20 days in Caribbean Itinerary

20 days in Caribbean Itinerary

Created using Inspirock Caribbean journey builder

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1
Willemstad, Curacao
— 2 nights
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2
Kralendijk, Bonaire
— 1 night
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3
Oranjestad, Aruba
— 3 nights
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4
Ocho Rios, Jamaica
— 1 night
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5
Santo Domingo, Dominican Republic
— 2 nights
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6
San Juan, Puerto Rico
— 2 nights
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7
Philipsburg, St. Maarten-St. Martin
— 2 nights
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8
Roseau, Dominica
— 3 nights
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9
Bridgetown, Barbados
— 2 nights
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Willemstad, Curacao

— 2 nights
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. Get ready for a full day of sightseeing on the 13th (Mon): kick back and relax at Cas Abao Beach.

To see more things to do, maps, photos, and other tourist information, refer to the Willemstad trip itinerary maker tool.

Riyadh, Saudi Arabia to Willemstad is an approximately 21-hour flight. Due to the time zone difference, you'll gain 7 hours traveling from Riyadh to Willemstad. When traveling from Riyadh in December, plan for somewhat warmer days and much hotter nights in Willemstad: temperatures range from 35°C by day to 29°C at night. Finish up your sightseeing early on the 14th (Tue) so you can catch the flight to Kralendijk.

Things to do in Willemstad

Beaches · Parks · Outdoors · Museums

Side Trip

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Kralendijk, Bonaire

— 1 night
The capital city and main port Bonaire, Kralendijk possesses a rich and varied history and natural heritage to explore on an adventurous and diverse itinerary.
On the 15th (Wed), get to know the resident critters at Donkey Sanctuary Bonaire and then step off the mainland to explore Klein Bonaire.

Before you visit Kralendijk, use our trip planner to discover what you can do and see there.

Traveling by flight from Willemstad to Kralendijk takes 4 hours. December in Kralendijk sees daily highs of 35°C and lows of 30°C at night. Finish your sightseeing early on the 15th (Wed) to allow enough time to fly to Oranjestad.

Things to do in Kralendijk

Parks · Nature · Zoos & Aquariums

Side Trip

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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 with an excursion to Baby Beach in San Nicolas--about 32 minutes away. There's still lots to do: enjoy the sand and surf at Eagle Beach, explore the striking landscape at Ayo and Casibari Rock Formations, enjoy the sea views from California Lighthouse, and explore the striking landscape of Arikok National Park.

To find other places to visit, where to stay, reviews, and other tourist information, go to the Oranjestad vacation planning website.

Fly from Kralendijk to Oranjestad in 4.5 hours. Expect a daytime high around 36°C in December, and nighttime lows around 30°C. Wrap up your sightseeing by early afternoon on the 18th (Sat) to allow time for the flight to Ocho Rios.

Things to do in Oranjestad

Parks · Outdoors · Nature · Beaches

Side Trips

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Ocho Rios, Jamaica

— 1 night
A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Start off your visit on the 19th (Sun): walk around Konoko Falls.

To find traveler tips, other places to visit, reviews, and tourist information, go to the Ocho Rios road trip planner.

You can fly from Oranjestad to Ocho Rios in 9.5 hours. Due to the time zone difference, you'll gain 1 hour traveling from Oranjestad to Ocho Rios. In December in Ocho Rios, expect temperatures between 36°C during the day and 28°C at night. Wrap up your sightseeing by early afternoon on the 19th (Sun) to allow enough time to fly to Santo Domingo.

Things to do in Ocho Rios

Parks
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Highlights from your trip

Santo Domingo, Dominican Republic

— 2 nights
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
Start off your visit on the 20th (Mon): take in the architecture and atmosphere at Basilica Cathedral of Santa Maria la Menor and then don't miss a visit to Zona Colonial. On the next day, contemplate the long history of Fortaleza Ozama, don't miss a visit to Columbus Lighthouse (Faro A Colon), steep yourself in history at Casa del Cordon, then step into the grandiose world of Alcazar de Colon, and finally enjoy some diversion at The Colonial Gate 4D Cinema.

To see reviews, where to stay, other places to visit, and other tourist information, refer to the Santo Domingo trip planner.

Getting from Ocho Rios to Santo Domingo by flight takes about 8.5 hours. You'll lose 1 hour traveling from Ocho Rios to Santo Domingo due to the time zone difference. Cap off your sightseeing on the 21st (Tue) early enough to catch the flight to San Juan.

Things to do in Santo Domingo

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San Juan, Puerto Rico

— 2 nights

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 22nd (Wed), get to know the fascinating history of Old San Juan, appreciate the extensive heritage of Sitio Histórico de San Juan, and then admire the masterpieces at Museum of History, Anthropology and Art. Keep things going the next day: indulge in some culinary diversions at a local gastronomic tour, get outside with Outdoor Activities, and then get some thrills out on the water with a waterskiing or jet-skiing adventure.

For traveler tips, photos, more things to do, and other tourist information, use the San Juan day trip planner.

Getting from Santo Domingo to San Juan by flight takes about 3 hours. Other options: ride a ferry. In December in San Juan, expect temperatures between 34°C during the day and 28°C at night. Wrap up your sightseeing on the 23rd (Thu) early enough to fly to Philipsburg.

Things to do in San Juan

Tours · Historic Sites · Outdoors · Neighborhoods
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Philipsburg, St. Maarten-St. Martin

— 2 nights
Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
Kick off your visit on the 24th (Fri): stroll through Orient Bay Beach, then view the masterpieces at Tropismes Gallery, then stroll through Maho Beach, and finally make a trip to Frontstreet. On the 25th (Sat), you'll have a packed day of sightseeing: kick back and relax at Great Bay Beach and then race across the water with a speed boat tour.

To find reviews, maps, other places to visit, and other tourist information, use the Philipsburg day trip website.

Traveling by flight from San Juan to Philipsburg takes 4.5 hours. Expect a daytime high around 34°C in December, and nighttime lows around 28°C. Cap off your sightseeing on the 25th (Sat) early enough to catch the flight to Roseau.

Things to do in Philipsburg

Outdoors · Beaches · Parks · Tours

Side Trips

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Roseau, Dominica

— 3 nights
The capital city, Roseau maintains a small scale, but possesses a convincing Caribbean charm in its architecture, cuisine, and culture.
Change things up with these side-trips from Roseau: Morne Trois Pitons National Park (Boiling Lake, Emerald Pool Nature Trail, &more). The adventure continues: take in the dramatic scenery at Trafalgar Falls and contemplate the waterfront views at Breakfast River.

To see other places to visit, photos, where to stay, and other tourist information, go to the Roseau day trip planner.

Fly from Philipsburg to Roseau in 4.5 hours. Finish your sightseeing early on the 28th (Tue) to allow enough time to fly to Bridgetown.

Things to do in Roseau

Nature · Parks · Wildlife · Outdoors

Side Trip

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Bridgetown, Barbados

— 2 nights
Bridgetown is the capital and largest city of Barbados. Kick off your visit on the 29th (Wed): take a tour by water with Boat Tours & Water Sports, then admire the natural beauty at Hunte's Gardens, then steep yourself in history at Andromeda Botanic Gardens, and finally kick back and relax at Soup Bowl. Get ready for a full day of sightseeing on the next day: explore the galleries of Sunbury Plantation House, then enjoy the sand and surf at Bottom Bay, and then enjoy the sand and surf at Crane Beach.

To find reviews, photos, traveler tips, and tourist information, go to the Bridgetown itinerary maker site.

Traveling by flight from Roseau to Bridgetown takes 4 hours. Expect a daytime high around 34°C in December, and nighttime lows around 28°C. Finish your sightseeing early on the 30th (Thu) so you can fly back home.

Things to do in Bridgetown

Parks · Outdoors · Beaches · Museums

Side Trips

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