60 days in Caribbean & Central America Itinerary

60 days in Caribbean & Central America Itinerary

Make it your trip
Fly
1
San Juan, Puerto Rico
— 6 nights
Drive
2
Fajardo, Puerto Rico
— 2 nights
Fly
3
Castries, St. Lucia
— 2 nights
Drive
4
Soufriere, St. Lucia
— 4 nights
Fly to St Vincent, Ferry to Bequia
5
Bequia, St. Vincent and the Grenadines
— 5 nights
Fly to Antigua, Ferry to Montserrat
6
Montserrat, Montserrat
— 3 nights
Ferry to Antigua, Fly to Basseterre
7
Basseterre, St. Kitts and Nevis
— 6 nights
+2
Fly to St Maarten, Drive to Simpson Bay, Ferry to Gustavia
8
Gustavia, St. Barthelemy
— 3 nights
Ferry to Simpson Bay, Drive to Cul de Sac
9
Cul de Sac, St. Maarten-St. Martin
— 4 nights
Drive
10
Philipsburg, St. Maarten-St. Martin
— 6 nights
Drive
11
Simpson Bay, St. Maarten-St. Martin
— 5 nights
Fly
12
Panama City, Panama
— 6 nights
Fly
13
Leon, Nicaragua
— 3 nights
Drive
14
Granada, Nicaragua
— 3 nights
Fly to Dublin, Bus to Belfast

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San Juan, Puerto Rico — 6 nights

Founded by the Spanish in 1521, San Juan is the oldest city under U.S. jurisdiction and one of the oldest in the Americas.
When in San Juan, make a side trip to see El Yunque National Forest in El Yunque National Forest, approximately El Yunque National Forest away. There's much more to do: get to know the fascinating history of Sitio Histórico de San Juan, get engrossed in the history at Museum of History, Anthropology and Art, take in the architecture and atmosphere at Catedral Basilica Menor de San Juan Bautista, and tour the pleasant surroundings at Condado Beach.

To see other places to visit, where to stay, reviews, and other tourist information, read San Juan vacation planner.

Belfast, UK to San Juan is an approximately 15.5-hour flight. The time zone changes from Greenwich Mean Time (GMT) to Atlantic Standard Time (AST), which is usually a -4 hour difference. In April, San Juan is warmer than Belfast - with highs of 36°C and lows of 28°C. Finish your sightseeing early on the 3rd (Tue) so you can drive to Fajardo.
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Parks · Outdoors · Beaches · Historic Sites
Side Trips
Find places to stay Apr 27 — May 3:

Fajardo, Puerto Rico — 2 nights

Fajardo is a small city and municipality in Puerto Rico (U.S.) located in the east region of the island, bordering the Atlantic Ocean, north of Ceiba and east of Luquillo. On the 4th (Wed), enjoy the sand and surf at Playa Seven Seas, then add some adventure to your tour with a kayaking and canoeing tour, and then explore the activities along Laguna Grande. Here are some ideas for day two: stroll through Playa Luquillo and then kick your exploration up a notch at some of the top local zipline courses and adventure parks.

Before you visit Fajardo, use our trip planner to discover what you can do and see there.

Traveling by car from San Juan to Fajardo takes an hour. Alternatively, you can take a shuttle. In May, daytime highs in Fajardo are 34°C, while nighttime lows are 28°C. Cap off your sightseeing on the 5th (Thu) early enough to catch the flight to Castries.
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Outdoors · Parks · Beaches · Adventure
Side Trip
Find places to stay May 3 — 5:

Castries, St. Lucia — 2 nights

The capital and largest city in Saint Lucia, Castries has a number of cultural sites to explore, and recreational areas to enjoy.
Kick off your visit on the 6th (Fri): stop by Meme Bete, then contemplate the waterfront views at Rodney Bay, and then step off the mainland to explore Pigeon Island National Park. Keep things going the next day: enjoy the sand and surf at Reduit Beach and then take a tour by water with Boat Tours & Water Sports.

To find where to stay, reviews, more things to do, and tourist information, read our Castries road trip site.

Fly from Fajardo to Castries in 7 hours. In May, daily temperatures in Castries can reach 36°C, while at night they dip to 29°C. Cap off your sightseeing on the 7th (Sat) early enough to go by car to Soufriere.
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Parks · Nature · Outdoors · Neighborhoods
Side Trips
Find places to stay May 5 — 7:

Soufriere, St. Lucia — 4 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.
Change things up with a short trip to Anse Cochon Beach in Anse La Raye (about 44 minutes away). And it doesn't end there: admire the natural beauty at Diamond Falls Botanical Gardens, take your sightseeing to a higher altitude at Pitons, head outdoors with Outdoor Activities, and stroll through Tet Paul Nature Trail.

To see photos, more things to do, where to stay, and more tourist information, refer to the Soufriere online attractions planner.

Traveling by car from Castries to Soufriere takes 1.5 hours. Alternatively, you can take a bus. Expect a daytime high around 36°C in May, and nighttime lows around 30°C. Wrap up your sightseeing on the 11th (Wed) early enough to travel to Bequia.
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Parks · Nature · Outdoors · Wildlife
Side Trips
Find places to stay May 7 — 11:

Bequia, St. Vincent and the Grenadines — 5 nights

Although it covers just 18 sq km (7 sq mi), Bequia is the largest of over 30 islands making up the Grenadines chain.
Bequia is known for beaches, wildlife, and historic sites. Your trip includes some of its best attractions: kick back and relax at Princess Margaret Beach, take a tour by water with Boat Tours & Water Sports, get a taste of the local shopping with Sargeant Brothers Model Boat Shop, and browse the exhibits of Bequia Maritime Museum.

For maps and more tourist information, read our Bequia trip maker tool.

You can do a combination of flight and ferry from Soufriere to Bequia in 4 hours. Expect a daytime high around 36°C in May, and nighttime lows around 29°C. You will leave for Montserrat on the 16th (Mon).
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Outdoors · Parks · Beaches · Shopping
Find places to stay May 11 — 16:

Montserrat, Montserrat — 3 nights

The Caribbean island of Montserrat can divide its history into two main parts: before 18th July 1995, and after.
Montserrat is known for parks, sightseeing, and wildlife. Your trip includes some of its best attractions: take in panoramic vistas at Montserrat Volcano Observatory, see the sky in a new way at Jack Boy Hill Viewing Facility, tour the pleasant surroundings at Soufriere Hills Volcano, and discover the deep blue sea with Montserrat Island Dive Centre.

For ratings, where to stay, other places to visit, and other tourist information, read Montserrat trip planner.

Do a combination of flight and ferry from Bequia to Montserrat in 6.5 hours. Alternatively, you can do a combination of ferry and flight; or do a combination of bus and ferry. Wrap up your sightseeing on the 19th (Thu) to allow time to travel to Basseterre.
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Parks · Outdoors · Beaches · Childrens Museums
Find places to stay May 16 — 19:

Basseterre, St. Kitts and Nevis — 6 nights

Explore the numerous day-trip ideas around Basseterre: Charlestown (Pinney's Beach & Alexander Hamilton House) and Nevis (Nevis Peak Hike & Oualie Beach).

For other places to visit and other tourist information, you can read our Basseterre trip builder site.

Traveling by combination of ferry and flight from Montserrat to Basseterre takes 5 hours. Expect a daytime high around 35°C in May, and nighttime lows around 28°C. Wrap up your sightseeing on the 25th (Wed) to allow time to travel to Gustavia.
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Outdoors · Parks · Nature · Beaches
Side Trips
Find places to stay May 19 — 25:

Gustavia, St. Barthelemy — 3 nights

Gustavia is known for parks, wildlife, and shopping. Your trip includes some of its best attractions: stroll through St. Jean Beach, kick back and relax at Shell Beach, get a taste of the local shopping with Sea Spice, and take a tour by water with Ouanalao Dive.

Make your Gustavia itinerary with Inspirock to find out what to see and where to go.

You can do a combination of flight, car, and ferry from Basseterre to Gustavia in 4.5 hours. Alternatively, you can fly. Finish up your sightseeing early on the 28th (Sat) so you can travel to Cul de Sac.
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Outdoors · Beaches · Parks · Wildlife
Side Trips
Find places to stay May 25 — 28:

Cul de Sac, St. Maarten-St. Martin — 4 nights

Cul de Sac is known for adventure, shopping, and outdoors. Your trip includes some of its best attractions: kick back and relax at Orient Bay Beach, head off the coast to Pinel Island, tour the pleasant surroundings at Friar's Bay, and view the masterpieces at Tropismes Gallery.

For maps, traveler tips, ratings, and other tourist information, use the Cul de Sac trip tool.

Traveling by combination of ferry and car from Gustavia to Cul de Sac takes 2 hours. Alternatively, you can fly. Expect a daytime high around 35°C in May, and nighttime lows around 28°C. Wrap up your sightseeing on the 1st (Wed) early enough to drive to Philipsburg.
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Parks · Outdoors · Beaches · Wildlife
Side Trips
Find places to stay May 28 — Jun 1:

Philipsburg, St. Maarten-St. Martin — 6 nights

Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
Philipsburg is known for shopping, wildlife, and sightseeing. Your trip includes some of its best attractions: surround yourself with nature on a nature and wildlife tour, get some thrills on the water with a speed boat tour, look for gifts at Caribbean Gems, and don't miss a visit to Frontstreet.

For traveler tips, photos, other places to visit, and tourist information, go to the Philipsburg trip maker website.

Philipsburg is just a short distance from Cul de Sac. In June in Philipsburg, expect temperatures between 35°C during the day and 30°C at night. Wrap up your sightseeing on the 7th (Tue) to allow time to drive to Simpson Bay.
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Outdoors · Parks · Beaches · Wildlife
Side Trips
Find places to stay Jun 1 — 7:

Simpson Bay, St. Maarten-St. Martin — 5 nights

Simpson Bay offers luxury resort living and good access to the main areas of the island.
Simpson Bay is known for wildlife, adventure, and nightlife. Your trip includes some of its best attractions: tour the pleasant surroundings at Maho Beach, get a new perspective on things with Boat Tours & Water Sports, enjoy the sand and surf at Kim Sha Beach, and try to win big at Casino Royale.

To see more things to do, ratings, reviews, and more tourist information, refer to the Simpson Bay travel route planner.

Simpson Bay is very close to Philipsburg. In June, daily temperatures in Simpson Bay can reach 35°C, while at night they dip to 30°C. Wrap up your sightseeing on the 12th (Sun) to allow time to fly to Panama City.
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Outdoors · Parks · Beaches · Casinos
Side Trips
Find places to stay Jun 7 — 12:

Panama City, Panama — 6 nights

Arguably the most modern of Central American cities, Panama City boasts a shimmering skyline of glass skyscrapers.
Spend the 18th (Sat) exploring nature at Soberania National Park. There's still lots to do: don't miss a visit to Panama Canal, get to know the fascinating history of Casco Viejo, explore the ancient world of Panama La Vieja, and take an in-depth tour of Museo del Canal Interoceanico de Panama.

For reviews, traveler tips, more things to do, and other tourist information, read Panama City trip itinerary planner.

Getting from Simpson Bay to Panama City by flight takes about 6 hours. Traveling from Simpson Bay to Panama City, you'll gain 1 hour due to the time zone difference. Expect a daytime high around 36°C in June, and nighttime lows around 29°C. Finish up your sightseeing early on the 18th (Sat) so you can catch the flight to Leon.
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Parks · Nature · Historic Sites · Neighborhoods
Find places to stay Jun 12 — 18:

Leon, Nicaragua — 3 nights

A cultured and storied city, Leon attracts guests from all over the world, drawn to the second city's style, thriving intellectual life, and liveliness.
Leon is known for nature, museums, and historic sites. Your trip includes some of its best attractions: get impressive views of Cerro Negro Volcano, pause for some serene contemplation at Catedral de la Asunción, get outside with Outdoor Activities, and examine the collection at Museo de Arte Fundacion Ortiz-Gurdian.

For traveler tips and more tourist information, use the Leon trip itinerary maker app.

You can fly from Panama City to Leon in 5 hours. Other options are to fly; or drive; or take a bus. Due to the time zone difference, you'll gain 1 hour traveling from Panama City to Leon. Expect a daytime high around 38°C in June, and nighttime lows around 28°C. Wrap up your sightseeing on the 21st (Tue) early enough to drive to Granada.
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Parks · Nature · Outdoors · Tours
Find places to stay Jun 18 — 21:

Granada, Nicaragua — 3 nights

The lakeside city of Granada has the look and feel of a historically important economic and political center, with grand colonial architecture, a unified look, and many cultural attractions.
Get out of town with these interesting Granada side-trips: Apoyo (in La Laguna de Apoyo) and Masaya Volcano (in Masaya). And it doesn't end there: step off the mainland to explore Islets of Granada, examine the collection at ChocoMuseo Granada, get impressive views of Mombacho, and shop like a local with Mombacho Cigars.

For ratings, where to stay, other places to visit, and other tourist information, read our Granada day trip website.

Getting from Leon to Granada by car takes about 2.5 hours. Other options: take a shuttle; or take a bus. Finish your sightseeing early on the 24th (Fri) so you can travel back home.
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Parks · Nature · Wildlife · Museums
Side Trip
Find places to stay Jun 21 — 24:

Puerto Rico travel guide

4.5
Historic Walking Areas · Beaches · Kayaking & Canoeing
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.
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St. Lucia travel guide

4.1
Hot Springs · Bodies of Water · Landmarks
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.
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St. Vincent and the Grenadines travel guide

4.1
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.
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St. Kitts and Nevis travel guide

4
Beaches · Shopping · 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.
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St. Barthelemy travel guide

4.1
Nature & Parks · Scuba & Snorkeling · Shopping
St. Barts
The volcanic island of St. Barthelemy has become a popular holiday destination for the rich and famous. It doesn't take a large leap of the imagination to see why, with the towering mountainous backdrop, green hills, and waters protected by a coral reef. The beaches offer ample room for lazing under the sun, while the calm waters offer rich marine environments, easily accessible on dives or snorkeling trips. A St. Barthelemy vacation can work to a budget more modest than a millionaire's too, with good deal available during off season.
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Saint-Martin travel guide

4.1
Beaches · Islands · Nature & Parks
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.
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Sint Maarten travel guide

4.5
Gift & Specialty Shops · Beaches · Scuba & Snorkeling
Plan a holiday on Sint Maarten and enjoy its sprawling resorts, picturesque beaches, and a variety of entertainment facilities. The tropical Dutch constituency shares a tiny Caribbean island with the similarly named Saint Martin, a French administrative division. Although divided, the island has no border control, so tourists can freely cross between the two destinations. Besides lazing on the sand, you'll find plenty of other things to do on Sint Maarten, well known for its duty-free shopping, glitzy casinos, and vivacious nightlife.
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Panama travel guide

4.2
Landmarks · Historic Walking Areas · Shopping Malls
With a lively banking sector and a booming tourism industry, Panama remains one of the most powerful nations in the Americas, though it's also one of the smallest by land area. The country boasts coastlines on both the Pacific Ocean and the Caribbean Sea, so it's not surprising most Panama holidays include some form of seaside entertainment. With outstanding beaches all over the country, it's easy to find an ideal spot to swim, snorkel, dive, fish, sail, or simply kick back on the sand with a few cold drinks. The country's best-known landmark and one of the world's most significant shipping routes, Panama Canal tops most tourist itineraries--many choose to see this engineering wonder by traveling the length of it by train.
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Nicaragua travel guide

4.3
Churches · Volcanos · Specialty Museums
Still emerging as a major tourist destination, Nicaragua, the largest country in Central America, entices travelers with its rich history and remarkable natural beauty just waiting to be discovered. A holiday in Nicaragua allows you to explore a vibrant culture, scenic beaches, and plenty of spots off the beaten path. Majestic volcanoes, lakes, and forests offer numerous chances for exploration and exciting adventures, while major cities boast splendid colonial architecture. With access to coastlines on both the Pacific and the Caribbean, a vacation in Nicaragua appeals to those looking for thrilling surfing experiences, dramatic views, or a chance to spread out on a deserted tropical beach.
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