31 days in Caribbean Itinerary

31 days in Caribbean Itinerary

Created using Inspirock Caribbean holiday maker

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Make it your trip
Fly
1
St. John's, Antigua and Barbuda
— 5 nights
Ferry
2
Montserrat, Montserrat
— 2 nights
Ferry to Antigua, Fly to Basseterre
3
Basseterre, St. Kitts and Nevis
— 5 nights
+2
Fly to St Maarten, Ferry to Anguilla, Taxi to The Valley
4
The Valley, Anguilla
— 3 nights
+2
Fly to St Maarten, Drive to Simpson Bay, Ferry to Gustavia
5
Gustavia, St. Barthelemy
— 4 nights
Fly to Pointe-à-Pitre Le Raizet, Drive to Basse-Terre
6
Basse-Terre, Guadeloupe
— 2 nights
Drive
7
Pointe-a-Pitre, Guadeloupe
— 4 nights
Fly to Princess Juliana International Airport, Drive to Grand Case
8
Grand Case, St. Maarten-St. Martin
— 5 nights
Drive to Princess Juliana International Airport, Fly to Congonhas Airport

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St. John's, Antigua and Barbuda

— 5 nights
The capital and largest city of Antigua and Barbuda, St John's represents the commercial and touristic center of the twin-island country.
Venture out of the city with trips to Devil's Bridge (in Willikies), Half Moon Bay (in Saint Philip Parish) and English Harbour (Nelson's Dockyard, Spas & Wellness, &more). There's lots more to do: take an in-depth tour of Betty's Hope, stroll through Hawksbill Bay, see some colorful creatures with Stingray City, and enjoy the sand and surf at Long Bay.

For other places to visit, more things to do, reviews, and more tourist information, read our St. John's travel route planning app.

Sao Paulo, Brazil to St. John's is an approximately 17-hour flight. The time zone difference moving from Brasilia Standard Time to Atlantic Standard Time is minus 1 hour. While traveling from Sao Paulo, expect a bit warmer days and warmer nights in St. John's, ranging from highs of 36°C to lows of 30°C. Finish up your sightseeing early on the 6th (Tue) so you can travel to Montserrat.

Things to do in St. John's

Parks · Outdoors · Beaches · Nature

Side Trips

Montserrat, Montserrat

— 2 nights

Emerald Isle of the Caribbean

The Caribbean island of Montserrat can divide its history into two main parts: before 18th July 1995, and after.
Kick off your visit on the 7th (Wed): trek along Oriole Walkway Trail, then contemplate the geological forces at Soufriere Hills Volcano, and then explore and take pictures at Jack Boy Hill Viewing Facility. Here are some ideas for day two: see the sky in a new way at Montserrat Volcano Observatory, tour the pleasant surroundings at Woodlands Beach, and then tour the pleasant surroundings at Rendezvous Beach.

To see photos, reviews, where to stay, and more tourist information, go to the Montserrat trip itinerary builder.

Getting from St. John's to Montserrat by ferry takes about 2.5 hours. Wrap up your sightseeing on the 8th (Thu) to allow time to travel to Basseterre.

Things to do in Montserrat

Parks · Outdoors · Childrens Museums · Museums

Basseterre, St. Kitts and Nevis

— 5 nights
Explore the numerous day-trip ideas around Basseterre: Oualie Beach (in Nevis) and Pinney's Beach (in Charlestown).

To see more things to do, reviews, maps, and other tourist information, read our Basseterre online journey builder.

Do a combination of ferry and flight from Montserrat to Basseterre in 5 hours. Expect a daytime high around 36°C in July, and nighttime lows around 30°C. Wrap up your sightseeing on the 13th (Tue) to allow time to travel to The Valley.

Things to do in Basseterre

Outdoors · Parks · Beaches · Tours

Side Trips

The Valley, Anguilla

— 3 nights
The Valley is the capital of Anguilla, one of its fourteen districts, and the main "town" on the island., it had a population of 1,067.HistoryHistorical landmarksThe Valley has few examples of colonial architecture due to the relocation of Anguilla's administration to St. The Valley is known for nightlife, theme parks, and wildlife. Your plan includes some of its best attractions: enjoy the sand and surf at Shoal Bay, step off the mainland to explore Sandy Island, tour the pleasant surroundings at Barnes Bay Beach, and see some colorful creatures with a scuba or snorkeling tour.

For ratings, photos, and more tourist information, read our The Valley trip itinerary builder tool.

Traveling by combination of flight, ferry, and taxi from Basseterre to The Valley takes 3 hours. Alternatively, you can do a combination of ferry and flight. In July, daytime highs in The Valley are 36°C, while nighttime lows are 30°C. Finish your sightseeing early on the 16th (Fri) so you can travel to Gustavia.

Things to do in The Valley

Parks · Outdoors · Beaches · Nature

Side Trips

Gustavia, St. Barthelemy

— 4 nights
Gustavia is known for parks, wildlife, and shopping. Your plan includes some of its best attractions: stroll through Colombier Beach, kick back and relax at Anse du Gouverneur, get a taste of the local shopping with Sea Spice, and see some colorful creatures with a scuba or snorkeling tour.

To see reviews, other places to visit, and tourist information, use the Gustavia trip itinerary app.

You can do a combination of flight, car, and ferry from The Valley to Gustavia in 2.5 hours. Alternatively, you can do a combination of taxi and ferry; or do a combination of taxi, ferry, shuttle, and flight. Finish your sightseeing early on the 20th (Tue) to allow enough time to travel to Basse-Terre.

Things to do in Gustavia

Outdoors · Beaches · Parks · Historic Sites

Side Trips

Basse-Terre, Guadeloupe

— 2 nights
Located on an island of the same name, the town of Basse-Terre serves as a base for rural adventures, while having a lot of appeal on its own terms.
Start off your visit on the 21st (Wed): brush up on your knowledge of spirits at Distillerie Bologne, then make a trip to Fort Delgres, and then take a memorable tour with Madatet Fishing. Get ready for a full day of sightseeing on the next day: tour the pleasant surroundings at Ranch de Moreau, take in nature's colorful creations at Le Jardin de la Rencontre, and then head outdoors with Grand Cul-de-Sac Marin.

To find more things to do, ratings, reviews, and more tourist information, refer to the Basse-Terre day trip app.

Explore your travel options from Gustavia to Basse-Terre with the Route module. In July, daytime highs in Basse-Terre are 36°C, while nighttime lows are 28°C. Wrap up your sightseeing on the 22nd (Thu) to allow time to drive to Pointe-a-Pitre.

Things to do in Basse-Terre

Outdoors · Parks · Trails · Tours

Side Trips

Pointe-a-Pitre, Guadeloupe

— 4 nights
Pointe-à-Pitre is the largest city of Guadeloupe, an overseas région and département of France located in the Lesser Antilles, of which it is a sous-préfecture, being the seat of the Arrondissement of Pointe-à-Pitre.Although Pointe-à-Pitre is not Guadeloupe's administrative capital (that distinction goes to Basse-Terre), it is nonetheless the region's largest city and economic capital. Venture out of the city with trips to Port-Louis (Les Marais de Port-Louis & Anse du Souffleur), Yaka Gwada (in Petit-Canal) and Sainte Rose (Ilet Caret, Regy Balade, &more). And it doesn't end there: take an in-depth tour of Memorial Acte, explore the different monuments and memorials at Cimetiere de Morne-A-l'Eau, relax and rejuvenate at L'instant Bien Etre Mendjiwa, and take a memorable drive along Route de la Traversee.

For photos, more things to do, where to stay, and other tourist information, read Pointe-a-Pitre online travel route planner.

Drive from Basse-Terre to Pointe-a-Pitre in an hour. Alternatively, you can take a bus. Expect a daytime high around 36°C in July, and nighttime lows around 28°C. Finish your sightseeing early on the 26th (Mon) so you can travel to Grand Case.

Things to do in Pointe-a-Pitre

Outdoors · Parks · Tours · Nature

Side Trips

Grand Case, St. Maarten-St. Martin

— 5 nights
Grand Case is known for wildlife, classes, and beaches. Your plan includes some of its best attractions: see some colorful creatures with a scuba or snorkeling tour, step off the mainland to explore Pinel Island, get outside with WAKE N' GLISSE, and stroll through Friar's Bay.

For maps and more tourist information, use the Grand Case trip planning app.

Use the Route module to find suitable travel options from Pointe-a-Pitre to Grand Case. July in Grand Case sees daily highs of 36°C and lows of 30°C at night. Finish your sightseeing early on the 31st (Sat) to allow enough time to travel back home.

Things to do in Grand Case

Parks · Outdoors · Wildlife · Beaches

Side Trips

Antigua travel guide

4.1
Scuba & Snorkeling · Beaches · Lookouts
A true tropical getaway, Antigua attracts travelers from all over the world with its innumerable beaches, coves, and bays. Although an important cruise ship destination with upscale resorts and facilities, Antigua doesn't lack tranquility. With picturesque and secluded stretches of sand and sleepy villages waiting at every corner, a vacation in Antigua is the perfect opportunity to lounge on the waterfront, enjoy swimming and snorkeling, and indulge in delicious seafood.

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.

Saint-Martin travel guide

4.2
Beaches · Islands · Scuba & Snorkeling
While the charming Saint-Martin shares its small island with the similarly named Dutch constituency, it offers a distinct, more European atmosphere than its counterpart. Noticeably devoid of casinos and less developed than its neighbor, Saint-Martin boasts rocky cliffs, scenic beaches, trendy restaurants, and a leisurely, carefree atmosphere. The island has practically no border control, so you'll easily travel between the two sides to make the most of your Saint-Martin holiday.