back home.

Things to do in Montego Bay

Outdoors · Parks · Beaches · Golf

Side Trip

Barbados travel guide

4.3
Beaches · Scuba & Snorkeling · Caves
Little England
Plan a vacation on the small Caribbean island of Barbados and experience its rich history and vibrant culture. Affectionately called "Little England," the island retains a noticeable British influence in its lively culture, visible especially in sport, religion, and the charming British style buildings with a Caribbean flair. On a tour of Barbados you can lounge on sandy beaches, participate in world-class surfing, roam the World Heritage-listed capital, or explore the lush island interior. When on the island, don't forget to sample its world-famous rum and the signature local dish, the flying fish.

Trinidad and Tobago travel guide

4.1
Beaches · Nature & Parks · Waterfalls
With its two landmasses offering different, but complementary Caribbean flavors, the dual island nation of Trinidad and Tobago attracts visitors looking for relaxation and adventure. Cities and bustling market towns set the pace of cosmopolitan Trinidad, by far the larger of the two Caribbean sisters. Holidays in Tobago tend to be more chilled out affairs, with island offering some of the nation's finest resorts and best kept beaches, along with a wealth of protected areas boasting diverse and abundant wildlife. Both have become famous for their Creole culture and traditions, with holidays in Trinidad and Tobago offering plenty of culinary and musical highlights, including red hot curries and spicy calypso music.

Jamaica travel guide

4
Waterfalls · Beaches · Nightlife
The third most populous English-speaking country in the Americas, Jamaica remains a member of the Commonwealth of Nations, with the British monarch its official head of state. Jamaica tourism thrives thanks to the island nation's reputation for natural beauty, outstanding cuisine, and lively music scene. The country's landscape is as diverse as its population, its tropical climate supporting varied ecosystems that include everything from savannahs to rugged mountain slopes. For most visitors, a holiday in Jamaica is a largely outdoor affair, with hiking, fishing, golfing, camping, snorkeling, horseback riding, and kite surfing among the most popular things to do.