40 days in Caribbean Itinerary

40 days in Caribbean Itinerary

Created using Inspirock Caribbean trip maker

Make it your trip
Fly
1
Basseterre, St. Kitts and Nevis
— 7 nights
Fly
2
Philipsburg, St. Maarten-St. Martin
— 4 nights
Ferry
3
Shoal Bay Village, Anguilla
— 3 nights
Fly to Charlotte Amalie, Ferry to Gallows Bay
4
St. Croix, U.S. Virgin Islands
— 4 nights
Ferry to ​STT Waterfront - St Thomas, Ferry to Virgin Gorda
5
Virgin Gorda, British Virgin Islands
— 4 nights
Ferry
6
Charlotte Amalie, U.S. Virgin Islands
— 7 nights
Fly
7
Culebra, Puerto Rico
— 4 nights
Ferry to Fajardo, Puerto Rico, Drive to San Juan
8
San Juan, Puerto Rico
— 3 nights
Drive
9
Ponce, Puerto Rico
— 2 nights
Drive to Luis Munoz Marin International Airport, Fly to Riga International Airport

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Basseterre, St. Kitts and Nevis

— 7 nights
Your day by day itinerary now includes Greg's Safaris, Romney Manor and Botanical Gardens of Nevis.

To find photos, reviews, ratings, and more tourist information, read Basseterre road trip tool.

English Harbour, Antigua and Barbuda to Basseterre is an approximately 3-hour flight. In March in Basseterre, expect temperatures between 34°C during the day and 26°C at night. You will leave for Philipsburg on the 13th (Mon).

Things to do in Basseterre

Parks · Outdoors · Wildlife · Historic Sites

Side Trips

Find places to stay Mar 6 — 13:

Philipsburg, St. Maarten-St. Martin

— 4 nights
Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
You've now added Topper's Rhum Distillery Tours to your itinerary. The adventure continues: kick back and relax at Maho Beach, don't miss a visit to Frontstreet, explore the activities along Mullet Bay Beach, and stroll through Dawn Beach.

For other places to visit, ratings, and more tourist information, refer to the Philipsburg visit planner.

Traveling by flight from Basseterre to Philipsburg takes 3.5 hours. In March, plan for daily highs up to 33°C, and evening lows to 28°C. You will leave for Shoal Bay Village on the 17th (Fri).

Things to do in Philipsburg

Beaches · Outdoors · Parks · Breweries & Distilleries

Side Trips

Find places to stay Mar 13 — 17:

Shoal Bay Village, Anguilla

— 3 nights
When in Shoal Bay Village, make a side trip to see Maundays Bay in West End Village, approximately West End Village away.

To find reviews, traveler tips, ratings, and tourist information, use the Shoal Bay Village trip planning tool.

Ride a ferry from Philipsburg to Shoal Bay Village in 2 hours. Alternatively, you can fly. In March in Shoal Bay Village, expect temperatures between 34°C during the day and 26°C at night. On the 20th (Mon), you'll travel to St. Croix.

Things to do in Shoal Bay Village

Parks · Beaches · Outdoors · Nature

Side Trips

Find places to stay Mar 17 — 20:

St. Croix, U.S. Virgin Islands

— 4 nights

Twin City

The largest of the U.S. Virgin Islands, St.
St. Croix is known for wildlife, adventure, and beaches. Your plan includes some of its best attractions: tour the pleasant surroundings at Buck Island Reef National Monument, contemplate the long history of Fort Christiansvaern, enjoy the sand and surf at Rhythms at Rainbow Beach, and see some colorful creatures with a scuba or snorkeling tour.

To see where to stay, ratings, other places to visit, and other tourist information, read St. Croix holiday site.

You can do a combination of flight and ferry from Shoal Bay Village to St. Croix in 5.5 hours. Expect a daytime high around 34°C in March, and nighttime lows around 26°C. You'll set off for Virgin Gorda on the 24th (Fri).

Things to do in St. Croix

Parks · Outdoors · Wildlife · Beaches
Find places to stay Mar 20 — 24:

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.
Spend the 26th (Sun) exploring nature at Devil's Bay National Park. The adventure continues: take in the dramatic natural features at The Baths, enjoy the sand and surf at Spring Bay, and discover the riches below the earth's surface at Copper Mine Point.

To see reviews, photos, other places to visit, and more tourist information, go to the Virgin Gorda holiday maker website.

You can do a combination of ferry and flight from St. Croix to Virgin Gorda in 4.5 hours. Other options are to ride a ferry; or ride a ferry. In March in Virgin Gorda, expect temperatures between 34°C during the day and 28°C at night. You will leave for Charlotte Amalie on the 28th (Tue).

Things to do in Virgin Gorda

Parks · Nature · Beaches · Outdoors
Find places to stay Mar 24 — 28:

Charlotte Amalie, U.S. Virgin Islands

— 7 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've added White Bay, Smuggler's Cove, Annaberg Sugar Plantation, and other attractions to your itinerary. Go for a jaunt from Charlotte Amalie to Virgin Islands National Park to see Trunk Bay Beach about 1 hour away. There's lots more to do: enjoy the sand and surf at Magens Bay, stroll through Coki Point Beach, make a trip to Main Street, and look for gifts at Imperial Dynasty Jewelers.

To see where to stay, ratings, traveler tips, and other tourist information, read Charlotte Amalie attractions planner.

Traveling by ferry from Virgin Gorda to Charlotte Amalie takes 2.5 hours. Alternatively, you can fly. Expect a daytime high around 34°C in March, and nighttime lows around 26°C. Finish your sightseeing early on the 4th (Tue) to allow enough time to travel to Culebra.

Things to do in Charlotte Amalie

Parks · Beaches · Outdoors · Wildlife

Side Trips

Find places to stay Mar 28 — Apr 4:

Culebra, Puerto Rico

— 4 nights

Little Island

With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Culebra is known for beaches, wildlife, and nature. Your plan includes some of its best attractions: kick back and relax at Flamenco Beach, stroll through Zoni Beach, step off the mainland to explore Culebrita Island, and visit a coastal fixture at Culebrita Lighthouse.

For where to stay, ratings, photos, and more tourist information, read our Culebra online trip itinerary planner.

Traveling by flight from Charlotte Amalie to Culebra takes 5 hours. In April, daily temperatures in Culebra can reach 34°C, while at night they dip to 28°C. On the 8th (Sat), you're off to San Juan.

Things to do in Culebra

Parks · Beaches · Outdoors · Wildlife
Find places to stay Apr 4 — 8:

San Juan, Puerto Rico

— 3 nights

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S. jurisdiction and one of the oldest in the Americas.
Step out of San Juan with an excursion to El Yunque Rain Forest in El Yunque National Forest--about 1h 10 min away. The adventure continues: get to know the fascinating history of Old San Juan, steep yourself in history at Sitio Histórico de San Juan, kick back and relax at Condado Beach, and make a trip to Calle del Cristo.

For traveler tips, other places to visit, where to stay, and other tourist information, you can read our San Juan trip planner.

You can fly from Culebra to San Juan in 2 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry and shuttle. In April in San Juan, expect temperatures between 36°C during the day and 28°C at night. On the 11th (Tue), wrap the sightseeing up by early afternoon so you can drive to Ponce.

Things to do in San Juan

Parks · Wildlife · Nature · Historic Sites

Side Trip

Find places to stay Apr 8 — 11:

Ponce, Puerto Rico

— 2 nights
Ponce is both a city and a municipality in the southern part of Puerto Rico. Get ready for a full day of sightseeing on the 12th (Wed): take a peaceful walk through Guanica Dry Forest and then don't miss a visit to Plaza Las Delicias.

For where to stay, ratings, photos, and tourist information, read Ponce trip app.

Drive from San Juan to Ponce in 1.5 hours. Alternatively, you can take a shuttle. Traveling from San Juan in April, you will find days in Ponce are little chillier (32°C), and nights are about the same (25°C). Wrap up your sightseeing by early afternoon on the 13th (Thu) to allow enough time to travel back home.

Things to do in Ponce

Wildlife · Nature · Parks · Museums

Side Trip

Find places to stay Apr 11 — 13:

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. 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.

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.

U.S. Virgin Islands travel guide

4.5
Beaches · Gift & Specialty Shops · Scuba & Snorkeling
America's Paradise
Three main and a number of minor islands that make up U.S. Virgin Islands treat visitors to a blend of historical sites and picture-perfect beaches. Though officially American territory--nicknamed "America's Paradise"--these islands boast a mix of cultures that make for culturally enriching vacations. A no-passport-required status makes holidays in U.S. Virgin Islands extremely popular with American tourists, who flock to this tropical heaven to enjoy scenic beaches, outdoor activities, and tasty local food. The islands are also a duty-free shopping destination, which also makes them appealing to shopaholics from across the world.

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.

Puerto Rico travel guide

4.5
Historic Walking Areas · Beaches · Forests
A U.S. territory encompassing one big island and several smaller ones, Puerto Rico appeals to visitors from around the globe with its rich history, pleasant climate, natural beauty, and renowned local cuisine. Most tourists take a vacation in Puerto Rico for that classic seaside experience, though the island offers much more than just sun and sand. Tours of Puerto Rico usually start in the city of San Juan, which boasts a trendy bar scene and plenty of art museums for visitors looking to add a bit of culture to their vacation. A short drive from the island's urban centers, pristine rainforests serve as peaceful retreats from the city bustle and ensure plenty of chances to spot wildlife and take exhilarating nature walks.