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

Route & dates

1
Palm - Eagle Beach, Aruba
— 6 nights
2
Havana, Cuba
— 5 nights
3
Port-au-Prince, Haiti
— 1 night
4
Punta Cana, Dominican Republic
— 6 nights
5
St. John's, Antigua and Barbuda
— 3 nights
6
St. George's, Grenada
— 2 nights
7
Bridgetown, Barbados
— 5 nights

6
nights
Palm - Eagle Beach, Aruba

Palm - Eagle Beach ©
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 Off-Road Tours. Explore the numerous day-trip ideas around Palm - Eagle Beach: Natural Pool (in Noord) and Baby Beach (in San Nicolas). There's much more to do: kick back and relax at Eagle Beach, push the limits with an extreme tour, explore the striking landscape at Ayo and Casibari Rock Formations, and enjoy the sea views from California Lighthouse.

For traveler tips, ratings, photos, and tourist information, go to the Palm - Eagle Beach trip builder app.

Dublin, Ireland to Palm - Eagle Beach is an approximately 15.5-hour flight. You'll gain 4 hours traveling from Dublin to Palm - Eagle Beach due to the time zone difference. Traveling from Dublin in September, expect Palm - Eagle Beach to be warmer, temps between °C and °C. Cap off your sightseeing on the 6th (Wed) early enough to travel to Havana.

Things to do in Palm - Eagle Beach

Parks Outdoors Beaches

Side Trips

Noord, Oranjestad, Santa Cruz, Arashi Beach, Ayo and Casibari Rock Formations
Highlights from your plan
Eagle Beach ©
Eagle Beach
Boca Cataavlina ©
Boca Cataavlina
Palm Beach ©
Palm Beach

5
nights
Havana, Cuba

Havana ©
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 °C and lows reach °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 Beaches Outdoors

Side Trip

Playa Paraiso
Highlights from your plan
Old Havana ©
Old Havana
Havana Cathedral
Havana Cathedral
Malecón of Havana ©
Malecón of Havana

1
night
Port-au-Prince, Haiti

Port-au-Prince ©
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, thenexamine 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 °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
Highlights from your plan
Parc de Martissant ©
Parc de Martissant
Musee du Pantheon National Haitien ©
Musee du Pantheon National Haitien

6
nights
Punta Cana, Dominican Republic

Punta Cana ©
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 Public Beach Playa Dominicus and Altos de Chavon. Get out of town with these interesting Punta Cana side-trips: Bayahibe (Speed Boats Tours & Nature & Wildlife Tours). Spend a day of island exploring on the 16th (Sat) at Saona Island. Next up on the itinerary: enjoy the sand and surf at Juanillo Beach, contemplate the waterfront views at Hoyo Azul, 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 °C in October, and nighttime lows around °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

Side Trips

Bayahibe, Altos de Chavon, Saona Island
Highlights from your plan
Saona Island ©
Saona Island
Public Beach Playa Dominicus ©
Public Beach Playa Dominicus
Juanillo Beach ©
Juanillo Beach

3
nights
St. John's, Antigua and Barbuda

St. John's ©
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 Scuba & Snorkeling and Galley Bay Beach. Venture out of the city with trips to English Harbour (Nelson's Dockyard & Shirley Heights) and Devil's Bridge (in Willikies). 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 °C during the day and °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

Side Trips

English Harbour, Antigua, Saint Philip Parish
Highlights from your plan
Nelson's Dockyard ©
Nelson's Dockyard
Betty's Hope ©
Betty's Hope
Shirley Heights ©
Shirley Heights

2
nights
St. George's, Grenada

St. George's ©
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 °C, while nighttime lows are °C. Wrap up your sightseeing on the 23rd (Sat) early enough to travel to Bridgetown.

Things to do in St. George's

Parks Beaches Outdoors

Side Trips

Petite Martinique, Grand Anse Beach
Highlights from your plan
Grand Anse Beach ©
Grand Anse Beach
Petite Martinique ©
Petite Martinique
Market Square ©
Market Square

5
nights
Bridgetown, Barbados

Bridgetown ©
Bridgetown is the capital and largest city of Barbados. You'll discover tucked-away gems like South Coast Boardwalk and Crane Beach. Explore the numerous day-trip ideas around Bridgetown: Saint Philip Parish (Foul Bay & Bottom Bay). There's much more to do: kick back and relax at Bathsheba Beach, contemplate the long history of Gun Hill Signal Station, brush up on your knowledge of spirits at Mount Gay Visitor Centre, and admire the natural beauty at Welchman Hall Gully.

To see where to stay, other places to visit, reviews, and other tourist information, use the Bridgetown trip itinerary site.

Fly from St. George's to Bridgetown in 4.5 hours. In October in Bridgetown, expect temperatures between °C during the day and °C at night. Finish up your sightseeing early on the 28th (Thu) so you can travel back home.

Things to do in Bridgetown

Parks Outdoors Beaches

Side Trips

Saint Philip Parish, Bathsheba, Saint Thomas Parish, South Coast Boardwalk, Dover Beach
Highlights from your plan
Hunte's Gardens ©
Hunte's Gardens
South Coast Boardwalk ©
South Coast Boardwalk
Bathsheba Beach ©
Bathsheba Beach

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