14 days in Caribbean Itinerary
Created using Klarna Trips Caribbean trip planner
Start: Port of Spain, Trinidad and Tobago
Fly
1
Oranjestad, Aruba
— 3 nights
Fly to Higuero, Shuttle to Punta Cana
2
Punta Cana, Dominican Republic
— 3 nights
Fly
3
San Juan, Puerto Rico
— 3 nights
Fly
4
Gros Islet, St. Lucia
— 2 nights
Ferry to Soufriere, Fly to St. George's
5
St. George's, Grenada
— 2 nights
Fly
End: Port of Spain, Trinidad and Tobago
Fri, Apr 28 - Thu, May 11
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Oranjestad, Aruba — 3 nights
©
Spend the 1st (Mon) exploring nature at Arikok National Park. There's still lots to do: enjoy the sand and surf at Eagle Beach, tour the pleasant surroundings at Palm Beach, get outside with Outdoor Activities, and enjoy the sea views from California Lighthouse and Sasariwichi Dunes.
To see ratings, maps, reviews, and tourist information, you can read our Oranjestad planner.
Port of Spain, Trinidad and Tobago to Oranjestad is an approximately 6.5-hour flight. In April, daytime highs in Oranjestad are 38°C, while nighttime lows are 30°C. Wrap up your sightseeing on the 1st (Mon) to allow time to travel to Punta Cana.
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To see ratings, maps, reviews, and tourist information, you can read our Oranjestad planner.
Port of Spain, Trinidad and Tobago to Oranjestad is an approximately 6.5-hour flight. In April, daytime highs in Oranjestad are 38°C, while nighttime lows are 30°C. Wrap up your sightseeing on the 1st (Mon) to allow time to travel to Punta Cana.
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Find places to stay Apr 28 — May 1:
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Punta Cana, Dominican Republic — 3 nights
©
Punta Cana is known for adventure, wildlife, and beaches. Your trip includes some of its best attractions: whizz through the canopy at some of the top local zipline courses and adventure parks, see some colorful creatures with Happy Dive Center, indulge in some personalized pampering at Flavio Acuna Spa Natural Center, and don't miss a visit to Jesus Maestro Parish.
To find reviews, maps, and other tourist information, go to the Punta Cana trip itinerary planning site.
You can do a combination of flight and shuttle from Oranjestad to Punta Cana in 8 hours. Traveling from Oranjestad in May, you can expect nighttime temperatures to be a bit cooler in Punta Cana, with lows of 28°C. Finish up your sightseeing early on the 4th (Thu) so you can catch the flight to San Juan.
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To find reviews, maps, and other tourist information, go to the Punta Cana trip itinerary planning site.
You can do a combination of flight and shuttle from Oranjestad to Punta Cana in 8 hours. Traveling from Oranjestad in May, you can expect nighttime temperatures to be a bit cooler in Punta Cana, with lows of 28°C. Finish up your sightseeing early on the 4th (Thu) so you can catch the flight to San Juan.
Find places to stay May 1 — 4:
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San Juan, Puerto Rico — 3 nights
©
Walled City
Change things up with these side-trips from San Juan: Playa Luquillo (in Luquillo) and El Yunque National Forest (in El Yunque National Forest). There's still lots to do: enjoy the sand and surf at Condado Beach, pause for some serene contemplation at Catedral Basilica Menor de San Juan Bautista, get to know the fascinating history of Old San Juan, and steep yourself in history at Sitio Histórico de San Juan.
To find maps, other places to visit, traveler tips, and other tourist information, you can read our San Juan trip site.
Getting from Punta Cana to San Juan by flight takes about 3 hours. Other options: do a combination of bus and ferry. Expect a daytime high around 36°C in May, and nighttime lows around 28°C. Wrap up your sightseeing on the 7th (Sun) to allow time to fly to Gros Islet.
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To find maps, other places to visit, traveler tips, and other tourist information, you can read our San Juan trip site.
Getting from Punta Cana to San Juan by flight takes about 3 hours. Other options: do a combination of bus and ferry. Expect a daytime high around 36°C in May, and nighttime lows around 28°C. Wrap up your sightseeing on the 7th (Sun) to allow time to fly to Gros Islet.
Side Trips
Find places to stay May 4 — 7:
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Gros Islet, St. Lucia — 2 nights
Start off your visit on the 8th (Mon): pause for some serene contemplation at Holy Trinity Anglican Church, then wander the streets of Rodney Bay, then step off the mainland to explore Pigeon Island National Park, and finally look for gifts at Memwa De Sent Lisi. Get ready for a full day of sightseeing on the 9th (Tue): get outside with Outdoor Activities, sample the tasty concoctions at Antillia Brewing Company, and then stroll through Reduit Beach.
To see other places to visit, reviews, ratings, and tourist information, go to the Gros Islet online trip planner.
Traveling by flight from San Juan to Gros Islet takes 7 hours. In May, daytime highs in Gros Islet are 36°C, while nighttime lows are 29°C. Wrap up your sightseeing on the 9th (Tue) to allow time to travel to St. George's.
more
To see other places to visit, reviews, ratings, and tourist information, go to the Gros Islet online trip planner.
Traveling by flight from San Juan to Gros Islet takes 7 hours. In May, daytime highs in Gros Islet are 36°C, while nighttime lows are 29°C. Wrap up your sightseeing on the 9th (Tue) to allow time to travel to St. George's.
Side Trips
Find places to stay May 7 — 9:
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St. George's, Grenada — 2 nights
©
On the 10th (Wed), don't miss a visit to Market Square, then take in nature's colorful creations at Palm Tree Gardens Botanical Garden, and then stroll through La Sagesse Nature Center. Get ready for a full day of sightseeing on the 11th (Thu): stroll through Magazine Beach and then kick back and relax at Grand Anse Beach.
To see traveler tips, photos, where to stay, and tourist information, use the St. George's attractions tool.
You can do a combination of ferry and flight from Gros Islet to St. George's in 4.5 hours. May in St. George's sees daily highs of 35°C and lows of 29°C at night. Wrap up your sightseeing on the 11th (Thu) early enough to fly back home.
more
To see traveler tips, photos, where to stay, and tourist information, use the St. George's attractions tool.
You can do a combination of ferry and flight from Gros Islet to St. George's in 4.5 hours. May in St. George's sees daily highs of 35°C and lows of 29°C at night. Wrap up your sightseeing on the 11th (Thu) early enough to fly back home.
Side Trips
Find places to stay May 9 — 11:
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with best proximity to your trip
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