31 days in Caribbean Itinerary

31 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary planner

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Make it your trip
1
Pointe-a-Pitre, Guadeloupe
— 6 nights
Fly to V.C. Bird International Airport, Drive to English Harbour
2
English Harbour, Antigua and Barbuda
— 5 nights
Fly
3
Basseterre, St. Kitts and Nevis
— 6 nights
+2
Fly to St Maarten, Drive to Simpson Bay, Ferry to Gustavia
4
Gustavia, St. Barthelemy
— 5 nights
Ferry
5
Philipsburg, St. Maarten-St. Martin
— 8 nights

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Pointe-a-Pitre, Guadeloupe

— 6 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. Explore the numerous day-trip ideas around Pointe-a-Pitre: Sainte Rose (Regy Balade, Scuba & Snorkeling, &more), Pointe de la Grande Vigie (in Anse-Bertrand) and Ranch de Moreau (in Goyave). Next up on the itinerary: get engrossed in the history at Memorial Acte, indulge your thirst for a good beer at Les Bieres de la Lezarde, get outside with Grand Cul-de-Sac Marin, and admire the sheer force of Cascade aux Ecrevisses.

For more things to do, where to stay, photos, and tourist information, read our Pointe-a-Pitre online trip maker.

If you are flying in from Brazil, the closest major aiport is Pointe-à-Pitre Le Raizet. In May in Pointe-a-Pitre, expect temperatures between 36°C during the day and 27°C at night. Finish up your sightseeing early on the 7th (Fri) so you can travel to English Harbour.

Things to do in Pointe-a-Pitre

Outdoors · Parks · Nature · Museums

Side Trips

English Harbour, Antigua and Barbuda

— 5 nights
Venture out of the city with trips to Galley Bay Beach (in St. John's) and Devil's Bridge (in Willikies). Spend the 9th (Sun) exploring nature at Nelson's Dockyard.

To see reviews, photos, other places to visit, and tourist information, you can read our English Harbour tour itinerary planning site.

The Route module can help you plan travel from Pointe-a-Pitre to English Harbour. In May, plan for daily highs up to 34°C, and evening lows to 28°C. Wrap up your sightseeing on the 12th (Wed) to allow time to fly to Basseterre.

Things to do in English Harbour

Parks · Outdoors · Beaches · Nature

Side Trips

Basseterre, St. Kitts and Nevis

— 6 nights
Change things up with these side-trips from Basseterre: Nevis (Nevis Peak Hike & Oualie Beach).

To find maps, traveler tips, where to stay, and more tourist information, refer to the Basseterre online trip builder.

Traveling by flight from English Harbour to Basseterre takes 2.5 hours. In May in Basseterre, expect temperatures between 35°C during the day and 28°C at night. Cap off your sightseeing on the 18th (Tue) early enough to travel to Gustavia.

Things to do in Basseterre

Parks · Outdoors · Nature · Beaches

Side Trips

Gustavia, St. Barthelemy

— 5 nights
Gustavia is known for parks, wildlife, and shopping. Your plan includes some of its best attractions: tour the pleasant surroundings at Colombier Beach, discover the deep blue sea with a scuba or snorkeling tour, kick back and relax at Anse des Flamands, and get a taste of the local shopping with Sea Spice.

To see other places to visit, where to stay, maps, and more tourist information, read Gustavia online day trip planner.

Traveling by combination of flight, car, and ferry from Basseterre to Gustavia takes 4.5 hours. Alternatively, you can fly. Wrap up your sightseeing on the 23rd (Sun) to allow time to ride a ferry to Philipsburg.

Things to do in Gustavia

Parks · Outdoors · Beaches · Nature

Side Trips

Philipsburg, St. Maarten-St. Martin

— 8 nights
Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
When in Philipsburg, make a side trip to see Cupecoy Bay Beach in Cupecoy Bay, approximately Cupecoy Bay away. Next up on the itinerary: race across the water with a speed boat tour, try your luck at Casino Royale, don't miss a visit to Frontstreet, and enjoy the sand and surf at Maho Beach.

To see traveler tips, reviews, maps, and tourist information, use the Philipsburg trip planner.

Traveling by ferry from Gustavia to Philipsburg takes 2 hours. Alternatively, you can fly. In May, plan for daily highs up to 34°C, and evening lows to 29°C.

Things to do in Philipsburg

Parks · Outdoors · Beaches · Nature

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.