19 days in Caribbean Itinerary

19 days in Caribbean Itinerary

Created using Inspirock Caribbean travel route planner
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1
Ocho Rios, Jamaica
— 2 nights
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2
Seven Mile Beach, Cayman Islands
— 4 nights
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3
Simpson Bay, St. Maarten-St. Martin
— 4 nights
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4
Santo Domingo, Dominican Republic
— 3 nights
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5
Oranjestad, Aruba
— 5 nights
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Ocho Rios, Jamaica — 2 nights

A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Explore the numerous day-trip ideas around Ocho Rios: Rose Hall (Rose Hall Great House & White Witch Golf Course), Fishing Charters & Tours (in Falmouth) and Green Grotto Caves (in Runaway Bay). There's still lots to do: take in the dramatic scenery at Dunn's River Falls and Park and trek along Fern Gully.

For other places to visit, maps, ratings, and more tourist information, read our Ocho Rios online trip itinerary planner.

Playa del Carmen, Mexico to Ocho Rios is an approximately 5-hour flight. Expect somewhat warmer temperatures when traveling from Playa del Carmen in October; daily highs in Ocho Rios reach 38°C and lows reach 30°C. Finish up your sightseeing early on the 26th (Wed) so you can catch the flight to Seven Mile Beach.
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Parks · Nature · Outdoors · Golf
Side Trips
Find places to stay Oct 24 — 26:

Seven Mile Beach, Cayman Islands — 4 nights

Seven Mile Beach is a long crescent of coral-sand beach on the western end of Grand Cayman island. Seven Mile Beach is known for wildlife, beaches, and spas. Your trip includes some of its best attractions: enjoy the sand and surf at Seven Mile Beach, tour the pleasant surroundings at Stingray City Grand Cayman, explore the fascinating underground world of Devil's Grotto, and admire the natural beauty at Queen Elizabeth II Botanic Park.

Plan my day in Seven Mile Beach using traveler tips and tourist information provided by Inspirock.

Fly from Ocho Rios to Seven Mile Beach in 4.5 hours. In October, daily temperatures in Seven Mile Beach can reach 36°C, while at night they dip to 30°C. Cap off your sightseeing on the 30th (Sun) early enough to catch the flight to Simpson Bay.
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Parks · Wildlife · Outdoors · Beaches
Side Trips
Find places to stay Oct 26 — 30:

Simpson Bay, St. Maarten-St. Martin — 4 nights

Simpson Bay offers luxury resort living and good access to the main areas of the island.
Simpson Bay is known for wildlife, adventure, and nightlife. Your trip includes some of its best attractions: get some thrills on the water with a speed boat tour, contemplate the waterfront views at Mullet Bay Beach, stroll through Parotte Ville Bird Sanctuary, and enjoy the sand and surf at Maho Beach.

To see other places to visit, ratings, more things to do, and more tourist information, read Simpson Bay journey app.

Traveling by flight from Seven Mile Beach to Simpson Bay takes 7.5 hours. You'll lose 1 hour traveling from Seven Mile Beach to Simpson Bay due to the time zone difference. In October, daytime highs in Simpson Bay are 36°C, while nighttime lows are 31°C. Finish up your sightseeing early on the 3rd (Thu) so you can catch the flight to Santo Domingo.
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Outdoors · Parks · Beaches · Tours
Side Trips
Find places to stay Oct 30 — Nov 3:

Santo Domingo, Dominican Republic — 3 nights

Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
Santo Domingo is known for historic sites, sightseeing, and nature. Your trip includes some of its best attractions: make a trip to Zona Colonial, delve into the distant past at Monasterio de San Francisco, pause for some photo ops at Columbus Lighthouse (Faro A Colon), and observe the fascinating underwater world at National Aquarium.

To see where to stay, other places to visit, more things to do, and tourist information, go to the Santo Domingo day trip planning site.

Traveling by flight from Simpson Bay to Santo Domingo takes 5 hours. Finish your sightseeing early on the 6th (Sun) so you can fly to Oranjestad.
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Museums · Historic Sites · Parks · Zoos & Aquariums
Find places to stay Nov 3 — 6:

Oranjestad, Aruba — 5 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: kick back and relax at Eagle Beach, steep yourself in history at Bushiribana Gold Mill Ruins, look for gifts at Purely Aruban Artwork, and head outdoors with Outdoor Activities.

For traveler tips, maps, photos, and other tourist information, go to the Oranjestad online attractions planner.

You can fly from Santo Domingo to Oranjestad in 5.5 hours. In November, daily temperatures in Oranjestad can reach 37°C, while at night they dip to 30°C. Wrap up your sightseeing by early afternoon on the 11th (Fri) to allow enough time to fly back home.
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Parks · Outdoors · Beaches · Nature
Side Trips
Find places to stay Nov 6 — 11: