15 days in Caribbean Itinerary

15 days in Caribbean Itinerary

Created using Inspirock Caribbean travel route planner

Make it your trip
Fly
1
Providenciales, Turks and Caicos
— 2 nights
Fly
2
Punta Cana, Dominican Republic
— 2 nights
Fly to Beef Island, Taxi to Road Town
3
Road Town, British Virgin Islands
— 1 night
Ferry
4
Virgin Gorda, British Virgin Islands
— 2 nights
Fly
5
Port of Spain, Trinidad and Tobago
— 1 night
Fly
6
Palm - Eagle Beach, Aruba
— 3 nights
Fly
7
Montego Bay, Jamaica
— 1 night
Drive
8
Ocho Rios, Jamaica
— 2 nights
Fly

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Providenciales, Turks and Caicos

— 2 nights
The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Start off your visit on the 19th (Sat): enjoy the sand and surf at Half Moon Bay, then head off the coast to Little Water Cay, and then enjoy the sand and surf at Grace Bay Beach. Get ready for a full day of sightseeing on the 20th (Sun): take in the dramatic natural features at Smith's Reef and then get a new perspective on things with Boat Tours & Water Sports.

For ratings, reviews, maps, and tourist information, you can read our Providenciales road trip website.

Durham, USA to Providenciales is an approximately 10.5-hour flight. Traveling from Durham in June, plan for a bit warmer nights in Providenciales, with lows around 80°F. Finish up your sightseeing early on the 20th (Sun) so you can travel to Punta Cana.

Things to do in Providenciales

Parks · Outdoors · Wildlife · Beaches

Side Trip

Find places to stay Jun 18 — 20:

Punta Cana, Dominican Republic

— 2 nights
In an area boasting beaches that face both the Atlantic Ocean and the Caribbean Sea, vacations in Punta Cana have been popular with tourists since the early 1970s.
Kick off your visit on the 21st (Mon): kick back and relax at Macao Beach and then enjoy the sand and surf at Bavaro Beach. On the next day, indulge in some personalized pampering at Flavio Acuna Spa Natural Center, take a tour by water with Destiny Caribbean Tours, and then stop by HARRISON'S Fine Caribbean Jewelers.

For traveler tips, maps, photos, and tourist information, you can read our Punta Cana trip itinerary tool.

Getting from Providenciales to Punta Cana by flight takes about 6.5 hours. The time zone difference when traveling from Providenciales to Punta Cana is 1 hour. In June in Punta Cana, expect temperatures between 87°F during the day and 76°F at night. Finish up your sightseeing early on the 22nd (Tue) so you can travel to Road Town.

Things to do in Punta Cana

Outdoors · Parks · Beaches · Wildlife
Find places to stay Jun 20 — 22:

Road Town, British Virgin Islands

— 1 night
Road Town, located on Tortola, is the capital of the British Virgin Islands. Start off your visit on the 23rd (Wed): stroll through Cane Garden Bay and then explore the striking landscape of Sage Mountain National Park.

For other places to visit, traveler tips, more things to do, and tourist information, go to the Road Town sightseeing planner.

You can do a combination of flight and taxi from Punta Cana to Road Town in 4 hours. June in Road Town sees daily highs of 88°F and lows of 80°F at night. Finish up your sightseeing early on the 23rd (Wed) so you can catch the ferry to Virgin Gorda.

Things to do in Road Town

Parks · Nature · Beaches · Outdoors

Side Trip

Find places to stay Jun 22 — 23:

Virgin Gorda, British Virgin Islands

— 2 nights
Thankfully lacking some of the commercialism of other islands nearby, Virgin Gorda offers a relaxing place to holiday, and maintains a feeling of intimacy despite its reputation as an exclusive destination.
Kick off your visit on the 24th (Thu): explore the activities along Savannah Bay, tour the pleasant surroundings at The Baths, and then enjoy the sand and surf at Spring Bay. Keep things going the next day: relax and rejuvenate at some of the top local wellness centers and then discover the deep blue sea with Sunchaser Scuba Ltd..

For maps, reviews, other places to visit, and other tourist information, read Virgin Gorda trip itinerary maker website.

Getting from Road Town to Virgin Gorda by ferry takes about 2 hours. Other options: do a combination of taxi and flight. June in Virgin Gorda sees daily highs of 88°F and lows of 80°F at night. Wrap up your sightseeing on the 25th (Fri) to allow time to travel to Port of Spain.

Things to do in Virgin Gorda

Outdoors · Parks · Beaches · Wildlife
Find places to stay Jun 23 — 25:

Port of Spain, Trinidad and Tobago

— 1 night
Port of Spain, the country's capital, sits between the sea and a scenic green mountain range, and acts as a gateway for eclectic adventures on land and sea.
Start off your visit on the 26th (Sat): get a dose of the wild on a nature and wildlife tour and then stroll through Yerette.

For photos, more things to do, and more tourist information, read our Port of Spain road trip app.

Getting from Virgin Gorda to Port of Spain by flight takes about 8 hours. In June in Port of Spain, expect temperatures between 89°F during the day and 76°F at night. Finish your sightseeing early on the 26th (Sat) to allow enough time to travel to Palm - Eagle Beach.

Things to do in Port of Spain

Wildlife · Parks · Tours · Outdoors

Side Trips

Find places to stay Jun 25 — 26:
Highlights from your trip

Palm - Eagle Beach, Aruba

— 3 nights
A long stretch of powdery white sand and aquamarine waters, Palm - Eagle Beach remains one of Aruba's most visited vacation spots.
When in Palm - Eagle Beach, make a side trip to see Baby Beach in San Nicolas, approximately San Nicolas away. Next up on the itinerary: kick back and relax at Eagle Beach, stroll through Hadicurari Beach, discover the deep blue sea with Aruba Bob Snorkeling, and visit a coastal fixture at California Lighthouse.

To find ratings, where to stay, reviews, and more tourist information, read Palm - Eagle Beach trip planner.

Traveling by flight from Port of Spain to Palm - Eagle Beach takes 7 hours. In June, plan for daily highs up to 90°F, and evening lows to 80°F. Wrap up your sightseeing by early afternoon on the 29th (Tue) to allow time for travel to Montego Bay.

Things to do in Palm - Eagle Beach

Outdoors · Parks · Beaches · Wildlife

Side Trips

Find places to stay Jun 26 — 29:

Montego Bay, Jamaica

— 1 night
The second largest city in Jamaica, Montego Bay boasts an international airport and a major cruise-line terminal, so it regularly receives a big influx of visitors to the island.
On the 30th (Wed), steep yourself in history at Rose Hall Great House, then tour the pleasant surroundings at Doctor's Cave Beach, and then take an exotic tour of Rastasafari Experience.

To see reviews, ratings, and tourist information, read Montego Bay day trip app.

Fly from Palm - Eagle Beach to Montego Bay in 10 hours. Traveling from Palm - Eagle Beach to Montego Bay, you'll gain 1 hour due to the time zone difference. June in Montego Bay sees daily highs of 91°F and lows of 77°F at night. Finish up your sightseeing early on the 30th (Wed) so you can go by car to Ocho Rios.

Things to do in Montego Bay

Outdoors · Parks · Beaches · Wildlife
Find places to stay Jun 29 — 30:

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.
Start off your visit on the 1st (Thu): admire the sheer force of Dunn's River Falls and Park, stroll around Konoko Falls, and then hike along Fern Gully.

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

Traveling by car from Montego Bay to Ocho Rios takes 2 hours. Alternatively, you can take a bus. In June, daytime highs in Ocho Rios are 90°F, while nighttime lows are 78°F. Wrap up your sightseeing by early afternoon on the 2nd (Fri) to allow enough time to travel back home.

Things to do in Ocho Rios

Parks · Nature · Outdoors · Trails
Find places to stay Jun 30 — Jul 2:

Turks and Caicos travel guide

4.5
Beaches · Scuba & Snorkeling · Landmarks
Known as the location of one of the longest coral reefs in the world, Turks and Caicos offer scenic white-sand beaches, calm waters, and warm, sunny weather. Apart from the upscale resorts in Providenciales, which is known for its award-winning beach, the rest of the scenery remains mostly pristine and uncrowded. On a trip to Turks and Caicos, you can spend days lazing on a deserted beach, go island hopping, and enjoy a range of fun activities, from world-class snorkeling and diving, to hiking, sailing, deep-sea fishing, and bird-watching.

British Virgin Islands travel guide

4.4
Geologic Formations · Bodies of Water · Beaches
Escape from civilization and take a trip to British Virgin Islands, a collection of 60 small islands and cays in the Virgin Islands archipelago. Although British territory, the island is not noticeably British, offering a quiet and serene vibe that lives on despite a major tourism boom. With most of its islets uninhabited, British Virgin Islands remain a paradise for sailing, snorkeling, lazing on a deserted beach, and exploring sleepy seaside villages.

Trinidad and Tobago travel guide

4.1
Beaches · Nature & Parks · Waterfalls
With its two landmasses offering different, but complementary Caribbean flavors, the dual island nation of Trinidad and Tobago attracts visitors looking for relaxation and adventure. Cities and bustling market towns set the pace of cosmopolitan Trinidad, by far the larger of the two Caribbean sisters. Holidays in Tobago tend to be more chilled out affairs, with island offering some of the nation's finest resorts and best kept beaches, along with a wealth of protected areas boasting diverse and abundant wildlife. Both have become famous for their Creole culture and traditions, with holidays in Trinidad and Tobago offering plenty of culinary and musical highlights, including red hot curries and spicy calypso music.

Aruba travel guide

4.3
Beaches · Scuba & Snorkeling · Gift & Specialty Shops
Happy Island
A Dutch outpost in the Caribbean, sun-drenched Aruba provides a mix of modern seaside resorts and quiet coastal areas ideal for those wishing to escape the crowds. Vacations in Aruba, known affectionately as the "Happy Island," generally combine water-based activities with tours of the untamed backcountry, where you can discover unusual rock formations, historic churches, ostrich farms, and animal sanctuaries. Island capital Oranjestad offers some of the finest shopping and cultural sightseeing in Aruba, with an eco-friendly electric streetcar providing quick access to all of the city's major attractions, including numerous shops, restaurants, and hotels.

Jamaica travel guide

4.1
Waterfalls · Beaches · Nightlife
The third most populous English-speaking country in the Americas, Jamaica remains a member of the Commonwealth of Nations, with the British monarch its official head of state. Jamaica tourism thrives thanks to the island nation's reputation for natural beauty, outstanding cuisine, and lively music scene. The country's landscape is as diverse as its population, its tropical climate supporting varied ecosystems that include everything from savannahs to rugged mountain slopes. For most visitors, a holiday in Jamaica is a largely outdoor affair, with hiking, fishing, golfing, camping, snorkeling, horseback riding, and kite surfing among the most popular things to do.