11 days in Caribbean Itinerary

11 days in Caribbean Itinerary

Created using Inspirock Caribbean travel planner

Plan created by another user. Make it yours
Fly
1
Oranjestad, Aruba
— 2 nights
Fly to St Maarten, Ferry to Anguilla
2
Shoal Bay Village, Anguilla
— 2 nights
Fly to Providenciales, Shuttle to Grace Bay
3
Grace Bay, Turks and Caicos
— 2 nights
Shuttle to Providenciales, Fly to Montego Bay
4
Montego Bay, Jamaica
— 4 nights
Fly

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2
nights
Oranjestad, Aruba

When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
Kick off your visit on the 7th (Sat): see the interesting displays at San Nicolas Community Museum, then tour the pleasant surroundings at Baby Beach, then contemplate the long history of Bushiribana Gold Mill Ruins, and finally go deep with a submarine tour. Get ready for a full day of sightseeing on the 8th (Sun): kick back and relax at Eagle Beach and then enjoy the sea views from California Lighthouse.

To find more things to do, where to stay, maps, and tourist information, refer to the Oranjestad online trip builder.

Fort Lauderdale, USA to Oranjestad is an approximately 6-hour flight. The time zone difference moving from Eastern Standard Time to Atlantic Standard Time is 1 hour. September in Oranjestad sees daily highs of 39°C and lows of 32°C at night. Wrap up your sightseeing on the 9th (Mon) early enough to travel to Shoal Bay Village.

Things to do in Oranjestad

Outdoors · Beaches · Parks · Tours

Side Trips

2
nights
Shoal Bay Village, Anguilla

Explore the numerous day-trip ideas around Shoal Bay Village: West End Village (Devonish Art Gallery & Limin' Boutique).

For photos, where to stay, ratings, and more tourist information, read our Shoal Bay Village trip planning tool.

Traveling by combination of flight and ferry from Oranjestad to Shoal Bay Village takes 9 hours. Expect a daytime high around 37°C in September, and nighttime lows around 30°C. Finish your sightseeing early on the 11th (Wed) to allow enough time to travel to Grace Bay.

Things to do in Shoal Bay Village

Parks · Beaches · Outdoors · Nature

Side Trips

2
nights
Grace Bay, Turks and Caicos

Start off your visit on the 12th (Thu): explore the activities along Sapodilla Bay Beach, then see the vivid underwater world at Coral Gardens Reef, and then tour the pleasant surroundings at Grace Bay Beach. On the next day, kick back and relax at Taylor Bay Beach and then don't miss a visit to The Bight Park.

For reviews, where to stay, more things to do, and more tourist information, you can read our Grace Bay travel planner.

Traveling by combination of flight and shuttle from Shoal Bay Village to Grace Bay takes 9 hours. Alternatively, you can do a combination of ferry, flight, and shuttle. Due to the time zone difference, you'll gain 1 hour traveling from Shoal Bay Village to Grace Bay. In September, daytime highs in Grace Bay are 38°C, while nighttime lows are 31°C. Finish up your sightseeing early on the 13th (Fri) so you can travel to Montego Bay.

Things to do in Grace Bay

Parks · Beaches · Outdoors · Nature

Side Trip

4
nights
Montego Bay, Jamaica

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.
Venture out of the city with trips to Original Mayfield Falls (in Pennycooke) and Seven Mile Beach (in Negril). There's lots more to do: contemplate the long history of Rose Hall Great House, tour the pleasant surroundings at Doctor's Cave Beach, tee off at Cinnamon Hill Golf Course, and get a dose of the wild on a nature and wildlife tour.

To see other places to visit, where to stay, and more tourist information, read our Montego Bay route maker.

Getting from Grace Bay to Montego Bay by combination of shuttle and flight takes about 9 hours. Other options: do a combination of shuttle, flight, and bus. In September, daily temperatures in Montego Bay can reach 38°C, while at night they dip to 29°C. You'll have a few hours on the 17th (Tue) to wrap things up before traveling home.

Things to do in Montego Bay

Outdoors · Parks · Beaches · Tours

Side Trips

Aruba travel guide

4.2
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.

Anguilla travel guide

4.1
Beaches · Islands · Swim with Dolphins
A peaceful set of islands with a pristine, bespoke tourism infrastructure, Anguilla offers a restful vacation for beach-lovers, honeymooners, and diving enthusiasts. A scattering of historic attractions in Anguilla stand as testament to the native and colonial histories of the set of paradisal islands, but the focus here lies much more on coastlines rather than timelines. The beaches of Anguilla remain relatively untouched, allowing the scenery to speak for itself. However, this is no back-to-basics place, with whatever tourist developments there are being made to luxury standards, and priced accordingly.

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.

Jamaica travel guide

4
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.