13 days in Caribbean Itinerary

13 days in Caribbean Itinerary

Created using Inspirock Caribbean planner

Make it your trip
Hamilton, Bermuda
— 2 nights
Montego Bay, Jamaica
— 3 nights
Fly to Charlotte Amalie, Ferry to Virgin Gorda
Virgin Gorda, British Virgin Islands
— 1 night
Ferry to Beef Island, Fly to Antigua
English Harbour, Antigua and Barbuda
— 1 night
Castries, St. Lucia
— 3 nights


Hamilton, Bermuda

— 2 nights
Hamilton is the capital of the British Overseas Territory of Bermuda. Kick off your visit on the 9th (Mon): enjoy the sea views from Gibb's Hill Lighthouse, tour the pleasant surroundings at Horseshoe Bay Beach, and then tour the pleasant surroundings at Warwick Long Bay Beach. Keep things going the next day: enjoy the sand and surf at Elbow Beach, then Head underground at Crystal & Fantasy Caves, and then get to know the resident critters at Bermuda Aquarium, Natural History Museum & Zoo.

For ratings, reviews, other places to visit, and other tourist information, read Hamilton online vacation maker.

Mumbai, India to Hamilton is an approximately 23-hour flight. You'll gain 9.5 hours traveling from Mumbai to Hamilton due to the time zone difference. In September, plan for daily highs up to 34°C, and evening lows to 28°C. Finish your sightseeing early on the 10th (Tue) to allow enough time to travel to Montego Bay.

Things to do in Hamilton

Parks · Beaches · Outdoors · Zoos & Aquariums

Side Trips

Find places to stay Sep 8 — 10:

Montego Bay, Jamaica

— 3 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.
Get out of town with these interesting Montego Bay side-trips: Seven Mile Beach (in Negril), Swim with Dolphins (in Ocho Rios) and Original Mayfield Falls (in Pennycooke). There's much more to do: contemplate the long history of Rose Hall Great House, play a few rounds at Cinnamon Hill Golf Course, make a trip to The Cage, and stroll through Doctor's Cave Beach.

To see reviews, ratings, and more tourist information, go to the Montego Bay journey planning tool.

You can fly from Hamilton to Montego Bay in 16 hours. Due to the time zone difference, you'll gain 1 hour traveling from Hamilton to Montego Bay. Expect a bit warmer weather when traveling from Hamilton in September: highs in Montego Bay hover around 38°C, while lows dip to 29°C. Wrap up your sightseeing on the 13th (Fri) early enough to travel to Virgin Gorda.

Things to do in Montego Bay

Outdoors · Parks · Beaches · Wildlife

Side Trips

Find places to stay Sep 10 — 13:

Virgin Gorda, British Virgin Islands

— 1 night
Thankfully lacking some of the commercialism of other islands nearby, Virgin Gorda offers a relaxing place to holiday, and maintains a feeling of intimacy despite its reputation as an exclusive destination.
On the 14th (Sat), kick back and relax at Spring Bay and then explore the striking landscape at The Baths. Here are some ideas for day two: explore the striking landscape of Devil's Bay National Park.

To find ratings, photos, reviews, and more tourist information, read our Virgin Gorda day trip tool.

You can do a combination of flight and ferry from Montego Bay to Virgin Gorda in 11.5 hours. Alternatively, you can fly. Due to the time zone difference, you'll lose 1 hour traveling from Montego Bay to Virgin Gorda. In September, plan for daily highs up to 37°C, and evening lows to 31°C. Cap off your sightseeing on the 15th (Sun) early enough to travel to English Harbour.

Things to do in Virgin Gorda

Parks · Nature · Beaches · Outdoors
Find places to stay Sep 14 — 15:

English Harbour, Antigua and Barbuda

— 1 night
Kick off your visit on the 16th (Mon): cruise along Fig Tree Drive and then explore the wealth of natural beauty at Nelson's Dockyard.

To find traveler tips, reviews, ratings, and other tourist information, you can read our English Harbour driving holiday planner.

Traveling by combination of ferry and flight from Virgin Gorda to English Harbour takes 6.5 hours. Expect a daytime high around 36°C in September, and nighttime lows around 29°C. Wrap up your sightseeing on the 16th (Mon) to allow time to travel to Castries.

Things to do in English Harbour

Parks · Nature · Outdoors · Scenic Drive

Side Trip

Find places to stay Sep 15 — 16:
Highlights from your trip

Castries, St. Lucia

— 3 nights
The capital and largest city in Saint Lucia, Castries has a number of cultural sites to explore, and recreational areas to enjoy.
Start off your visit on the 17th (Tue): take in nature's colorful creations at Diamond Falls Botanical Gardens. Here are some ideas for day two: sample the tasty concoctions at Antillia Brewing Company, then explore the wealth of natural beauty at Pigeon Island National Park, and then explore the activities along Rodney Bay.

Start your trip to Castries by creating a personalized itinerary on Inspirock.

You can fly from English Harbour to Castries in 5.5 hours. In September in Castries, expect temperatures between 36°C during the day and 29°C at night. On the 19th (Thu), you're off to home.

Things to do in Castries

Parks · Nature · Neighborhoods · Breweries & Distilleries

Side Trips

Find places to stay Sep 16 — 19:

Bermuda travel guide

Beaches · Caves · Scenic Walking Areas
The tropical "island" of Bermuda is actually a number of islands connected by road bridges and surrounded by numerous islets and cays. With access to everything from upscale resorts and quaint seaside inns, to tranquil pink-sand beaches and secluded snorkeling spots, a holiday in Bermuda appeals to most vacationers, regardless of age or budget. Although known as a place to relax, you'll find plenty of things to do in Bermuda. Partake in dynamic nightlife of the capital city, explore scenic hiking trails, or roam the narrow streets of St. George, the oldest British town in the New World.

Jamaica travel guide

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.

British Virgin Islands travel guide

Geologic Formations · Bodies of Water · Beaches
Escape from civilization and take a trip to British Virgin Islands, a collection of 60 small islands and cays in the Virgin Islands archipelago. Although British territory, the island is not noticeably British, offering a quiet and serene vibe that lives on despite a major tourism boom. With most of its islets uninhabited, British Virgin Islands remain a paradise for sailing, snorkeling, lazing on a deserted beach, and exploring sleepy seaside villages.

Antigua travel guide

Scuba & Snorkeling · Beaches · Lookouts
A true tropical getaway, Antigua attracts travelers from all over the world with its innumerable beaches, coves, and bays. Although an important cruise ship destination with upscale resorts and facilities, Antigua doesn't lack tranquility. With picturesque and secluded stretches of sand and sleepy villages waiting at every corner, a vacation in Antigua is the perfect opportunity to lounge on the waterfront, enjoy swimming and snorkeling, and indulge in delicious seafood.

St. Lucia travel guide

Hot Springs · Volcanos · Bodies of Water
The island of St. Lucia is hailed for its scenic landscape of tall mountains, forested hills, and fertile valleys sprinkled with banana plantations. The island's dramatic scenery is most renowned for the Pitons, two volcanic spires that rise from the ocean floor. Whether you're visiting the island as part of a cruise, a romantic honeymoon, or looking for adventure, a St. Lucia vacation offers something for everyone. Discover the island's hidden beaches and coves, go climbing or hiking, and enjoy the picturesque views and tropical weather.