18 days in Caribbean Itinerary

18 days in Caribbean Itinerary

Created using Inspirock Caribbean route planner

Make it your trip
Fly
1
San Juan, Puerto Rico
— 2 nights
Fly
2
Virgin Gorda, British Virgin Islands
— 1 day
Fly to Charlotte Amalie, Ferry to Gallows Bay
3
St. Croix, U.S. Virgin Islands
— 1 night
Fly
4
Punta Cana, Dominican Republic
— 1 night
Shuttle
5
Santo Domingo, Dominican Republic
— 1 day
Bus
6
Port-au-Prince, Haiti
— 1 day
Fly
7
Providenciales, Turks and Caicos
— 1 night
Fly
8
Nassau, Bahamas
— 1 night
Fly
9
Havana, Cuba
— 2 nights
Shuttle
10
Varadero, Cuba
— 1 night
Fly
11
George Town, Cayman Islands
— 1 night
Fly
12
Montego Bay, Jamaica
— 1 night
Bus
13
Ocho Rios, Jamaica
— 1 night
Drive to Norman Manley International Airport, Fly to Cochin International Airport

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San Juan, Puerto Rico

— 2 nights

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
On the 18th (Thu), pause for some serene contemplation at Catedral Basilica Menor de San Juan Bautista, then enjoy the sand and surf at Condado Beach, and then scramble along the landscape with a canyoning and rapelling tour. Get ready for a full day of sightseeing on the next day: sample the fine beverages at Casa Bacardi Puerto Rico, then visit Old San Juan, and then appreciate the extensive heritage of Sitio Histórico de San Juan.

To see maps, ratings, other places to visit, and tourist information, use the San Juan tour itinerary maker.

Kochi (Cochin), India to San Juan is an approximately 32-hour flight. You can also fly. You'll gain 9.5 hours traveling from Kochi (Cochin) to San Juan due to the time zone difference. Traveling from Kochi (Cochin) in March, expect nights in San Juan to be about the same, around 26°C, while days are a bit cooler, around 34°C. Wrap up your sightseeing on the 19th (Fri) early enough to travel to Virgin Gorda.

Things to do in San Juan

Outdoors · Historic Sites · Beaches · Neighborhoods

Side Trip

Find places to stay Mar 17 — 19:

Virgin Gorda, British Virgin Islands

— 1 day
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.
Start off your visit on the 20th (Sat): surround yourself with nature on a nature and wildlife tour, then enjoy the sand and surf at The Baths, and then tour the pleasant surroundings at Spring Bay.

To find other places to visit, traveler tips, more things to do, and more tourist information, read our Virgin Gorda trip maker app.

You can fly from San Juan to Virgin Gorda in 2.5 hours. In March, daily temperatures in Virgin Gorda can reach 34°C, while at night they dip to 28°C. Finish up your sightseeing early on the 20th (Sat) so you can travel to St. Croix.

Things to do in Virgin Gorda

Outdoors · Beaches · Parks · Tours
Find places to stay Mar 19 — 20:

St. Croix, U.S. Virgin Islands

— 1 night

Twin City

The largest of the U.S.
On the 21st (Sun), steep yourself in history at Fort Christiansvaern and then explore the gorgeous colors at Buck Island Reef National Monument.

For reviews, photos, ratings, and tourist information, read our St. Croix trip planner.

Traveling by combination of flight and ferry from Virgin Gorda to St. Croix takes 4.5 hours. Alternatively, you can ride a ferry; or ride a ferry. In March in St. Croix, expect temperatures between 34°C during the day and 26°C at night. Wrap up your sightseeing on the 21st (Sun) to allow time to travel to Punta Cana.

Things to do in St. Croix

Parks · Wildlife · Historic Sites
Find places to stay Mar 20 — 21:

Punta Cana, Dominican Republic

— 1 night
In an area boasting beaches that face both the Atlantic Ocean and the Caribbean Sea, vacations in Punta Cana have been popular with tourists since the early 1970s.
For other places to visit, more things to do, maps, and other tourist information, you can read our Punta Cana trip itinerary site.

Traveling by flight from St. Croix to Punta Cana takes 5.5 hours. In March, daytime highs in Punta Cana are 34°C, while nighttime lows are 25°C. On the 22nd (Mon), you're off to Santo Domingo.

Things to do in Punta Cana

Outdoors · Tours · Wildlife · Adventure
Find places to stay Mar 21 — 22:

Santo Domingo, Dominican Republic

— 1 day
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
On the 22nd (Mon), don't miss a visit to Zona Colonial and then take in the architecture and atmosphere at Basilica Cathedral of Santa Maria la Menor.

To see other places to visit, ratings, photos, and more tourist information, read Santo Domingo trip itinerary maker.

Traveling by shuttle from Punta Cana to Santo Domingo takes 2 hours. Alternatively, you can drive; or fly. Finish your sightseeing early on the 22nd (Mon) so you can travel to Port-au-Prince.

Things to do in Santo Domingo

Historic Sites
Find places to stay Mar 22 — 23:

Port-au-Prince, Haiti

— 1 day
Port-au-Prince, the capital of Haiti, gives most visitors their first taste of the country, along with all of its rugged and lively charm.
On the 23rd (Tue), hunt for treasures at Marche de Fer and then examine the collection at Musee du Pantheon National Haitien.

To see traveler tips, maps, reviews, and other tourist information, use the Port-au-Prince holiday planner.

Traveling by flight from Santo Domingo to Port-au-Prince takes 3.5 hours. Alternatively, you can drive; or take a bus. The time zone difference when traveling from Santo Domingo to Port-au-Prince is minus 1 hour. In March in Port-au-Prince, expect temperatures between 36°C during the day and 28°C at night. Finish your sightseeing early on the 23rd (Tue) so you can travel to Providenciales.

Things to do in Port-au-Prince

Shopping · Museums
Find places to stay Mar 22 — 23:

Providenciales, Turks and Caicos

— 1 night
The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
On the 24th (Wed), tour the pleasant surroundings at Coral Gardens Reef and then kick back and relax at Grace Bay Beach.

For where to stay, photos, traveler tips, and other tourist information, refer to the Providenciales day trip planning tool.

You can fly from Port-au-Prince to Providenciales in 4 hours. When traveling from Port-au-Prince in March, plan for slightly colder days and about the same nights in Providenciales: temperatures range from 32°C by day to 27°C at night. Wrap up your sightseeing on the 24th (Wed) early enough to travel to Nassau.

Things to do in Providenciales

Parks · Beaches · Outdoors · Wildlife
Find places to stay Mar 23 — 24:

Nassau, Bahamas

— 1 night
On a trip to Nassau you can immerse yourself in a dynamic city atmosphere or spend your days lazing on the soft golden sands.
Kick off your visit on the 25th (Thu): get up close and personal with brilliant marine life at Marine Habitat at Atlantis.

To see reviews, photos, and tourist information, read our Nassau trip builder app.

Getting from Providenciales to Nassau by flight takes about 5 hours. Traveling from Providenciales in March, you can expect nighttime temperatures to be slightly colder in Nassau, with lows of 22°C. Finish your sightseeing early on the 25th (Thu) to allow enough time to travel to Havana.

Things to do in Nassau

Zoos & Aquariums · Parks

Side Trip

Find places to stay Mar 24 — 25:
Highlights from your trip

Havana, Cuba

— 2 nights

Rome of the Caribbean

Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Kick off your visit on the 26th (Fri): make a trip to Callejon de Hamel, make a trip to Plaza de Armas, then get to know the fascinating history of Malecón of Havana, then contemplate the long history of Christopher Columbus Cemetery (Cemetario de Colon), and finally contemplate the long history of Revolution Plaza Havana. Get ready for a full day of sightseeing on the next day: don't miss a visit to Old Havana, don't miss a visit to Old Square (Plaza Vieja), then don't miss a visit to Plaza de la Catedral, and finally admire the striking features of Havana Cathedral.

To see traveler tips, other places to visit, where to stay, and tourist information, read our Havana road trip planner.

Fly from Nassau to Havana in 4.5 hours. In March, plan for daily highs up to 32°C, and evening lows to 19°C. Finish your sightseeing early on the 27th (Sat) so you can drive to Varadero.

Things to do in Havana

Historic Sites · Neighborhoods
Find places to stay Mar 25 — 27:

Varadero, Cuba

— 1 night
One of the largest resort towns in the Caribbean, Varadero boasts a 20 km (12 mi) long stretch of sand, lined with hotels and all-inclusive resorts.
On the 28th (Sun), make a trip to Parque Central, then explore the fascinating underground world of Cueva de Saturno, then stroll around Josone Park, and finally tour the pleasant surroundings at Varadero Beach.

For where to stay, reviews, ratings, and more tourist information, refer to the Varadero journey planner.

Traveling by car from Havana to Varadero takes 2 hours. Alternatively, you can take a shuttle; or do a combination of train and taxi. In March, plan for daily highs up to 32°C, and evening lows to 19°C. Wrap up your sightseeing on the 28th (Sun) to allow time to travel to George Town.

Things to do in Varadero

Parks · Beaches · Outdoors · Nature
Find places to stay Mar 27 — 28:

George Town, Cayman Islands

— 1 night
George Town is a city situated on Grand Cayman island of the Cayman Islands. On the 29th (Mon), steep yourself in history at Pedro St. James National Historic Site, see what you can catch with Fat Fish Adventures, and then sample the fine beverages at Cayman Spirits Co. Distillery.

To see ratings, maps, more things to do, and tourist information, read our George Town trip itinerary app.

Traveling by flight from Varadero to George Town takes 8 hours. Traveling from Varadero in March, expect a bit warmer with lows of 27°C in George Town. Finish your sightseeing early on the 29th (Mon) so you can travel to Montego Bay.

Things to do in George Town

Outdoors · Tours · Adventure · Wildlife

Side Trip

Find places to stay Mar 28 — 29:

Montego Bay, Jamaica

— 1 night
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.
Start off your visit on the 30th (Tue): steep yourself in history at Rose Hall Great House, contemplate the long history of The Cage, then enjoy the sand and surf at Doctor's Cave Beach, and finally stroll through Rocklands Bird Sanctuary.

For photos, other places to visit, where to stay, and tourist information, use the Montego Bay trip builder site.

Traveling by flight from George Town to Montego Bay takes 8 hours. In March, daily temperatures in Montego Bay can reach 36°C, while at night they dip to 26°C. Cap off your sightseeing on the 31st (Wed) early enough to go by car to Ocho Rios.

Things to do in Montego Bay

Parks · Beaches · Outdoors · Historic Sites

Side Trip

Find places to stay Mar 29 — 31:

Ocho Rios, Jamaica

— 1 night
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 31st (Wed): admire the sheer force of Dunn's River Falls and Park and then enjoy the sand and surf at Bamboo Beach Club - MOVED to Trelawny.

To find out how to plan a trip to Ocho Rios, use our trip itinerary maker.

Traveling by bus from Montego Bay to Ocho Rios takes 2.5 hours. Alternatively, you can drive; or take a bus. In March, daily temperatures in Ocho Rios can reach 36°C, while at night they dip to 27°C. On the 1st (Thu), you'll have the morning to explore before heading back home.

Things to do in Ocho Rios

Parks · Beaches · Outdoors · Nature
Find places to stay Mar 31 — Apr 1:

Puerto Rico travel guide

4.5
Historic Walking Areas · Beaches · Forests
A U.S. territory encompassing one big island and several smaller ones, Puerto Rico appeals to visitors from around the globe with its rich history, pleasant climate, natural beauty, and renowned local cuisine. Most tourists take a vacation in Puerto Rico for that classic seaside experience, though the island offers much more than just sun and sand. Tours of Puerto Rico usually start in the city of San Juan, which boasts a trendy bar scene and plenty of art museums for visitors looking to add a bit of culture to their vacation. A short drive from the island's urban centers, pristine rainforests serve as peaceful retreats from the city bustle and ensure plenty of chances to spot wildlife and take exhilarating nature walks.

British Virgin Islands travel guide

4.4
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.

U.S. Virgin Islands travel guide

4.5
Beaches · Gift & Specialty Shops · Scuba & Snorkeling
America's Paradise
Three main and a number of minor islands that make up U.S. Virgin Islands treat visitors to a blend of historical sites and picture-perfect beaches. Though officially American territory--nicknamed "America's Paradise"--these islands boast a mix of cultures that make for culturally enriching vacations. A no-passport-required status makes holidays in U.S. Virgin Islands extremely popular with American tourists, who flock to this tropical heaven to enjoy scenic beaches, outdoor activities, and tasty local food. The islands are also a duty-free shopping destination, which also makes them appealing to shopaholics from across the world.

Dominican Republic travel guide

4.1
Beaches · Islands · Zipline
Sharing the island of Hispaniola with Haiti, friendly Dominican Republic offers two distinct coastlines, one bathed by the Caribbean Sea and the other by the Atlantic Ocean. Nearly 1,600 km (1,000 mi) of palm-shaded beaches figure highly on most Dominican Republic itineraries, allowing visitors to design their vacation around a range of water-based activities. The sun-kissed country benefits from pleasant temperatures throughout the year, so it's no surprise that holidays in Dominican Republic remain a popular choice for visitors from distant and colder corners of the world. A big producer of coffee, cocoa, rum, sugarcane, and tobacco, the country provides a vibrant cultural experience in multicultural cities and quaint countryside.

Haiti travel guide

3.8
Historic Walking Areas · Historic Sites · Zipline
The culture of Haiti has always been the reason for people to visit, and it will be the reason people visit in larger and larger numbers as the nation heals from the devastating effects of the 2010 earthquake. The interesting tale of colonialism, revolution, and political struggle has left Haiti with a wealth of historical sites and cultural influences. Sightseeing in Haiti offers perspectives on the many stages in the country's history, with colonial forts standing in ruins and monuments memorializing the revolution. The music, the art, the folklore, and the cuisine of Haiti all deserve to be explored in person.

Turks and Caicos travel guide

4.5
Beaches · Scuba & Snorkeling · Landmarks
Known as the location of one of the longest coral reefs in the world, Turks and Caicos offer scenic white-sand beaches, calm waters, and warm, sunny weather. Apart from the upscale resorts in Providenciales, which is known for its award-winning beach, the rest of the scenery remains mostly pristine and uncrowded. On a trip to Turks and Caicos, you can spend days lazing on a deserted beach, go island hopping, and enjoy a range of fun activities, from world-class snorkeling and diving, to hiking, sailing, deep-sea fishing, and bird-watching.

Bahamas travel guide

3.6
Beaches · Islands · Water & Amusement Parks
Part of an archipelago encompassing hundreds of islets and cays, Bahamas boast many pink beaches, which get their vibrant color from fractured seashells mixed with ordinary sand. For most pleasure seekers an ideal holiday in Bahamas consists of various sea activities, occasionally interrupted by tours of several cities, offering an eclectic music scene dominated by calypso, soca, and junkanoo genres. Romantic enough to attract newlyweds from around the globe, the islands are also a major center of eco-tourism, with visits to national parks and diving tours in colorful reefs among the most popular things to do in Bahamas.

Cuba travel guide

4.4
Beaches · Historic Walking Areas · Landmarks
The largest island in the Caribbean, Cuba lies just 140 km (90 mi) south of Florida and captivates a growing number of Western visitors with its tropical landscapes and cultural attractions. Sightseeing in Cuba inevitably begins in Havana, a city of photogenic architecture, lively nightlife, and a passion for baseball. The country's smaller colonial towns usually feature central squares, ideal places to meet the locals under wrought-iron street lamps. Savvy visitors escape the cities during their Cuba holidays, devoting plenty of time to the country's charming countryside, where you can get the feel for this diverse land by conversing with friendly tobacco farmers and small-scale fruit producers.

Cayman Islands travel guide

4.1
Scuba & Snorkeling · Beaches · Nature & Parks
Known to some as an offshore financial haven, for pleasure seekers Cayman Islands remain one of the world's top vacation destinations, offering developed beaches and pristine reefs. Water-based activities remain among top things to do on Cayman Islands, with dolphin spotting, swimming with stingrays, and scuba diving favored by visitors of all ages. With world-class accommodations and a low crime rate, the islands ensure an ideal setting for relaxing family vacations. A holiday on Cayman Islands also provides a good chance to explore a cosmopolitan culinary scene, with a range of restaurants serving everything from Indian to Italian specialties.

Jamaica travel guide

4.1
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.