35 days in Caribbean Itinerary

35 days in Caribbean Itinerary

Created using Inspirock Caribbean planner

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Route & dates

35 days in Caribbean Itinerary

Start: Cluj-Napoca, Romania
Fly:  23​h 45​min
1
Nassau, Bahamas
— 4 nights
Fly:  4​h 30​min
2
Havana, Cuba
— 4 nights
Fly:  5​h 30​min
3
Montego Bay, Jamaica
— 4 nights
Fly:  7​h 15​min
4
Santo Domingo, Dominican Republic
— 4 nights
Fly:  2​h 45​min
5
San Juan, Puerto Rico
— 4 nights
Fly:  10​h
6
Bridgetown, Barbados
— 3 nights
Fly:  3​h 45​min
7
Port of Spain, Trinidad and Tobago
— 3 nights
bus + Fly:  5​h 15​min
8
Willemstad, Curacao
— 3 nights
bus + Fly:  1​h 45​min
9
Oranjestad, Aruba
— 3 nights
Fly:  25​h
End: Cluj-Napoca, Romania

4
nights
Nassau, Bahamas

Nassau ©
On a trip to Nassau you can immerse yourself in a dynamic city atmosphere or spend your days lazing on the soft golden sands.
Your day-by-day itinerary now includes Speed Boats Tours, Marine Habitat at Atlantis, Ardastra Gardens, Zoo and Conservation Center, and other attractions you added. The adventure continues: enjoy the sand and surf at Cable Beach, step off the mainland to explore Blue Lagoon Island, try to win big at Atlantis Casino, and cool off at Aquaventure.

Plan my trip to Nassau with suggested itineraries provided by Inspirock.

Cluj-Napoca, Romania to Nassau is an approximately 24-hour flight. The time zone difference moving from Eastern European Time (EET) to Eastern Standard Time (EST) is minus 7 hours. Traveling from Cluj-Napoca in July, expect nights in Nassau to be much warmer, around 30°C, while days are somewhat warmer, around 38°C. Wrap up your sightseeing on the 18th (Thu) to allow time to travel to Havana.

Things to do in Nassau

Parks Outdoors Zoos & Aquariums

Side Trip

Paradise Island
Highlights from your plan
Cable Beach ©
Cable Beach
Marine Habitat at Atlantis ©
Marine Habitat at Atlantis
Aquaventure ©
Aquaventure

4
nights
Havana, Cuba

Havana ©
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, museums, nightlife, beaches, and parks. Your plan includes some of its best attractions: appreciate the extensive heritage of El Malecon, steep yourself in history at El Morro, make a trip to Old Havana, and get engrossed in the history at Museum of the Revolution (Museo de la Revolucion).

For reviews, more things to do, ratings, and other tourist information, refer to the Havana trip planner.

You can fly from Nassau to Havana in 4.5 hours. Traveling from Nassau in July, you can expect nighttime temperatures to be a bit cooler in Havana, with lows of 26°C. Cap off your sightseeing on the 22nd (Mon) early enough to travel to Montego Bay.

Things to do in Havana

Historic Sites Museums
Highlights from your plan
Old Havana ©
Old Havana
El Malecon ©
El Malecon
Plaza de la Catedral ©
Plaza de la Catedral

4
nights
Montego Bay, Jamaica

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.
Explore Montego Bay's surroundings by going to Original Mayfield Falls Jamaica (in Pennycooke) and YS Falls (in Saint Elizabeth Parish). Spend the 23rd (Tue) wandering through the wild on a nature and wildlife tour. There's lots more to do: contemplate the long history of Rose Hall Great House, contemplate the waterfront views at Martha Brae River, kick back and relax at Doctor's Cave Beach, and make a trip to Hip Strip.

To see where to stay, ratings, reviews, and other tourist information, you can read our Montego Bay trip itinerary builder website .

Getting from Havana to Montego Bay by flight takes about 5.5 hours. Expect a daytime high around 39°C in July, and nighttime lows around 29°C. Cap off your sightseeing on the 26th (Fri) early enough to travel to Santo Domingo.

Things to do in Montego Bay

Parks Outdoors Nature

Side Trips

Original Mayfield Falls Jamaica, YS Falls
Highlights from your plan
Nature & Wildlife Tours
YS Falls ©
YS Falls
Original Mayfield Falls Jamaica
Original Mayfield Falls Jamaica

4
nights
Santo Domingo, Dominican Republic

Santo Domingo ©
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
Santo Domingo is known for historic sites, nature, shopping, museums, and beaches. Your plan includes some of its best attractions: don't miss a visit to Zona Colonial, see the interesting displays at Museum of the Royal Houses, pause for some photo ops at Columbus Lighthouse (Faro A Colon), and contemplate in the serene atmosphere at Catedral Primada de America.

For more things to do, traveler tips, reviews, and tourist information, refer to the Santo Domingo trip itinerary builder tool .

You can fly from Montego Bay to Santo Domingo in 7.5 hours. The time zone changes from Eastern Standard Time to Atlantic Standard Time, which is usually a 1 hour difference. Wrap up your sightseeing on the 30th (Tue) to allow time to travel to San Juan.

Things to do in Santo Domingo

Parks Neighborhoods Historic Sites
Highlights from your plan
The 3 Eyes National Park ©
The 3 Eyes National Park
Alcazar de Colon ©
Alcazar de Colon
Zona Colonial ©
Zona Colonial

4
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Your day-by-day itinerary now includes Carabali Rainforest Park as well as El Yunque Rain Forest. And it doesn't end there: wander the streets of Old San Juan, get engrossed in the history at Catedral Metropolitana Basilica de San Juan Bautista, enjoy the sand and surf at Condado Beach, and get to know the fascinating history of Paseo de la Princesa.

For reviews, where to stay, maps, and tourist information, read San Juan online trip itinerary maker .

Traveling by flight from Santo Domingo to San Juan takes 3 hours. Alternatively, you can do a combination of shuttle and flight; or ride a ferry. In July in San Juan, expect temperatures between 37°C during the day and 30°C at night. Wrap up your sightseeing by early afternoon on the 3rd (Sat) to allow enough time to travel to Bridgetown.

Things to do in San Juan

Parks Nature Wildlife

Side Trips

Carabali Rainforest Park, El Yunque Rain Forest
Highlights from your plan
El Yunque Rain Forest ©
El Yunque Rain Forest
Old San Juan ©
Old San Juan
Condado Beach ©
Condado Beach

3
nights
Bridgetown, Barbados

Bridgetown ©
Bridgetown is the capital and largest city of Barbados. Kick off your visit on the 4th (Sun): head outdoors with The Boatyard and then tour the pleasant surroundings at Carlisle Bay. On the 5th (Mon), you'll have a packed day of sightseeing: sample the fine beverages at Mount Gay Visitor Centre, take in nature's colorful creations at Hunte's Gardens, and then discover the deep blue sea with a scuba or snorkeling tour.

To see photos, reviews, more things to do, and other tourist information, refer to the Bridgetown trip planner .

Getting from San Juan to Bridgetown by flight takes about 10 hours. Other options: do a combination of car and flight. Expect a daytime high around 35°C in August, and nighttime lows around 30°C. Wrap up your sightseeing on the 6th (Tue) to allow time to travel to Port of Spain.

Things to do in Bridgetown

Outdoors Parks Tours

Side Trip

Hunte's Gardens
Highlights from your plan
Hunte's Gardens ©
Hunte's Gardens
Mount Gay Visitor Centre ©
Mount Gay Visitor Centre
Carlisle Bay ©
Carlisle Bay

3
nights
Port of Spain, Trinidad and Tobago

Port of Spain ©
Port of Spain, the country's capital, sits between the sea and a scenic green mountain range, and acts as a gateway for eclectic adventures on land and sea.
Take a break from Port of Spain with a short trip to Yerette in Maracas Bay, about 30 minutes away. There's lots more to do: look for all kinds of wild species at Asa Wright Nature Centre, meet the residents at Emperor Valley Zoo, admire the natural beauty at Royal Botanic Gardens, and contemplate the waterfront views at Caroni Swamp.

To see photos, other places to visit, reviews, and other tourist information, read Port of Spain route builder site .

You can fly from Bridgetown to Port of Spain in 4 hours. Traveling from Bridgetown in August, expect nights in Port of Spain to be about the same, around 28°C, while days are a bit warmer, around 39°C. Finish your sightseeing early on the 9th (Fri) so you can travel to Willemstad.

Things to do in Port of Spain

Parks Wildlife Outdoors

Side Trips

Asa Wright Nature Centre, Yerette
Highlights from your plan
Asa Wright Nature Centre ©
Asa Wright Nature Centre
Queen's Park Savannah ©
Queen's Park Savannah
Maracas Beach
Maracas Beach

3
nights
Willemstad, Curacao

Willemstad is the capital city of Curaçao, an island in the southern Caribbean Sea that forms a constituent country of the Kingdom of the Netherlands. Start off your visit on the 10th (Sat): enjoy the sand and surf at Mambo Beach, snap pictures at Queen Emma Pontoon Bridge, and then look for all kinds of wild species at Wildlife Areas. On the next day, enjoy the sand and surf at Cas Abao Beach.

To see ratings, photos, other places to visit, and other tourist information, read our Willemstad trip planner.

Getting from Port of Spain to Willemstad by flight takes about 5.5 hours. August in Willemstad sees daily highs of 38°C and lows of 31°C at night. On the 12th (Mon), wrap the sightseeing up by early afternoon so you can travel to Oranjestad.

Things to do in Willemstad

Outdoors Parks Beaches

Side Trip

Curacao
Highlights from your plan
Scuba & Snorkeling
Queen Emma Pontoon Bridge ©
Queen Emma Pontoon Bridge
Cas Abao Beach ©
Cas Abao Beach

3
nights
Oranjestad, Aruba

Oranjestad ©
When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
Go for a jaunt from Oranjestad to San Nicolas to see Baby Beach about 32 minutes away. The adventure continues: kick back and relax at Eagle Beach, identify plant and animal life at The Butterfly Farm, contemplate the long history of Bushiribana Gold Mill Ruins, and tour the pleasant surroundings at Palm Beach.

For traveler tips, more things to do, other places to visit, and other tourist information, you can read our Oranjestad online vacation planner .

You can do a combination of bus and flight from Willemstad to Oranjestad in 2 hours. In August in Oranjestad, expect temperatures between 39°C during the day and 32°C at night. Finish your sightseeing early on the 15th (Thu) so you can travel back home.

Things to do in Oranjestad

Outdoors Parks Beaches

Side Trips

Palm - Eagle Beach, California Lighthouse, Baby Beach
Highlights from your plan
Eagle Beach ©
Eagle Beach
Palm Beach ©
Palm Beach
Baby Beach ©
Baby Beach

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