32 days in Caribbean Itinerary

32 days in Caribbean Itinerary

Created using Inspirock Caribbean vacation planner

Make it your trip
Fly
1
Havana, Cuba
— 4 nights
Fly
2
Palm - Eagle Beach, Aruba
— 2 nights
Fly
3
Kralendijk, Bonaire
— 4 nights
Fly
4
Bridgetown, Barbados
— 4 nights
Fly
5
English Harbour, Antigua and Barbuda
— 2 nights
Fly to Beef Island, Ferry to Virgin Gorda
6
Virgin Gorda, British Virgin Islands
— 2 nights
Fly
7
Culebra, Puerto Rico
— 3 nights
Fly
8
San Juan, Puerto Rico
— 3 nights
Fly
9
Santo Domingo, Dominican Republic
— 2 nights
Drive
10
Cap-Haitien, Haiti
— 2 nights
Fly
11
Providenciales, Turks and Caicos
— 3 nights
Fly

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Havana, Cuba

— 4 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.
Havana is known for historic sites, nightlife, and museums. Your plan includes some of its best attractions: appreciate the extensive heritage of Malecón of Havana, steep yourself in history at Fortaleza de San Carlos de la Cabana, get engrossed in the history at Museum of the Revolution (Museo de la Revolucion), and don't miss a visit to El Capitolio.

Discover how to plan a Havana trip in just a few steps with Inspirock's itinerary builder.

Ottawa, Canada to Havana is an approximately 8.5-hour flight. Expect warmer temperatures when traveling from Ottawa in March; daily highs in Havana reach 32°C and lows reach 19°C. Wrap up your sightseeing on the 2nd (Sat) early enough to fly to Palm - Eagle Beach.

Things to do in Havana

Find places to stay Mar 29 — Apr 2:

Palm - Eagle Beach, Aruba

— 2 nights
A long stretch of powdery white sand and aquamarine waters, Palm - Eagle Beach remains one of Aruba's most visited vacation spots.
On the 3rd (Sun), tour the pleasant surroundings at Eagle Beach and then visit a coastal fixture at California Lighthouse. Get ready for a full day of sightseeing on the next day: explore the striking landscape of Arikok National Park and then enjoy the sand and surf at Hadicurari Beach.

For other places to visit, more things to do, traveler tips, and more tourist information, refer to the Palm - Eagle Beach road trip site.

You can fly from Havana to Palm - Eagle Beach in 9 hours. The time zone difference moving from Cuba Standard Time to Atlantic Standard Time is 1 hour. Expect a bit warmer evenings in Palm - Eagle Beach when traveling from Havana in April, with lows around 30°C. Cap off your sightseeing on the 4th (Mon) early enough to catch the flight to Kralendijk.

Things to do in Palm - Eagle Beach

Parks · Beaches · Outdoors · Nature

Side Trips

Find places to stay Apr 2 — 4:

Kralendijk, Bonaire

— 4 nights
The capital city and main port Bonaire, Kralendijk possesses a rich and varied history and natural heritage to explore on an adventurous and diverse itinerary.
Get out of town with these interesting Kralendijk side-trips: Washington-Slagbaai National Park (Boca Slagbaai, Boka Chikitu, &more). The adventure continues: step off the mainland to explore Klein Bonaire, get to know the resident critters at Donkey Sanctuary Bonaire, don't miss a visit to Seru Largu, and explore the activities along Lac Bay.

To see photos, maps, reviews, and more tourist information, use the Kralendijk online trip itinerary maker.

You can fly from Palm - Eagle Beach to Kralendijk in 4 hours. In April, daily temperatures in Kralendijk can reach 36°C, while at night they dip to 30°C. On the 8th (Fri), wrap the sightseeing up by early afternoon so you can fly to Bridgetown.

Things to do in Kralendijk

Parks · Nature · Outdoors · Beaches

Side Trips

Find places to stay Apr 4 — 8:

Bridgetown, Barbados

— 4 nights
Bridgetown is the capital and largest city of Barbados. Get out of town with these interesting Bridgetown side-trips: Saint Philip Parish (Foul Bay & Bottom Bay) and Harrismith Beach (in Bottom Bay). There's lots more to do: explore the fascinating underground world of Harrison's Cave., get interesting insight from Tours, kick back and relax at Carlisle Bay, and steep yourself in history at Garrison Savannah.

To see maps, other places to visit, where to stay, and tourist information, you can read our Bridgetown trip planner.

You can fly from Kralendijk to Bridgetown in 9.5 hours. Expect a daytime high around 35°C in April, and nighttime lows around 28°C. Finish your sightseeing early on the 12th (Tue) so you can fly to English Harbour.

Things to do in Bridgetown

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Find places to stay Apr 8 — 12:

English Harbour, Antigua and Barbuda

— 2 nights
On the 13th (Wed), explore the striking landscape of Nelson's Dockyard. Keep things going the next day: kick back and relax at Half Moon Bay.

To see photos and tourist information, read our English Harbour trip planning site.

You can fly from Bridgetown to English Harbour in 4.5 hours. In April, daily temperatures in English Harbour can reach 34°C, while at night they dip to 27°C. Wrap up your sightseeing on the 14th (Thu) early enough to travel to Virgin Gorda.

Things to do in English Harbour

Parks · Nature · Beaches · Outdoors

Side Trip

Find places to stay Apr 12 — 14:

Virgin Gorda, British Virgin Islands

— 2 nights
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.
Kick off your visit on the 15th (Fri): tour the pleasant surroundings at Honeymoon Beach, see some colorful creatures with Sunchaser Scuba Ltd., and then get outside with Fusion BVI. Keep things going the next day: enjoy the sand and surf at Spring Bay, take in the dramatic natural features at The Baths, and then relax and rejuvenate at some of the top local wellness centers.

For photos, ratings, more things to do, and tourist information, read Virgin Gorda journey planner.

Traveling by combination of flight and ferry from English Harbour to Virgin Gorda takes 4.5 hours. Expect a daytime high around 34°C in April, and nighttime lows around 29°C. Finish your sightseeing early on the 16th (Sat) so you can fly to Culebra.

Things to do in Virgin Gorda

Outdoors · Parks · Beaches · Wildlife
Find places to stay Apr 14 — 16:

Culebra, Puerto Rico

— 3 nights

Little Island

With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Culebra is known for beaches, wildlife, and nature. Your plan includes some of its best attractions: stroll through Flamenco Beach, visit a coastal fixture at Culebrita Lighthouse, enjoy the sand and surf at Playa Carlos Rosario, and head off the coast to Culebrita.

For more things to do, ratings, reviews, and tourist information, read our Culebra trip planning website.

Fly from Virgin Gorda to Culebra in 6.5 hours. April in Culebra sees daily highs of 34°C and lows of 28°C at night. Wrap up your sightseeing on the 19th (Tue) early enough to fly to San Juan.

Things to do in Culebra

Parks · Beaches · Outdoors · Historic Sites
Find places to stay Apr 16 — 19:

San Juan, Puerto Rico

— 3 nights

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S. jurisdiction and one of the oldest in the Americas.
Go for a jaunt from San Juan to El Yunque National Forest to see El Yunque Rain Forest about 1h 10 min away. And it doesn't end there: contemplate the long history of Old San Juan, admire the masterpieces at Museo de Las Americas, get to know the fascinating history of Sitio Histórico de San Juan, and take in the architecture and atmosphere at Catedral Basilica Menor de San Juan Bautista.

To find maps, where to stay, more things to do, and other tourist information, read our San Juan route planner.

Traveling by flight from Culebra to San Juan takes 2 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and shuttle. Expect a daytime high around 36°C in April, and nighttime lows around 28°C. Wrap up your sightseeing on the 22nd (Fri) to allow time to fly to Santo Domingo.

Things to do in San Juan

Parks · Historic Sites · Nature · Wildlife

Side Trip

Find places to stay Apr 19 — 22:

Santo Domingo, Dominican Republic

— 2 nights
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
On the 23rd (Sat), steep yourself in history at Fortaleza Ozama, steep yourself in history at Casa del Cordon, then explore the historical opulence of Alcazar de Colon, then pause for some serene contemplation at Basilica Cathedral of Santa Maria la Menor, and finally delve into the distant past at Monasterio de San Francisco. On your second day here, pause for some photo ops at Columbus Lighthouse (Faro A Colon) and then don't miss a visit to Zona Colonial.

To find maps, reviews, ratings, and tourist information, use the Santo Domingo online driving holiday planner.

You can fly from San Juan to Santo Domingo in 3 hours. Alternatively, you can ride a ferry. Finish up your sightseeing early on the 24th (Sun) so you can go by car to Cap-Haitien.

Things to do in Santo Domingo

Find places to stay Apr 22 — 24:

Cap-Haitien, Haiti

— 2 nights

Cap

Haiti's second city, Cap-Haitien offers an atmosphere at odds with what you'll find in the capital.
On the 25th (Mon), explore the historical opulence of Sans Souci Palace, then contemplate the long history of Citadelle Laferrière, and then take in the architecture and atmosphere at Cathedrale Notre Dame de Cap Haitien. Get ready for a full day of sightseeing on the 26th (Tue): appreciate the history behind Heros de Vertieres.

For where to stay, maps, traveler tips, and more tourist information, you can read our Cap-Haitien trip planner.

Traveling by car from Santo Domingo to Cap-Haitien takes 5.5 hours. Alternatively, you can take a bus; or do a combination of flight and bus. The time zone changes from Atlantic Standard Time to Eastern Standard Time, which is usually a -1 hour difference. In April in Cap-Haitien, expect temperatures between 32°C during the day and 29°C at night. Wrap up your sightseeing by early afternoon on the 26th (Tue) to allow enough time to fly to Providenciales.

Things to do in Cap-Haitien

Historic Sites

Side Trip

Find places to stay Apr 24 — 26:

Providenciales, Turks and Caicos

— 3 nights
The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Kick off your visit on the 27th (Wed): play a few rounds at Provo Golf Club, then kick back and relax at Grace Bay Beach, and then relax and rejuvenate at Glow Fitness TCI. Get ready for a full day of sightseeing on the 28th (Thu): take a pleasant ride with a tour on horseback and then kick back and relax at Taylor Bay Beach.

To find photos, more things to do, ratings, and more tourist information, read our Providenciales trip itinerary maker.

Traveling by flight from Cap-Haitien to Providenciales takes 4.5 hours. April in Providenciales sees daily highs of 34°C and lows of 28°C at night. Wrap up your sightseeing by early afternoon on the 29th (Fri) to allow time for the flight back home.

Things to do in Providenciales

Outdoors · Parks · Beaches · Golf

Side Trip

Find places to stay Apr 26 — 29: