15 days in Caribbean Itinerary

15 days in Caribbean Itinerary

Created using Inspirock Caribbean journey planner

Make it your trip
Fly
1
Bridgetown, Barbados
— 1 night
Fly
2
Basseterre, St. Kitts and Nevis
— 1 night
+2
Fly to St Maarten, Drive to Simpson Bay, Ferry to Gustavia
3
Gustavia, St. Barthelemy
— 1 night
+2
Ferry to Simpson Bay, Drive to St Maarten, Fly to Anguilla
4
Shoal Bay Village, Anguilla
— 1 night
Ferry
5
Simpson Bay, St. Maarten-St. Martin
— 2 nights
Fly
6
Oranjestad, Aruba
— 1 night
Fly
7
Providenciales, Turks and Caicos
— 2 nights
Fly
8
Ocho Rios, Jamaica
— 1 night
Unknown
9
Harbour Island, Bahamas
— 2 nights
Unknown

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Bridgetown, Barbados

— 1 night
Bridgetown is the capital and largest city of Barbados. On the 4th (Fri), enjoy breathtaking views from Gun Hill Signal Station, then kick back and relax at Bottom Bay, then get engrossed in the history at Foursquare Rum Distillery, and finally enjoy the sand and surf at Worthing Beach. On the next day, admire the natural beauty at Hunte's Gardens, then stroll through Browne's Beach, and then stroll through Pebbles Beach.

For more things to do, photos, where to stay, and more tourist information, refer to the Bridgetown journey planner.

Hyderabad, India to Bridgetown is an approximately 27-hour flight. The time zone difference when traveling from Hyderabad to Bridgetown is minus 9.5 hours. Traveling from Hyderabad in June, you will find days in Bridgetown are little chillier (35°C), and nights are about the same (30°C). Wrap up your sightseeing on the 5th (Sat) early enough to travel to Basseterre.

Things to do in Bridgetown

Parks · Outdoors · Beaches · Historic Sites

Side Trips

Basseterre, St. Kitts and Nevis

— 1 night
Start off your visit on the 6th (Sun): see Off-Road Tours, then pause for some serene contemplation at Immaculate Conception Co-Cathedral Catholic Church, then take a memorable drive along Timothy Hill, and finally stroll through South Peninsula.

To see ratings, photos, and other tourist information, you can read our Basseterre online visit planner.

Traveling by flight from Bridgetown to Basseterre takes 4.5 hours. June in Basseterre sees daily highs of 36°C and lows of 30°C at night. Finish up your sightseeing early on the 6th (Sun) so you can travel to Gustavia.

Things to do in Basseterre

Outdoors · Parks · Beaches · Tours

Side Trip

Gustavia, St. Barthelemy

— 1 night
On the 7th (Mon), tour the pleasant surroundings at Colombier Beach and then tour the pleasant surroundings at St. Jean Beach.

For other places to visit, photos, maps, and more tourist information, use the Gustavia day trip planning app.

Getting from Basseterre to Gustavia by combination of flight, car, and ferry takes about 3.5 hours. Other options: fly. Wrap up your sightseeing on the 7th (Mon) early enough to travel to Shoal Bay Village.

Things to do in Gustavia

Parks · Outdoors · Beaches

Side Trips

Shoal Bay Village, Anguilla

— 1 night
Start off your visit on the 8th (Tue): enjoy the sand and surf at Captain's Bay, then relax and rejuvenate at some of the top local wellness centers, and then kick back and relax at Shoal Bay.

To see ratings, other places to visit, photos, and tourist information, read our Shoal Bay Village trip itinerary planner.

You can do a combination of ferry, car, and flight from Gustavia to Shoal Bay Village in 2.5 hours. Alternatively, you can ride a ferry; or do a combination of flight, shuttle, and ferry. June in Shoal Bay Village sees daily highs of 36°C and lows of 30°C at night. Finish your sightseeing early on the 8th (Tue) to allow enough time to travel to Simpson Bay.

Things to do in Shoal Bay Village

Parks · Outdoors · Beaches · Spas

Side Trips

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 9th (Wed): kick back and relax at Kim Sha Beach, then look for gifts at Jewels & Beyond, and then kick back and relax at Maho Beach. On the 10th (Thu), you'll have a packed day of sightseeing: go for a stroll along the water at Isle Del Sol Marina, then take a memorable tour with Tours, and then pause for some photo ops at Brown Pelicans.

For more things to do, reviews, and tourist information, you can read our Simpson Bay road trip planning website.

You can ride a ferry from Shoal Bay Village to Simpson Bay in 1.5 hours. Another option is to fly. In June, plan for daily highs up to 35°C, and evening lows to 30°C. Finish your sightseeing early on the 10th (Thu) to allow enough time to fly to Oranjestad.

Things to do in Simpson Bay

Parks · Outdoors · Beaches · Shopping

Side Trip

Oranjestad, Aruba

— 1 night
When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
On the 11th (Fri), tour the pleasant surroundings at Donkey Sanctuary Aruba, then kick back and relax at Surfside Beach, and then look for gifts at Little Switzerland.

To see maps, reviews, and other tourist information, read our Oranjestad tour planner.

Fly from Simpson Bay to Oranjestad in 6.5 hours. In June, plan for daily highs up to 38°C, and evening lows to 31°C. Wrap up your sightseeing by early afternoon on the 11th (Fri) to allow time for travel to Providenciales.

Things to do in Oranjestad

Parks · Outdoors · Beaches · Wildlife

Side Trip

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.
Kick off your visit on the 12th (Sat): enjoy the sand and surf at Grace Bay Beach, kick back and relax at Half Moon Bay, and then tour the pleasant surroundings at Long Bay Beach. Keep things going the next day: soothe aching muscles at some of the top local wellness centers and then stroll through Malcolm's Road Beach.

For where to stay, other places to visit, and other tourist information, read Providenciales holiday planning app.

You can fly from Oranjestad to Providenciales in 9.5 hours. Traveling from Oranjestad to Providenciales, you'll gain 1 hour due to the time zone difference. Expect a daytime high around 37°C in June, and nighttime lows around 31°C. Finish up your sightseeing early on the 13th (Sun) so you can travel to Ocho Rios.

Things to do in Providenciales

Parks · Outdoors · Beaches · Spas

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.
On the 14th (Mon), look for gifts at Jewels & Time Duty Free Jewelers and then pause for some serene contemplation at Our Lady of Fatima Catholic Church.

For where to stay, photos, maps, and other tourist information, read Ocho Rios travel planner.

You can fly from Providenciales to Ocho Rios in 9.5 hours. In June, daytime highs in Ocho Rios are 38°C, while nighttime lows are 30°C. You'll have a few hours on the 14th (Mon) to wrap things up before traveling to Harbour Island.

Things to do in Ocho Rios

Historic Sites · Shopping

Harbour Island, Bahamas

— 2 nights
The casual Bahamian vibee of Harbour Island comes through in its atmospheric seaside eateries, the colonial English architecture of its main urban zones, and its wealth of attractive coastal areas.
Start off your visit on the 15th (Tue): view the masterpieces at Princess Street Gallery, enjoy the sand and surf at Pink Sands Beach, then stop by A and A Hidden Treasures, and finally steep yourself in history at Dunmore Town.

To see ratings, where to stay, more things to do, and tourist information, read our Harbour Island trip planning app.

Use the Route module to find suitable travel options from Ocho Rios to Harbour Island. Wrap up your sightseeing on the 16th (Wed) to allow time to travel back home.

Things to do in Harbour Island

Parks · Outdoors · Historic Sites · Beaches

Barbados travel guide

4.5
Beaches · Scuba & Snorkeling · Caves
Little England
Plan a vacation on the small Caribbean island of Barbados and experience its rich history and vibrant culture. Affectionately called "Little England," the island retains a noticeable British influence in its lively culture, visible especially in sport, religion, and the charming British style buildings with a Caribbean flair. On a tour of Barbados you can lounge on sandy beaches, participate in world-class surfing, roam the World Heritage-listed capital, or explore the lush island interior. When on the island, don't forget to sample its world-famous rum and the signature local dish, the flying fish.

St. Kitts and Nevis travel guide

4
Beaches · Gift & Specialty Shops · Scuba & Snorkeling
A trip to St. Kitts and Nevis takes you to the smallest country in the Americas. Although diminutive in size, the two Caribbean islands offer a distinct tropical experience to visitors. Rich in history, the islands feature forested hills, tranquil beaches, charming villages, and restored sugar plantations. On a tour of St. Kitts and Nevis you can visit historic forts and quaint colonial towns, lounge on picturesque stretches of sand, or enjoy hiking the dormant Mount Liamuiga, the islands' highest peak.

St. Barthelemy travel guide

4.2
Nature & Parks · Scuba & Snorkeling · Shopping
St. Barts
The volcanic island of St. Barthelemy has become a popular holiday destination for the rich and famous. It doesn't take a large leap of the imagination to see why, with the towering mountainous backdrop, green hills, and waters protected by a coral reef. The beaches offer ample room for lazing under the sun, while the calm waters offer rich marine environments, easily accessible on dives or snorkeling trips. A St. Barthelemy vacation can work to a budget more modest than a millionaire's too, with good deal available during off season.

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.

St. Maarten-St. Martin travel guide

4.3
Beaches · Gift & Specialty Shops · Scuba & Snorkeling
A trip to St. Maarten-St. Martin allows you to discover two separate colonies occupying one small island of just 95 sq km (37 sq mi). Divided between France and the Netherlands, this tiny spit of land in the Caribbean treats visitors to a surprisingly diverse blend of native and European cultures. A tour of St. Maarten-St. Martin reveals a landscape of both urban and untamed areas, with sandy beaches and pristine rainforests often appearing as extensions of one another. The French north of the island offers a string of outstanding restaurants and lively beaches popular with a young party-loving crowd. The Dutch southern section lures visitors with its dynamic bar scene and casinos.

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.

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

4.1
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.