40 days in Caribbean Itinerary

40 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary builder

Make it your trip
Fly to Martinique Aimé Césaire International Airport, Drive to Trois-Ilets
1
Trois-Ilets, Martinique
— 4 nights
+2
Drive to Fort-de-France, Ferry to Castries, Saint Lucia, Drive to Soufriere
2
Soufriere, St. Lucia
— 3 nights
Fly to St Vincent, Ferry to Bequia
3
Bequia, St. Vincent and the Grenadines
— 3 nights
Ferry to Kingstown, St Vincent, Fly to Grenada
4
St. George's, Grenada
— 3 nights
Fly
5
Roseau, Dominica
— 4 nights
Fly
6
Saint Francois, Guadeloupe
— 2 nights
Drive
7
Bouillante, Guadeloupe
— 2 nights
+2
Fly to Marigot, Shuttle to St. Martin, Ferry to Anguilla
8
Shoal Bay Village, Anguilla
— 3 nights
Ferry to Sint Maarten, Fly to Virgin Gorda
9
Virgin Gorda, British Virgin Islands
— 4 nights
Ferry to Beef Island, Fly to Oranjestad
10
Oranjestad, Aruba
— 5 nights
Fly
11
Montego Bay, Jamaica
— 3 nights
+2
Fly to London Gatwick, Train to London St Pancras International LL, Train to Newcastle upon Tyne

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Trois-Ilets, Martinique

— 4 nights
Named after three nearby islands, Trois-Ilets remains a small town few casual travelers ever get to explore.
Step off the beaten path and head to Caraibe Parapente and Ilet Chancel. Get outdoors at La Trace des Caps and Piton de Creve Ceour. Change things up with these side-trips from Trois-Ilets: Piste de Chateau Paille (in Le Vauclin) and Randonnee de la Trace des Jesuites (in Fonds Saint Denis). And it doesn't end there: stroll through Parcours de sante, trot along with Ranch Jack, kick back and relax at Anse-a-l'Ane, and get curious at Le Musee de la Mer.

To find other places to visit, maps, more things to do, and other tourist information, use the Trois-Ilets trip planner.

Newcastle upon Tyne, UK to Trois-Ilets is an approximately 16.5-hour combination of flight and car. You can also fly. Traveling from Newcastle upon Tyne to Trois-Ilets, you'll gain 4 hours due to the time zone difference. Traveling from Newcastle upon Tyne in June, things will get much warmer in Trois-Ilets: highs are around 36°C and lows about 29°C. Wrap up your sightseeing on the 1st (Thu) to allow time to travel to Soufriere.

Things to do in Trois-Ilets

Outdoors · Parks · Trails · Tours

Side Trips

Soufriere, St. Lucia

— 3 nights
Home to some of Saint Lucia's landmark buildings and natural features, Soufriere provides travelers with an engaging and direct route into the center of island life.
Step off the beaten path and head to Tet Paul Nature Trail and ATV Paradise Tours. Visiting Morne Coubaril HIstorical Adventure Park and Nature & Wildlife Tours will get you outdoors. The adventure continues: get a new perspective on things with Boat Tours & Water Sports, contemplate the waterfront views at Soufriere Marine Management Area, tour the pleasant surroundings at Gros Piton Nature Trail, and take in the natural beauty of Sulphur Springs.

For traveler tips, more things to do, photos, and other tourist information, refer to the Soufriere trip itinerary planner.

Traveling by combination of car and ferry from Trois-Ilets to Soufriere takes 3.5 hours. In July in Soufriere, expect temperatures between 36°C during the day and 30°C at night. Finish your sightseeing early on the 4th (Sun) so you can travel to Bequia.

Things to do in Soufriere

Outdoors · Parks · Tours · Wildlife

Side Trip

Bequia, St. Vincent and the Grenadines

— 3 nights
Although it covers just 18 sq km (7 sq mi), Bequia is the largest of over 30 islands making up the Grenadines chain.
Get in touch with nature at Lower Bay Beach and Princess Margaret Beach. Explore hidden gems such as Scuba & Snorkeling and Old Hegg Turtle Sanctuary. There's much more to do: explore the activities along Friendship Bay, kick back and relax at Industry Bay, contemplate the long history of Port Elizabeth, and learn about all things military at Bequia Maritime Museum.

To see reviews, more things to do, where to stay, and more tourist information, use the Bequia travel planner.

You can do a combination of flight and ferry from Soufriere to Bequia in 6 hours. July in Bequia sees daily highs of 36°C and lows of 30°C at night. Wrap up your sightseeing by early afternoon on the 8th (Thu) to allow time for travel to St. George's.

Things to do in Bequia

Parks · Outdoors · Beaches · Nature

St. George's, Grenada

— 3 nights
The capital of the Island of Spice, St.
Step off the beaten path and head to Grand Anse Beach and Grenada ATV Adventures. Take a break from the city and head to Native Spirit Scuba and Magazine Beach. The adventure continues: take in the local highlights with Wondering Soles Grenada, indulge in some personalized pampering at Soothing Touch Massage Clinic, look for gifts at Art Fabrik, and take in the architecture and atmosphere at The Cathedral of the Immaculate Conception.

To find more things to do, traveler tips, where to stay, and other tourist information, read our St. George's day trip planning app.

Traveling by combination of ferry and flight from Bequia to St. George's takes 7 hours. Alternatively, you can ride a ferry. In July, daily temperatures in St. George's can reach 35°C, while at night they dip to 29°C. Finish your sightseeing early on the 11th (Sun) to allow enough time to travel to Roseau.

Things to do in St. George's

Outdoors · Tours · Parks · Beaches

Side Trips

Roseau, Dominica

— 4 nights
The capital city, Roseau maintains a small scale, but possesses a convincing Caribbean charm in its architecture, cuisine, and culture.
Step out of the city life by going to Titou Gorge and Emerald Pool Nature Trail. Explore hidden gems such as Scuba & Snorkeling and Waitukubuli Trail. Change things up with these side-trips from Roseau: Scotts Head (Scott's Head Pinnacles & Soufriere Scottshead Marine Reserve). The adventure continues: stroll through Spanny Falls, explore the activities along Freshwater Lake, scramble along the landscape with Ti Nath Kanion Canyoning Dominica, and test the waters at Tia's Hot Spa.

To find reviews, more things to do, ratings, and other tourist information, use the Roseau travel route planning site.

Getting from St. George's to Roseau by flight takes about 7 hours. Finish up your sightseeing early on the 15th (Thu) so you can travel to Saint Francois.

Things to do in Roseau

Parks · Wildlife · Outdoors · Tours

Side Trips

Saint Francois, Guadeloupe

— 2 nights
A modern seaside resort town, Saint Francois attracts visitors with its well-preserved landscape and coastline, along with its large number of luxury hotels.
On the 16th (Fri), kick back and relax at La Douche, then cross one thing off your bucket list with Caraibe Parachutisme, and then enjoy the sand and surf at Anse a la Gourde. Get ready for a full day of sightseeing on the 17th (Sat): identify plant and animal life at Authentique Excursion, head outdoors with Gwadloop Decouverte, then get outside with FEELING KITE, and finally look for gifts at David Vanille et Epices - Mamie Christiane.

To find other places to visit, ratings, maps, and tourist information, go to the Saint Francois sightseeing planner.

Getting from Roseau to Saint Francois by flight takes about 2.5 hours. Other options: ride a ferry. In July, daytime highs in Saint Francois are 36°C, while nighttime lows are 28°C. Wrap up your sightseeing on the 17th (Sat) early enough to drive to Bouillante.

Things to do in Saint Francois

Outdoors · Tours · Adventure · Parks

Side Trip

Bouillante, Guadeloupe

— 2 nights
Bouillante is a commune in the French overseas region and department of Guadeloupe, in the Lesser Antilles.HistoryBouillante was founded about 1635 with the arrival of some of Guadeloupe's first colonists. On the 18th (Sun), visit a coastal fixture at Anse a la Barque, then see some colorful creatures with a scuba or snorkeling tour, and then scramble along the landscape with Canopee Guadeloupe Canyoning. Here are some ideas for day two: learn about wildlife with up-close encounters at Zoo de Guadeloupe (Parc des Mamelles), kick back and relax at Plage de Petite Anse, and then look for gifts at Cap Créole.

To find where to stay, maps, reviews, and other tourist information, refer to the Bouillante journey site.

Getting from Saint Francois to Bouillante by car takes about 1.5 hours. Other options: drive; or take a bus. Expect a daytime high around 36°C in July, and nighttime lows around 28°C. Cap off your sightseeing on the 19th (Mon) early enough to travel to Shoal Bay Village.

Things to do in Bouillante

Outdoors · Tours · Wildlife · Parks

Shoal Bay Village, Anguilla

— 3 nights
Discover out-of-the-way places like Shoal Bay and Meads Bay. Step out of the city life by going to Maundays Bay and Vigilant Divers Anguilla. Change things up with a short trip to Cove Bay in West End Village (about 42 minutes away).

For reviews, maps, where to stay, and other tourist information, go to the Shoal Bay Village day trip planning app.

You can do a combination of flight, shuttle, and ferry from Bouillante to Shoal Bay Village in 6 hours. In July, plan for daily highs up to 36°C, and evening lows to 30°C. Finish your sightseeing early on the 22nd (Thu) so you can travel to Virgin Gorda.

Things to do in Shoal Bay Village

Parks · Outdoors · Beaches · Tours

Side Trips

Virgin Gorda, British Virgin Islands

— 4 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.
Discover out-of-the-way places like Devil's Bay National Park and Sunchaser Scuba Ltd.. Get in touch with nature at The Baths and Bellamare at Mahoe Bay. Next up on the itinerary: explore the wealth of natural beauty at Pricly Pear Island National Park, stroll through Biras Creek Trail, head outdoors with Fusion BVI, and soothe aching muscles at some of the top local wellness centers.

To find traveler tips, more things to do, other places to visit, and other tourist information, refer to the Virgin Gorda visit planner.

Do a combination of ferry and flight from Shoal Bay Village to Virgin Gorda in 3.5 hours. Alternatively, you can fly. Expect a daytime high around 37°C in July, and nighttime lows around 31°C. Wrap up your sightseeing by early afternoon on the 26th (Mon) to allow enough time to travel to Oranjestad.

Things to do in Virgin Gorda

Parks · Nature · Outdoors · Trails

Oranjestad, Aruba

— 5 nights
When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
You'll discover tucked-away gems like Hooiberg and Seroe Colorado. Escape the urban bustle at Malmok Beach and The Gold Mine Ranch. Change things up with a short trip to Baby Beach in San Nicolas (about 32 minutes away). There's lots more to do: see Aruba Off-Road Adventure, contemplate the long history of Bushiribana Gold Mill Ruins, stroll through Donkey Sanctuary Aruba, and admire all the interesting features of Fort Zoutman Historical Museum.

To see maps, more things to do, other places to visit, and more tourist information, read Oranjestad trip itinerary site.

Do a combination of ferry and flight from Virgin Gorda to Oranjestad in 11.5 hours. In July, plan for daily highs up to 38°C, and evening lows to 31°C. Wrap up your sightseeing on the 31st (Sat) early enough to travel to Montego Bay.

Things to do in Oranjestad

Outdoors · Parks · Beaches · Wildlife

Side Trips

Montego Bay, Jamaica

— 3 nights
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.
Step off the beaten path and head to Rastasafari Experience and Parasailing & Paragliding. Visiting Jamaica Zipline Adventure Tours and Seven Mile Beach will get you outdoors. Take a break from Montego Bay with a short trip to Kingsley's Take Care Tours - Day Tours in Negril, about 1h 40 min away. Next up on the itinerary: tour the pleasant surroundings at Rocklands Bird Sanctuary, take some stellar pictures from Ahhh...Ras Natango Gallery and Garden, contemplate the long history of The Cage, and trot along with Half Moon Equestrian Center.

To find ratings, maps, traveler tips, and other tourist information, you can read our Montego Bay trip maker.

You can fly from Oranjestad to Montego Bay in 9.5 hours. The time zone difference moving from Atlantic Standard Time to Eastern Standard Time is minus 1 hour. In August, plan for daily highs up to 39°C, and evening lows to 29°C. Wrap up your sightseeing by early afternoon on the 4th (Wed) to allow time for travel back home.

Things to do in Montego Bay

Outdoors · Tours · Wildlife · Parks

Side Trips

Martinique travel guide

4.4
Beaches · Gardens · Scuba & Snorkeling
The mountainous island of Martinique offers travelers everything from stunning natural landscapes, to vibrant towns and enticing cuisine. The island's varied scenery includes numerous scenic beaches, lush forests, and a majestic volcano that towers over the St. Pierre harbor. A range of activities await you on your Martinique holiday, allowing you to spend your days lounging on the sand and enjoying the azure waters, sampling gastronomic delicacies, or frequenting the shops, clubs, and cafes in the capital city of Fort-de-France.

St. Lucia travel guide

4.2
Hot Springs · Volcanos · Bodies of Water
The island of St. Lucia is hailed for its scenic landscape of tall mountains, forested hills, and fertile valleys sprinkled with banana plantations. The island's dramatic scenery is most renowned for the Pitons, two volcanic spires that rise from the ocean floor. Whether you're visiting the island as part of a cruise, a romantic honeymoon, or looking for adventure, a St. Lucia vacation offers something for everyone. Discover the island's hidden beaches and coves, go climbing or hiking, and enjoy the picturesque views and tropical weather.

St. Vincent and the Grenadines travel guide

4.2
Beaches · Historic Sites · Islands
Vacations in St. Vincent and the Grenadines offer eco-adventures and luxury, with the island nation catering to the tastes of mega yacht owners and backpackers alike. The main island's interior volcanic and hilly terrain has been covered in lush tropical rainforest, rich in wildlife, while the coastal areas offer beaches both popular and secluded. Taking a chartered boat tour of the islands represents one of the more popular things to do in St. Vincent and the Grenadines, with island hopping revealing uninhabited paradisal islands, unspoiled by development of any kind.

Grenada travel guide

4
Beaches · Scuba & Snorkeling · Historic Sites
Island of Spice
The fertile and lively island nation of Grenada allows for itineraries both adventurous and serene. The main island and six smaller ones offer unspoiled interior landscapes of lush vegetation, impressive waterfalls, and winding rivers, explorable on a number of ecotourism experiences, such as rafting, hiking, and climbing. The coastal areas provide long stretches of golden sand, backed by large and popular resorts, while the humble urban areas have become particularly well-known for their atmospheric eateries, serving local cuisine using produce from the Island of Spice. One of the main things to do in Grenada has to be marine exploration, with dive sites offshore representing some of the most abundant in the region, with impressive coral formations providing home for a schools of tropical fish.

Dominica travel guide

4.2
Waterfalls · Beaches · Scuba & Snorkeling
Nature Isle of the Caribbean
The volcanic island nation of Dominica represents the youngest island in the Lesser Antilles. Such is evidenced in the geothermal action of the island's many hot springs, with relaxing dips in the hot sulfur spring water among the most popular things to do in Dominica. The unspoiled appearance of much of the nation provides a natural backdrop for a wealth of ecotourism adventures, including swimming, hiking, and snorkeling. The main urban areas showcase the ethnic diversity of the land once contested by the British and the French, with a number of local eateries serving West Indian and Creole dishes, and a whole lot of dancing and music to be enjoyed.

Guadeloupe travel guide

4.1
Beaches · Scuba & Snorkeling · Gardens
Butterfly Island
Experience a lively mixture of French and Afro-Caribbean culture on your Guadeloupe vacation. The archipelago consists of two main islands connected by bridges spanning a mangrove swamp, and a number of smaller islands to the south. The island of Grande Terre is mostly flat and arid, offering numerous scenic beaches and lively small towns, while Basse Terre features verdant jungles and mountainous terrain, crowned by a tall volcano. On a tour of Guadeloupe, you can enjoy a variety of beach activities, partake in hiking through a national park, and bask in the vibrant atmosphere of charming towns and villages.

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.

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.

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.

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.