31 days in Caribbean Itinerary

31 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary planner

Make it your trip
1
Basse-Terre, Guadeloupe
— 2 nights
Drive
2
Pointe-a-Pitre, Guadeloupe
— 1 night
Fly to V.C. Bird International Airport, Drive to English Harbour
3
English Harbour, Antigua and Barbuda
— 3 nights
Fly
4
Basseterre, St. Kitts and Nevis
— 3 nights
+2
Fly to St Maarten, Drive to Simpson Bay, Ferry to Gustavia
5
Gustavia, St. Barthelemy
— 3 nights
Ferry
6
Philipsburg, St. Maarten-St. Martin
— 4 nights
Drive
7
Marigot, St. Maarten-St. Martin
— 3 nights
+2
Drive to Princess Juliana International Airport, Fly to Terrance B. Lettsome International Airport, Drive to Road Town
8
Road Town, British Virgin Islands
— 2 nights
Ferry
9
Charlotte Amalie, U.S. Virgin Islands
— 4 nights
Fly
10
San Juan, Puerto Rico
— 5 nights

S M T W T F S
27
28
29
30
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31

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.
Get out of town with these interesting Basse-Terre side-trips: Capesterre-Belle-Eau (Le Jardin de la Rencontre & Plantation Grand Cafe). Next up on the itinerary: get outside with Grand Cul-de-Sac Marin, stroll through Ranch de Moreau, sample the fine beverages at Distillerie Bologne, and take in the dramatic scenery at Saut de Bras de Fort.

For ratings, more things to do, other places to visit, and more tourist information, go to the Basse-Terre trip itinerary planner.

If you are flying in from Brazil, the closest major aiport is Pointe-à-Pitre Le Raizet. In July, daily temperatures in Basse-Terre can reach 36°C, while at night they dip to 28°C. Wrap up your sightseeing on the 3rd (Sat) early enough to drive to Pointe-a-Pitre.

Things to do in Basse-Terre

Outdoors · Parks · Trails · Shopping

Side Trips

Pointe-a-Pitre, Guadeloupe

— 1 night
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. On the 4th (Sun), find your balance on the water with Get Up Stand Up, then look for gifts at The Factory Gwadloup, and then take an in-depth tour of Memorial Acte.

To see other places to visit, traveler tips, where to stay, and tourist information, read our Pointe-a-Pitre trip planner.

Drive from Basse-Terre to Pointe-a-Pitre in an hour. Alternatively, you can drive; or take a bus. In July in Pointe-a-Pitre, expect temperatures between 36°C during the day and 28°C at night. Wrap up your sightseeing on the 4th (Sun) to allow time to travel to English Harbour.

Things to do in Pointe-a-Pitre

Outdoors · Museums · Adventure · Tours

Side Trip

English Harbour, Antigua and Barbuda

— 3 nights
When in English Harbour, make a side trip to see Devil's Bridge in Willikies, approximately Willikies away. Spend the 5th (Mon) exploring nature at Nelson's Dockyard.

To see reviews, maps, more things to do, and other tourist information, read English Harbour trip itinerary builder.

Use the Route module to find suitable travel options from Pointe-a-Pitre to English Harbour. In July in English Harbour, expect temperatures between 36°C during the day and 30°C at night. Finish your sightseeing early on the 7th (Wed) to allow enough time to travel to Basseterre.

Things to do in English Harbour

Parks · Nature · Outdoors · Beaches

Side Trips

Basseterre, St. Kitts and Nevis

— 3 nights
Change things up with these side-trips from Basseterre: Oualie Beach (in Nevis) and Pinney's Beach (in Charlestown).

To see ratings, other places to visit, reviews, and other tourist information, refer to the Basseterre tour itinerary planner.

Traveling by flight from English Harbour to Basseterre takes 3 hours. In July, daytime highs in Basseterre are 36°C, while nighttime lows are 30°C. Finish up your sightseeing early on the 10th (Sat) so you can travel to Gustavia.

Things to do in Basseterre

Outdoors · Parks · Adventure · Tours

Side Trips

Gustavia, St. Barthelemy

— 3 nights
Gustavia is known for parks, wildlife, and shopping. Your plan includes some of its best attractions: stroll through Colombier Beach, enjoy the sand and surf at Shell Beach, get a new perspective on things with Boat Tours & Water Sports, and shop like a local with Kalinas & Tainos.

To find reviews, maps, and tourist information, read our Gustavia online day trip planner.

Traveling by combination of flight, car, and ferry from Basseterre to Gustavia takes 3.5 hours. Alternatively, you can fly. Finish your sightseeing early on the 13th (Tue) so you can ride a ferry to Philipsburg.

Things to do in Gustavia

Outdoors · Beaches · Parks · Tours

Side Trips

Philipsburg, St. Maarten-St. Martin

— 4 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. There's still lots to do: get some thrills on the water with a speed boat tour, enjoy the sand and surf at Dawn Beach, tour the pleasant surroundings at Great Bay Beach, and contemplate the long history of Fort Amsterdam.

For ratings, other places to visit, traveler tips, and other tourist information, go to the Philipsburg itinerary planner.

Traveling by ferry from Gustavia to Philipsburg takes 2 hours. Alternatively, you can fly. In July, daily temperatures in Philipsburg can reach 36°C, while at night they dip to 30°C. Wrap up your sightseeing on the 17th (Sat) to allow time to drive to Marigot.

Things to do in Philipsburg

Outdoors · Beaches · Parks · Tours

Side Trips

Marigot, St. Maarten-St. Martin

— 3 nights
Marigot is the main town and capital in the French Collectivity of Saint Martin.PopulationAs of 2017, Marigot has 12,000 inhabitants, up from 5,700 in 2006.GeographyMarigot is located on the west coast of the island of St. Marigot is known for nature, shopping, and wildlife. Your plan includes some of its best attractions: kick back and relax at Maho Beach, take in the awesome beauty at Paradise Peak, appreciate the history behind Fort Louis, and make a trip to Galerie Escale des Iles.

To find reviews, maps, ratings, and tourist information, use the Marigot online day trip planner.

Marigot is just a stone's throw from Philipsburg. July in Marigot sees daily highs of 36°C and lows of 30°C at night. Finish your sightseeing early on the 20th (Tue) to allow enough time to travel to Road Town.

Things to do in Marigot

Parks · Outdoors · Nature · Beaches

Side Trips

Road Town, British Virgin Islands

— 2 nights
Road Town, located on Tortola, is the capital of the British Virgin Islands. Start off your visit on the 21st (Wed): contemplate the waterfront views at Brewers Bay, then see the vivid underwater world at Smuggler's Cove, and then tour the pleasant surroundings at Cane Garden Bay. On the next day, take in the waterfront activity at Rhone National Marine Park and then explore the striking landscape of Sage Mountain National Park.

To see traveler tips, more things to do, and more tourist information, use the Road Town route tool.

The Route module can help you plan travel from Marigot to Road Town. Expect a daytime high around 37°C in July, and nighttime lows around 31°C. Finish up your sightseeing early on the 22nd (Thu) so you can catch the ferry to Charlotte Amalie.

Things to do in Road Town

Parks · Nature · Outdoors · Beaches

Side Trip

Charlotte Amalie, U.S. Virgin Islands

— 4 nights

Duty-free Capital of the World

One of the most visited cruise ship destinations in the Caribbean, the town of Charlotte Amalie is known around the world for its duty-free jewelry, perfume, and liquor shops.
You'll find plenty of places to visit near Charlotte Amalie: Bajo El Sol Gallery, Art Bar & Rum Room (in Cruz Bay) and Virgin Islands National Park (Trunk Bay Beach & Hawksnest Beach). Next up on the itinerary: kick back and relax at Magens Bay, whizz through the canopy at Tree Limin' Extreme Zipline, don't miss a visit to St. Thomas Synagogue, and look for gifts at Cardow Jewelers.

For photos, ratings, where to stay, and other tourist information, read our Charlotte Amalie trip planning website.

Traveling by ferry from Road Town to Charlotte Amalie takes 2 hours. Alternatively, you can do a combination of taxi and flight. In July, plan for daily highs up to 38°C, and evening lows to 31°C. Finish up your sightseeing early on the 26th (Mon) so you can travel to San Juan.

Things to do in Charlotte Amalie

Outdoors · Parks · Beaches · Tours

Side Trips

San Juan, Puerto Rico

— 5 nights

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Explore the numerous day-trip ideas around San Juan: Luquillo (Monkey Threads, Luquillo Beach, &more) and El Yunque Rain Forest (in El Yunque National Forest). There's lots more to do: get to know the fascinating history of Sitio Histórico de San Juan, wander the streets of Old San Juan, brush up on your knowledge of spirits at Casa Bacardi Puerto Rico, and let your taste buds guide you at a local gastronomic tour.

To see reviews, maps, and other tourist information, you can read our San Juan trip itinerary maker app.

You can fly from Charlotte Amalie to San Juan in 2 hours. Expect a daytime high around 37°C in July, and nighttime lows around 30°C.

Things to do in San Juan

Parks · Outdoors · Tours · 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.