14 days in Caribbean Itinerary

14 days in Caribbean Itinerary

Created using Inspirock Caribbean journey planner

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1
Oranjestad, Aruba
— 3 nights
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2
Ocho Rios, Jamaica
— 1 night
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3
Bridgetown, Barbados
— 3 nights
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4
English Harbour, Antigua and Barbuda
— 2 nights
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5
Simpson Bay, St. Maarten-St. Martin
— 2 nights
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6
Culebra, Puerto Rico
— 2 nights
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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.
Take a break from Oranjestad with a short trip to Baby Beach in San Nicolas, about 32 minutes away. Next up on the itinerary: tour the pleasant surroundings at Eagle Beach, discover the deep blue sea with Aruba Bob Snorkel & Scuba, explore the striking landscape of Arikok National Park, and take in the dramatic natural features at Ayo and Casibari Rock Formations.

You can plan Oranjestad trip in no time by asking Inspirock to help create your itinerary.

Newark, USA to Oranjestad is an approximately 8.5-hour flight. The time zone difference moving from Eastern Standard Time (EST) to Atlantic Standard Time (AST) is 1 hour. Prepare for much hotter weather when traveling from Newark in November: high temperatures in Oranjestad hover around 89°F and lows are around 79°F. Wrap up your sightseeing by early afternoon on the 4th (Thu) to allow time for the flight to Ocho Rios.

Things to do in Oranjestad

Parks · Outdoors · Beaches · Nature

Side Trips

Find places to stay Nov 1 — 4:
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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.
Kick off your visit on the 5th (Fri): admire the sheer force of Dunn's River Falls and Park.

For ratings, where to stay, traveler tips, and tourist information, you can read our Ocho Rios trip planner.

You can fly from Oranjestad to Ocho Rios in 9.5 hours. The time zone difference when traveling from Oranjestad to Ocho Rios is minus 1 hour. In November, daily temperatures in Ocho Rios can reach 89°F, while at night they dip to 76°F. Wrap up your sightseeing on the 5th (Fri) to allow time to fly to Bridgetown.

Things to do in Ocho Rios

Nature · Parks
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Bridgetown, Barbados

— 3 nights
Bridgetown is the capital and largest city of Barbados. Step out of Bridgetown to go to Saint Philip Parish and see Bottom Bay, which is approximately 36 minutes away. Next up on the itinerary: head outdoors with Outdoor Activities, admire the natural beauty at Welchman Hall Gully, enjoy the sand and surf at Soup Bowl, and explore the fascinating underground world of Animal Flower Cave.

To find traveler tips, where to stay, ratings, and more tourist information, read our Bridgetown road trip app.

Fly from Ocho Rios to Bridgetown in 6 hours. Due to the time zone difference, you'll lose 1 hour traveling from Ocho Rios to Bridgetown. Expect a daytime high around 86°F in November, and nighttime lows around 77°F. Finish your sightseeing early on the 8th (Mon) to allow enough time to fly to English Harbour.

Things to do in Bridgetown

Parks · Outdoors · Beaches · Tours

Side Trips

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English Harbour, Antigua and Barbuda

— 2 nights
Kick off your visit on the 9th (Tue): explore the striking landscape of Nelson's Dockyard. On the 10th (Wed), you'll have a packed day of sightseeing: discover the deep blue sea with Stingray City, browse the exhibits of Betty's Hope, and then enjoy the sand and surf at Dickenson Bay.

For reviews, where to stay, traveler tips, and tourist information, read English Harbour trip builder website.

You can fly from Bridgetown to English Harbour in 4.5 hours. In November in English Harbour, expect temperatures between 85°F during the day and 75°F at night. Wrap up your sightseeing on the 10th (Wed) to allow time to fly to Simpson Bay.

Things to do in English Harbour

Nature · Parks · Outdoors · Wildlife

Side Trips

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Simpson Bay, St. Maarten-St. Martin

— 2 nights
Simpson Bay offers luxury resort living and good access to the main areas of the island.
Kick off your visit on the 11th (Thu): race across the water with a speed boat tour, tour the pleasant surroundings at Maho Beach, and then contemplate the waterfront views at Mullet Bay Beach. On the next day, enjoy the sand and surf at Orient Bay Beach, then see the interesting displays at Yoda Guy Movie Exhibit, and then make a trip to Frontstreet.

For other places to visit, where to stay, photos, and other tourist information, refer to the Simpson Bay trip builder.

Traveling by flight from English Harbour to Simpson Bay takes 3 hours. In November, daily temperatures in Simpson Bay can reach 86°F, while at night they dip to 78°F. Wrap up your sightseeing on the 12th (Fri) to allow time to fly to Culebra.

Things to do in Simpson Bay

Outdoors · Beaches · Parks · Tours

Side Trips

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Culebra, Puerto Rico

— 2 nights

Little Island

With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Start off your visit on the 13th (Sat): kick back and relax at Flamenco Beach. Here are some ideas for day two: head off the coast to Culebrita.

To see traveler tips, other places to visit, maps, and other tourist information, you can read our Culebra journey maker website.

Traveling by flight from Simpson Bay to Culebra takes 6.5 hours. In November, daily temperatures in Culebra can reach 86°F, while at night they dip to 76°F. Wrap up your sightseeing by early afternoon on the 14th (Sun) to allow enough time to fly back home.

Things to do in Culebra

Parks · Outdoors · Beaches · Nature
Find places to stay Nov 12 — 14:
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