8 days in Caribbean Itinerary

8 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary maker
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1
San Juan, Puerto Rico
— 1 night
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2
Punta Cana, Dominican Republic
— 2 nights
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3
Willemstad, Curacao
— 1 night
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4
Oranjestad, Aruba
— 3 nights
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San Juan, Puerto Rico — 1 night

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.
On the 14th (Sat), appreciate the extensive heritage of Sitio Histórico de San Juan. Get ready for a full day of sightseeing on the 15th (Sun): wander the streets of Old San Juan and then stroll through Condado Beach.

Plan my trip to San Juan with suggested itineraries provided by Inspirock.

Buffalo, USA to San Juan is an approximately 9-hour flight. You'll lose 1 hour traveling from Buffalo to San Juan due to the time zone difference. Prepare for warmer weather when traveling from Buffalo in January: high temperatures in San Juan hover around 84°F and lows are around 73°F. Finish up your sightseeing early on the 15th (Sun) so you can catch the flight to Punta Cana.
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Historic Sites · Parks · Outdoors · Beaches
Find places to stay Jan 14 — 15:

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.
Kick off your visit on the 16th (Mon): whizz through the canopy at some of the top local zipline courses and adventure parks, discover the deep blue sea with Aqua Track Private Day Trips, and then look for gifts at HARRISON'S Fine Caribbean Jewelers. Get ready for a full day of sightseeing on the next day: enjoy the sand and surf at Bavaro Beach and then don't miss a visit to Jesus Maestro Parish.

To see reviews, other places to visit, ratings, and tourist information, read our Punta Cana holiday builder website.

Traveling by flight from San Juan to Punta Cana takes 3 hours. Alternatively, you can do a combination of ferry and bus. In January, daytime highs in Punta Cana are 83°F, while nighttime lows are 71°F. Cap off your sightseeing on the 17th (Tue) early enough to catch the flight to Willemstad.
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Outdoors · Tours · Adventure · Parks
Find places to stay Jan 15 — 17:

Willemstad, Curacao — 1 night

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. On the 18th (Wed), explore the fascinating underground world of Hato Caves, take an in-depth tour of Kura Hulanda Museum, then snap pictures at Queen Emma Pontoon Bridge, and finally take a leisurely stroll along Handelskade.

For more things to do, traveler tips, photos, and tourist information, use the Willemstad trip maker.

Getting from Punta Cana to Willemstad by flight takes about 4.5 hours. In January in Willemstad, expect temperatures between 85°F during the day and 75°F at night. Finish your sightseeing early on the 18th (Wed) so you can fly to Oranjestad.
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Parks · Nature · Museums
Find places to stay Jan 17 — 18:

Oranjestad, Aruba — 3 nights

When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
Step out of Oranjestad to go to San Nicolas and see Baby Beach, which is approximately 32 minutes away. There's still lots to do: enjoy the sand and surf at Eagle Beach, enjoy the sea views from California Lighthouse and Sasariwichi Dunes, take in the dramatic natural features at Ayo Rock Formations, and discover the deep blue sea with Aruba Bob Snorkel & Scuba.

To find where to stay, photos, ratings, and other tourist information, you can read our Oranjestad trip planning tool.

Traveling by flight from Willemstad to Oranjestad takes 4 hours. In January, daytime highs in Oranjestad are 86°F, while nighttime lows are 76°F. Wrap up your sightseeing by early afternoon on the 21st (Sat) to allow enough time to travel back home.
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Parks · Outdoors · Beaches · Wildlife
Side Trips
Find places to stay Jan 18 — 21: