29 days in Caribbean Itinerary

29 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary planner

Plan created by another user. Make it yours
Fly
1
Palm - Eagle Beach, Aruba
— 6 nights
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2
Havana, Cuba
— 5 nights
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3
Port-au-Prince, Haiti
— 1 night
Fly to Higuero, Shuttle to Punta Cana
4
Punta Cana, Dominican Republic
— 6 nights
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5
St. John's, Antigua and Barbuda
— 3 nights
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6
St. George's, Grenada
— 2 nights
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7
Bridgetown, Barbados
— 5 nights
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6
nights
Palm - Eagle Beach, Aruba

A long stretch of powdery white sand and aquamarine waters, Palm - Eagle Beach remains one of Aruba's most visited vacation spots.
Step off the beaten path and head to Boca Cataavlina and Arikok National Park. Explore the numerous day-trip ideas around Palm - Eagle Beach: Natural Pool (in Noord) and Baby Beach (in San Nicolas). There's lots more to do: enjoy the sand and surf at Eagle Beach, push the limits with an extreme tour, take a memorable tour with Tours, and tour the pleasant surroundings at Arashi Beach.

To see where to stay, maps, ratings, and more tourist information, use the Palm - Eagle Beach trip maker tool.

Dublin, Ireland to Palm - Eagle Beach is an approximately 15.5-hour flight. Traveling from Dublin to Palm - Eagle Beach, you'll gain 4 hours due to the time zone difference. Traveling from Dublin in September, expect Palm - Eagle Beach to be warmer, temps between 39°C and 32°C. Wrap up your sightseeing on the 6th (Wed) to allow time to travel to Havana.

Things to do in Palm - Eagle Beach

Parks · Outdoors · Beaches · Nature

Side Trips

5
nights
Havana, Cuba

Rome of the Caribbean

Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Discover out-of-the-way places like Havana Cathedral and Fortaleza de San Carlos de la Cabana. When in Havana, make a side trip to see Playa Paraiso in Cayo Largo, approximately Cayo Largo away. There's lots more to do: don't miss a visit to Malecón of Havana, get to know the fascinating history of Old Havana, take a stroll through Fusterlandia, and admire the masterpieces at Museu Nacional de Belas Artes de Cuba.

For maps, more things to do, photos, and other tourist information, go to the Havana holiday planner.

You can fly from Palm - Eagle Beach to Havana in 8.5 hours. Traveling from Palm - Eagle Beach to Havana, you'll gain 1 hour due to the time zone difference. Expect a bit cooler temperatures when traveling from Palm - Eagle Beach in October; daily highs in Havana reach 35°C and lows reach 24°C. Finish your sightseeing early on the 11th (Mon) to allow enough time to travel to Port-au-Prince.

Things to do in Havana

Historic Sites · Outdoors · Parks · Beaches

Side Trip

1
night
Port-au-Prince, Haiti

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.
Kick off your visit on the 12th (Tue): sample the tasty concoctions at Barbancourt Rum Distillery, then examine the collection at Musee du Pantheon National Haitien, and then stroll around Parc de Martissant.

To find ratings, maps, and more tourist information, use the Port-au-Prince trip itinerary builder tool.

Getting from Havana to Port-au-Prince by flight takes about 7.5 hours. Expect somewhat warmer evenings in Port-au-Prince when traveling from Havana in October, with lows around 30°C. Finish up your sightseeing early on the 12th (Tue) so you can travel to Punta Cana.

Things to do in Port-au-Prince

Parks · Breweries & Distilleries · Museums

6
nights
Punta Cana, Dominican Republic

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.
You'll discover tucked-away gems like Juanillo Beach and Altos de Chavon. Get out of town with these interesting Punta Cana side-trips: Bayahibe (Speed Boats Tours, Public Beach Playa Dominicus, &more). Spend a day of island exploring on the 16th (Sat) at Saona Island. Next up on the itinerary: enjoy the sand and surf at Bavaro Beach, try to win big at Hard Rock Casino Punta Cana, tee off at Punta Espada Golf Course, and look for gifts at HARRISON'S Fine Caribbean Jewelers.

To find where to stay, maps, reviews, and more tourist information, use the Punta Cana driving holiday planner.

Traveling by combination of flight and shuttle from Port-au-Prince to Punta Cana takes 6 hours. Alternatively, you can drive; or take a bus. The time zone difference moving from Eastern Standard Time to Atlantic Standard Time is 1 hour. Expect a daytime high around 36°C in October, and nighttime lows around 28°C. Finish your sightseeing early on the 18th (Mon) to allow enough time to travel to St. John's.

Things to do in Punta Cana

Outdoors · Parks · Beaches · Nature

Side Trips

3
nights
St. John's, Antigua and Barbuda

The capital and largest city of Antigua and Barbuda, St John's represents the commercial and touristic center of the twin-island country.
Eschew the tourist crowds and head to Galley Bay Beach and Scuba & Snorkeling. Venture out of the city with trips to Devil's Bridge (in Willikies) and English Harbour (Nelson's Dockyard & Shirley Heights). There's much more to do: take an in-depth tour of Betty's Hope, kick back and relax at Hawksbill Bay, look for gifts at Aquasports, and tour the pleasant surroundings at Dickenson Bay.

Plan a trip to St. John's easily and quickly by telling Inspirock to suggest an itinerary.

You can fly from Punta Cana to St. John's in 6 hours. In October in St. John's, expect temperatures between 36°C during the day and 29°C at night. Wrap up your sightseeing on the 21st (Thu) to allow time to travel to St. George's.

Things to do in St. John's

Parks · Nature · Outdoors · Beaches

Side Trips

2
nights
St. George's, Grenada

The capital of the Island of Spice, St.
On the 22nd (Fri), don't miss a visit to Market Square and then kick back and relax at Grand Anse Beach. Get ready for a full day of sightseeing on the next day: see the interesting displays at Grenada National Museum and then step off the mainland to explore Petite Martinique.

For more things to do, other places to visit, where to stay, and other tourist information, read our St. George's trip planner.

You can fly from St. John's to St. George's in 5 hours. In October, daytime highs in St. George's are 36°C, while nighttime lows are 29°C. Wrap up your sightseeing on the 23rd (Sat) early enough to travel to Bridgetown.

Things to do in St. George's

Parks · Outdoors · Nature · Beaches

Side Trips

5
nights
Bridgetown, Barbados

Bridgetown is the capital and largest city of Barbados. You'll discover tucked-away gems like Bathsheba Beach and Andromeda Botanic Gardens. Explore the numerous day-trip ideas around Bridgetown: Saint Philip Parish (Foul Bay & Bottom Bay) and Crane Beach (in Union Hall). There's much more to do: Head underground at Harrison's Cave., steep yourself in history at Gun Hill Signal Station, admire the natural beauty at Hunte's Gardens, and kick back and relax at Dover Beach.

For other places to visit, maps, more things to do, and other tourist information, go to the Bridgetown trip planner.

Traveling by flight from St. George's to Bridgetown takes 4.5 hours. In October, daily temperatures in Bridgetown can reach 36°C, while at night they dip to 29°C. Cap off your sightseeing on the 28th (Thu) early enough to travel back home.

Things to do in Bridgetown

Parks · Outdoors · Beaches · Breweries & Distilleries

Side Trips

Aruba travel guide

4.2
Beaches · Scuba & Snorkeling · Gift & Specialty Shops
Happy Island
A Dutch outpost in the Caribbean, sun-drenched Aruba provides a mix of modern seaside resorts and quiet coastal areas ideal for those wishing to escape the crowds. Vacations in Aruba, known affectionately as the "Happy Island," generally combine water-based activities with tours of the untamed backcountry, where you can discover unusual rock formations, historic churches, ostrich farms, and animal sanctuaries. Island capital Oranjestad offers some of the finest shopping and cultural sightseeing in Aruba, with an eco-friendly electric streetcar providing quick access to all of the city's major attractions, including numerous shops, restaurants, and hotels.

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.

Antigua travel guide

4.1
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.

Grenada travel guide

4
Beaches · Scuba & Snorkeling · Historic Sites
Island of Spice
The fertile and lively island nation of Grenada allows for itineraries both adventurous and serene. The main island and six smaller ones offer unspoiled interior landscapes of lush vegetation, impressive waterfalls, and winding rivers, explorable on a number of ecotourism experiences, such as rafting, hiking, and climbing. The coastal areas provide long stretches of golden sand, backed by large and popular resorts, while the humble urban areas have become particularly well-known for their atmospheric eateries, serving local cuisine using produce from the Island of Spice. One of the main things to do in Grenada has to be marine exploration, with dive sites offshore representing some of the most abundant in the region, with impressive coral formations providing home for a schools of tropical fish.

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.