36 days in Caribbean Itinerary
Created using Inspirock Caribbean journey planner
Start: Washington DC, United States
Fly
1
Montego Bay, Jamaica
— 2 nights
Fly
2
Nassau, Bahamas
— 4 nights
Fly
3
Providenciales, Turks and Caicos
— 6 nights
Fly
4
Bayahibe, Dominican Republic
— 3 nights
Drive
5
Sosua, Dominican Republic
— 1 night
Drive
6
Las Terrenas, Dominican Republic
— 3 nights
Drive
7
Punta Cana, Dominican Republic
— 3 nights
Fly
8
Willemstad, Curacao
— 4 nights
Fly
9
Oranjestad, Aruba
— 6 nights
Fly
End: Washington DC, United States
Sun, Dec 16 - Sun, Jan 20
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Montego Bay, Jamaica — 2 nights
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Explore hidden gems such as Nature & Wildlife Tours and Tropicana Jewelers. And it doesn't end there: kick back and relax at Doctor's Cave Beach, admire the striking features of Rose Hall Great House, and stroll through Rocklands Bird Sanctuary ( Montego Bay).
To find maps, photos, more things to do, and other tourist information, refer to the Montego Bay sightseeing planner.
Washington DC, USA to Montego Bay is an approximately 6.5-hour flight. Plan for much warmer temperatures traveling from Washington DC in December, with highs in Montego Bay at 87°F and lows at 74°F. Wrap up your sightseeing on the 18th (Tue) early enough to fly to Nassau.
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To find maps, photos, more things to do, and other tourist information, refer to the Montego Bay sightseeing planner.
Washington DC, USA to Montego Bay is an approximately 6.5-hour flight. Plan for much warmer temperatures traveling from Washington DC in December, with highs in Montego Bay at 87°F and lows at 74°F. Wrap up your sightseeing on the 18th (Tue) early enough to fly to Nassau.
Highlights from your trip
Nassau, Bahamas — 4 nights
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Explore hidden gems such as Pink Sands Beach and Blue Lagoon Island. Explore Nassau's surroundings by going to Atlantis Casino (in Paradise Island) and Ponderosa Shell & Gift Shop (in Spanish Wells). And it doesn't end there: contemplate the long history of Queen's Staircase, savor the flavors at Food & Drink, get engrossed in the history at Pirates of Nassau Museum, and get your game on at Jetline Simulation Bahamas.
To find traveler tips, maps, ratings, and other tourist information, use the Nassau trip planning website.
You can fly from Montego Bay to Nassau in 8 hours. Plan for a bit cooler temperatures traveling from Montego Bay in December, with highs in Nassau at 82°F and lows at 69°F. Finish your sightseeing early on the 23rd (Sun) so you can fly to Providenciales.
more
To find traveler tips, maps, ratings, and other tourist information, use the Nassau trip planning website.
You can fly from Montego Bay to Nassau in 8 hours. Plan for a bit cooler temperatures traveling from Montego Bay in December, with highs in Nassau at 82°F and lows at 69°F. Finish your sightseeing early on the 23rd (Sun) so you can fly to Providenciales.
Side Trips
Highlights from your trip
Providenciales, Turks and Caicos — 6 nights
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Step off the beaten path and head to Mudjin Harbor and Long Bay Beach. Go for a jaunt from Providenciales to Whitby to see Pelican Beach about 3h 15 min away. There's still lots to do: see what you can catch with a fishing tour, explore and take pictures at Caicos Conch Farm, tour the pleasant surroundings at Coral Gardens Reef, and look for gifts at Flowers by EA.
To see other places to visit, photos, where to stay, and more tourist information, go to the Providenciales tour itinerary website.
Getting from Nassau to Providenciales by flight takes about 5.5 hours. Traveling from Nassau in December, you can expect nighttime temperatures to be somewhat warmer in Providenciales, with lows of 75°F. Wrap up your sightseeing on the 29th (Sat) early enough to fly to Bayahibe.
more
To see other places to visit, photos, where to stay, and more tourist information, go to the Providenciales tour itinerary website.
Getting from Nassau to Providenciales by flight takes about 5.5 hours. Traveling from Nassau in December, you can expect nighttime temperatures to be somewhat warmer in Providenciales, with lows of 75°F. Wrap up your sightseeing on the 29th (Sat) early enough to fly to Bayahibe.
Side Trips
Highlights from your trip
Bayahibe, Dominican Republic — 3 nights
Eschew the tourist crowds and head to Nature & Wildlife Tours and Scuba & Snorkeling. Next up on the itinerary: get interesting insight from Tours, explore the fascinating underground world of Cueva Padre Nuestro, and don't miss a visit to Altos de Chavon.
To find out how to plan a trip to Bayahibe, use our trip itinerary maker.
You can fly from Providenciales to Bayahibe in 5 hours. The time zone changes from Eastern Standard Time (EST) to Atlantic Standard Time (AST), which is usually a 1 hour difference. Plan for slightly colder nights when traveling from Providenciales in December since evenings lows in Bayahibe dip to 69°F. Finish your sightseeing early on the 1st (Tue) to allow enough time to drive to Sosua.
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To find out how to plan a trip to Bayahibe, use our trip itinerary maker.
You can fly from Providenciales to Bayahibe in 5 hours. The time zone changes from Eastern Standard Time (EST) to Atlantic Standard Time (AST), which is usually a 1 hour difference. Plan for slightly colder nights when traveling from Providenciales in December since evenings lows in Bayahibe dip to 69°F. Finish your sightseeing early on the 1st (Tue) to allow enough time to drive to Sosua.
Side Trip
Highlights from your trip
Sosua, Dominican Republic — 1 night
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Start off your visit on the 2nd (Wed): relax and rejuvenate at some of the top local wellness centers and then enjoy the sand and surf at Kite Beach. Here are some ideas for day two: enjoy the sand and surf at Beach Alicia and then tour the pleasant surroundings at Sosua Beach.
To see where to stay, photos, and tourist information, you can read our Sosua trip itinerary planner.
You can drive from Bayahibe to Sosua in 4.5 hours. Other options are to do a combination of flight and shuttle; or take a bus. In January, daily temperatures in Sosua can reach 84°F, while at night they dip to 66°F. Finish up your sightseeing early on the 3rd (Thu) so you can go by car to Las Terrenas.
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To see where to stay, photos, and tourist information, you can read our Sosua trip itinerary planner.
You can drive from Bayahibe to Sosua in 4.5 hours. Other options are to do a combination of flight and shuttle; or take a bus. In January, daily temperatures in Sosua can reach 84°F, while at night they dip to 66°F. Finish up your sightseeing early on the 3rd (Thu) so you can go by car to Las Terrenas.
Side Trip
Highlights from your trip
Las Terrenas, Dominican Republic — 3 nights
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You'll explore the less-touristy side of things at Playa Bonita and Playa Coson. Visit Cayo Levantado and Playa Moron for some beach relaxation. Change things up with a short trip to Samana's Picasso: Eusebio dominican paintings in Santa Barbara de Samana (about 1h 5 min away).
To find other places to visit, more things to do, reviews, and more tourist information, read Las Terrenas vacation maker.
Traveling by car from Sosua to Las Terrenas takes 2.5 hours. Alternatively, you can take a bus. In January, daytime highs in Las Terrenas are 84°F, while nighttime lows are 71°F. Wrap up your sightseeing on the 6th (Sun) early enough to drive to Punta Cana.
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To find other places to visit, more things to do, reviews, and more tourist information, read Las Terrenas vacation maker.
Traveling by car from Sosua to Las Terrenas takes 2.5 hours. Alternatively, you can take a bus. In January, daytime highs in Las Terrenas are 84°F, while nighttime lows are 71°F. Wrap up your sightseeing on the 6th (Sun) early enough to drive to Punta Cana.
Side Trips
Highlights from your trip
Punta Cana, Dominican Republic — 3 nights
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You'll discover tucked-away gems like Reserva Ecologica Ojos Indigenas and Juanillo Beach. There's lots more to do: try to win big at Hard Rock Casino Punta Cana, trot along with a tour on horseback, don't miss a visit to Jesus Maestro Parish, and explore the activities along Hoyo Azul.
To find traveler tips, photos, other places to visit, and other tourist information, you can read our Punta Cana trip planning site.
Getting from Las Terrenas to Punta Cana by car takes about 4 hours. Other options: do a combination of car and flight; or take a bus. January in Punta Cana sees daily highs of 83°F and lows of 71°F at night. Finish your sightseeing early on the 9th (Wed) so you can fly to Willemstad.
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To find traveler tips, photos, other places to visit, and other tourist information, you can read our Punta Cana trip planning site.
Getting from Las Terrenas to Punta Cana by car takes about 4 hours. Other options: do a combination of car and flight; or take a bus. January in Punta Cana sees daily highs of 83°F and lows of 71°F at night. Finish your sightseeing early on the 9th (Wed) so you can fly to Willemstad.
Highlights from your trip
Willemstad, Curacao — 4 nights
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Step off the beaten path and head to Punda and Queen Juliana Bridge. Relax by the water at Playa Lagun and Jan Thiel Beach. Spend the 12th (Sat) exploring nature at Shete Boka Park.
For ratings, more things to do, maps, and other tourist information, read Willemstad itinerary app.
Fly from Punta Cana to Willemstad in 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 14th (Mon) to allow enough time to fly to Oranjestad.
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For ratings, more things to do, maps, and other tourist information, read Willemstad itinerary app.
Fly from Punta Cana to Willemstad in 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 14th (Mon) to allow enough time to fly to Oranjestad.
Side Trip
Highlights from your trip
Oranjestad, Aruba — 6 nights
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You'll get in some beach time at Arashi Beach and Boca Cataavlina. Explore hidden gems such as Malmok Beach and Mangel Halto Beach. There's much more to do: stroll through The Butterfly Farm, stop by Margorie Souvenir, explore the striking landscape at Natural Pool, and discover the deep blue sea with a scuba or snorkeling tour.
For ratings, maps, where to stay, and other tourist information, read our Oranjestad driving holiday planning tool.
You can fly from Willemstad to Oranjestad in 4 hours. In January, plan for daily highs up to 86°F, and evening lows to 76°F. Finish your sightseeing early on the 20th (Sun) to allow enough time to fly back home.
more
For ratings, maps, where to stay, and other tourist information, read our Oranjestad driving holiday planning tool.
You can fly from Willemstad to Oranjestad in 4 hours. In January, plan for daily highs up to 86°F, and evening lows to 76°F. Finish your sightseeing early on the 20th (Sun) to allow enough time to fly back home.
Side Trips
Highlights from your trip
Dominican Republic travel guide
Sharing the island of Hispaniola with Haiti, friendly Dominican Republic offers two distinct coastlines, one bathed by the Caribbean Sea and the other by the Atlantic Ocean. Nearly 1,600 km (1,000 mi) of palm-shaded beaches figure highly on most Dominican Republic itineraries, allowing visitors to design their vacation around a range of water-based activities. The sun-kissed country benefits from pleasant temperatures throughout the year, so it's no surprise that holidays in Dominican Republic remain a popular choice for visitors from distant and colder corners of the world. A big producer of coffee, cocoa, rum, sugarcane, and tobacco, the country provides a vibrant cultural experience in multicultural cities and quaint countryside.
