27 days in Mexico, Honolulu & Caribbean Itinerary

27 days in Mexico, Honolulu & Caribbean Itinerary

Created using Inspirock sightseeing planner

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1
Honolulu, United States
— 3 nights
Fly
2
Mexico City, Mexico
— 3 nights
Fly
3
Cancun, Mexico
— 2 nights
Fly
4
Nassau, Bahamas
— 3 nights
Fly
5
Havana, Cuba
— 2 nights
Fly
6
Montego Bay, Jamaica
— 3 nights
Fly
7
Punta Cana, Dominican Republic
— 2 nights
Shuttle
8
Santo Domingo, Dominican Republic
— 3 nights
Fly
9
Fort-de-France, Martinique
— 4 nights
Fly to Paris Orly, Train to London

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Honolulu, United States

— 3 nights

Big Pineapple

In many ways much more Asian than American, Honolulu is Hawaii's largest city and its center of government, transportation, commerce, and tourism.
Honolulu is known for historic sites, wildlife, and beaches. Your plan includes some of its best attractions: pause for some photo ops at USS Arizona Memorial, stop by Shimazu Shave ice, explore and take pictures at Diamond Head State Monument, and explore the activities along Hanauma Bay Nature Preserve.

To find traveler tips, where to stay, more things to do, and tourist information, read Honolulu trip planner.

London, UK to Honolulu is an approximately 20.5-hour flight. Traveling from London to Honolulu, you'll gain 10 hours due to the time zone difference. Expect warmer temperatures when traveling from London in January; daily highs in Honolulu reach 32°C and lows reach 22°C. Wrap up your sightseeing on the 4th (Tue) early enough to travel to Mexico City.

Things to do in Honolulu

Parks · Outdoors · Beaches · Historic Sites

Mexico City, Mexico

— 3 nights

City of Palaces

Breathtakingly large, Mexico City provides a home for almost 9 million people living in nearly 1,700 distinct neighborhoods.
Start off your visit on the 5th (Wed): browse the exhibits of Museo del Templo Mayor, then admire the masterpieces at Palacio de Bellas Artes, then get to know the fascinating history of Zocalo, and finally examine the collection at Museo Frida Kahlo. Keep things going the next day: explore the historical opulence of Chapultepec Castle, learn more about the world around you at Museo Nacional de Antropologia, and then contemplate the long history of Basilica de Santa Maria de Guadalupe.

To see reviews, ratings, photos, and other tourist information, go to the Mexico City holiday website.

Getting from Honolulu to Mexico City by flight takes about 13 hours. The time zone difference when traveling from Honolulu to Mexico City is 4 hours. When traveling from Honolulu in January, plan for little chillier days and much colder nights in Mexico City: temperatures range from 24°C by day to 7°C at night. Cap off your sightseeing on the 7th (Fri) early enough to travel to Cancun.

Things to do in Mexico City

Historic Sites · Museums

Cancun, Mexico

— 2 nights
Few destinations in Mexico dazzle visitors quite like Cancun, a modern resort town filled with glitzy hotels sitting on picturesque and well-developed Caribbean beaches.
On the 7th (Fri), enjoy the sand and surf at Playa Delfines and then buy something for everyone on your list at La Isla Shopping Village. Here are some ideas for day two: make a trip to El Parque de las Palapas and then whizz through the canopy at some of the top local zipline courses and adventure parks.

For photos, ratings, and other tourist information, you can read our Cancun trip itinerary planner.

You can fly from Mexico City to Cancun in 5 hours. Other options are to drive; or take a bus. You'll lose 1 hour traveling from Mexico City to Cancun due to the time zone difference. When traveling from Mexico City in January, plan for a bit warmer days in Cancun, with highs around 31°C, while nights are much hotter with lows around 22°C. Wrap up your sightseeing on the 9th (Sun) early enough to travel to Nassau.

Things to do in Cancun

Outdoors · Tours · Adventure · Shopping

Nassau, Bahamas

— 3 nights
On a trip to Nassau you can immerse yourself in a dynamic city atmosphere or spend your days lazing on the soft golden sands.
Nassau is known for theme parks, beaches, and shopping. Your plan includes some of its best attractions: stroll through Cable Beach, stop by Craft Cottage Bahamas, head off the coast to Blue Lagoon Island, and contemplate the long history of Queen's Staircase.

To find reviews, maps, traveler tips, and tourist information, read Nassau trip itinerary website.

Getting from Cancun to Nassau by flight takes about 7 hours. In January, daily temperatures in Nassau can reach 31°C, while at night they dip to 22°C. Finish your sightseeing early on the 12th (Wed) so you can travel to Havana.

Things to do in Nassau

Theme Parks · Parks · Nature · Outdoors

Side 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.
Start off your visit on the 12th (Wed): make a trip to El Capitolio, make a trip to Plaza de Armas, then make a trip to Plaza de la Catedral, then make a trip to Old Square (Plaza Vieja), and finally don't miss a visit to Malecón of Havana. Get ready for a full day of sightseeing on the 13th (Thu): get engrossed in the history at Museum of the Revolution (Museo de la Revolucion), admire the landmark architecture of Bacardi Building, then admire the masterpieces at Museu Nacional de Belas Artes de Cuba, and finally contemplate the long history of Revolution Plaza Havana.

For more things to do, traveler tips, maps, and tourist information, go to the Havana trip itinerary builder.

You can fly from Nassau to Havana in 4.5 hours. Expect a daytime high around 30°C in January, and nighttime lows around 19°C. You will have some time to spend on the 14th (Fri) before leaving for Montego Bay.

Things to do in Havana

Historic Sites · Museums

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.
Start off your visit on the 15th (Sat): kick back and relax at Doctor's Cave Beach, steep yourself in history at Rose Hall Great House, and then play a few rounds at Cinnamon Hill Golf Course. Get ready for a full day of sightseeing on the 16th (Sun): surround yourself with nature on a nature and wildlife tour.

To find more things to do, photos, maps, and other tourist information, read Montego Bay trip planning site.

Fly from Havana to Montego Bay in 8.5 hours. Traveling from Havana in January, things will get a bit warmer in Montego Bay: highs are around 35°C and lows about 26°C. Wrap up your sightseeing on the 17th (Mon) early enough to travel to Punta Cana.

Things to do in Montego Bay

Outdoors · Wildlife · Tours · Beaches

Punta Cana, Dominican Republic

— 2 nights
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.
Spend the 19th (Wed) spotting exotic species with a safari tour. Next up on the itinerary: discover the deep blue sea with Aqua Track Private Day Trips, contemplate the waterfront views at Hoyo Azul, kick back and relax at Bavaro Beach, and examine the collection at Aromas Museum.

To find traveler tips, reviews, ratings, and more tourist information, use the Punta Cana trip planner.

You can fly from Montego Bay to Punta Cana in 8.5 hours. You'll lose 1 hour traveling from Montego Bay to Punta Cana due to the time zone difference. January in Punta Cana sees daily highs of 33°C and lows of 25°C at night. Finish up your sightseeing early on the 19th (Wed) so you can catch the shuttle to Santo Domingo.

Things to do in Punta Cana

Outdoors · Wildlife · Tours · Parks

Santo Domingo, Dominican Republic

— 3 nights
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
On the 20th (Thu), don't miss a visit to Zona Colonial and then pause for some serene contemplation at Basilica Cathedral of Santa Maria la Menor. Keep things going the next day: see the interesting displays at Museo De Las Casas Reales, appreciate the history behind Columbus Lighthouse (Faro A Colon), then steep yourself in history at Casa del Cordon, then steep yourself in history at Alcazar de Colon, and finally admire the striking features of Saint Barbara's Church (Iglesia Santa Barbara).

Before you visit Santo Domingo, use our trip planner to discover what you can do and see there.

You can take a shuttle from Punta Cana to Santo Domingo in 2 hours. Other options are to drive; or fly. Wrap up your sightseeing by early afternoon on the 22nd (Sat) to allow enough time to travel to Fort-de-France.

Things to do in Santo Domingo

Historic Sites · Museums

Fort-de-France, Martinique

— 4 nights
The political capital of Martinique, Fort-de-France has a thriving commercial center and a number of historic sites.
Explore the numerous day-trip ideas around Fort-de-France: Eglise St Michel (in Le Francois), La Savane des Esclaves (in Trois-Ilets) and Anse Dufour (in Les Anses d'Arlet). There's much more to do: admire the natural beauty at Jardin de Balata, walk around La Savane, contemplate the long history of Pavillon Bougenot, and stop by Pura Vida Shop.

To see reviews, traveler tips, other places to visit, and other tourist information, read Fort-de-France trip builder website.

Fly from Santo Domingo to Fort-de-France in 6 hours. In January, daily temperatures in Fort-de-France can reach 34°C, while at night they dip to 26°C. Cap off your sightseeing on the 26th (Wed) early enough to travel back home.

Things to do in Fort-de-France

Outdoors · Parks · Historic Sites · Beaches

Side Trips

Mexico travel guide

4.5
Ruins · Beaches · Landmarks
Tailor-made for anyone seeking that traditional sun-and-sand experience, Mexico vacations allow visitors to explore nearly 10,000 km (6,200 mi) of picturesque coastlines. Idyllic beaches and favorable year-round weather aside, this diverse country with a rich pre-Colombian history allows tourists a chance to discover a fascinating cuisine, numerous archaeological sites, state-of-the-art museums, colonial-era haciendas, and outstanding examples of 21st-century architecture. Most visitors get to know the country by its cities, but if you want a well-rounded Mexico tour, spend some time exploring its jungles, cloud forests, Caribbean reefs, snowcapped volcanoes, vast deserts, and tranquil lagoons. Life is lived outdoors in Mexico, so wherever you go, don't forget to dine alfresco and stroll the country's colonial streets.

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.

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.