32 days in Caribbean & Central America Itinerary

32 days in Caribbean & Central America Itinerary

Created using Inspirock trip planner

Make it your trip
Fly
1
Isla de Vieques, Puerto Rico
— 3 nights
Fly
2
San Juan, Puerto Rico
— 3 nights
Fly
3
San Pedro, Belize
— 5 nights
Ferry
4
Caye Caulker, Belize
— 6 nights
Ferry
5
Belize City, Belize
— 6 nights
Fly
6
Seven Mile Beach, Cayman Islands
— 4 nights
+2
Drive to Owen Roberts International Airport, Fly to Daniel Oduber Quiros International Airport, Drive to Playa Carrillo
7
Playa Carrillo, Costa Rica
— 2 nights
Drive to Daniel Oduber Quiros International Airport, Fly to Rio de Janeiro

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Isla de Vieques, Puerto Rico

— 3 nights

Isla Nena

For sixty years until 2003, most of the Isla de Vieques was closed off to the public, with the US Navy using the island's beaches and surrounding waters for drills and testing of new military machinery, such as bombs.
Start off your visit on the 21st (Sun): tour the pleasant surroundings at La Plata Beach and then admire the landmark architecture of Puerto Ferro Lighthouse. On the 22nd (Mon), you'll have a packed day of sightseeing: make a trip to La Gran Ceiba de Vieques, take in the waterfront at Malecon, and then discover the deep blue sea with a scuba or snorkeling tour.

For other places to visit, photos, more things to do, and more tourist information, you can read our Isla de Vieques day trip site.

San Juan to Isla de Vieques is an approximately 2-hour flight. You can also do a combination of car and ferry; or do a combination of shuttle, taxi, and ferry. In May in Isla de Vieques, expect temperatures between 34°C during the day and 28°C at night. Finish your sightseeing early on the 23rd (Tue) to allow enough time to fly to San Juan.

Things to do in Isla de Vieques

Outdoors · Beaches · Historic Sites · Parks
Find places to stay May 20 — 23:

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 off the beaten path and head to Santa Maria Magdalena de Pazzis Cemetery and Fishing Charters & Tours. Next up on the itinerary: don't miss a visit to La Puerta de San Juan, kick back and relax at Balneario El Escambron, appreciate the extensive heritage of Paseo de la Princesa, and stroll through Playa Isla Verde.

To find ratings, more things to do, where to stay, and more tourist information, refer to the San Juan road trip app.

Traveling by flight from Isla de Vieques to San Juan takes 2 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry, taxi, and shuttle. Expect a daytime high around 36°C in May, and nighttime lows around 28°C. Wrap up your sightseeing by early afternoon on the 26th (Fri) to allow time for the flight to San Pedro.

Things to do in San Juan

Outdoors · Historic Sites · Beaches · Parks

Side Trip

Find places to stay May 22 — 26:

San Pedro, Belize

— 5 nights
San Pedro evolved from small fishing village and now represents one of the most visited locations in Belize.
You'll discover tucked-away gems like The Gallery of San Pedro and Belizean Arts. There's much more to do: explore the gorgeous colors at Hol Chan Marine Reserve, stroll through Secret Beach Belize, shop like a local with Belize Chocolate Company, and relax and rejuvenate at some of the top local wellness centers.

To see reviews, other places to visit, where to stay, and more tourist information, refer to the San Pedro trip itinerary builder.

Getting from San Juan to San Pedro by flight takes about 9.5 hours. The time zone difference when traveling from San Juan to San Pedro is minus 2 hours. In May, plan for daily highs up to 36°C, and evening lows to 30°C. Finish your sightseeing early on the 31st (Wed) so you can ride a ferry to Caye Caulker.

Things to do in San Pedro

Parks · Wildlife · Shopping · Museums

Side Trip

Find places to stay May 26 — 31:

Caye Caulker, Belize

— 6 nights
At just under 8 km (5 mi) long and 1.6 km (1 mi) wide, the limestone coral island of Caye Caulker offers a small but perfectly formed getaway 32 km (20 mi) offshore from Belize City.
Step off the beaten path and head to Shark Ray Alley and Turneffe Reef. And it doesn't end there: relax and rejuvenate at some of the top local wellness centers, discover the deep blue sea with Belize Diving Services, get a taste of the local shopping with Osprey Silver Jewelry & Boutique, and stroll through The Estuary of Caye Caulker.

Plan my Caye Caulker trip by asking Inspirock to come up with tips and suggestions.

You can ride a ferry from San Pedro to Caye Caulker in 1.5 hours. Another option is to fly. In May, daytime highs in Caye Caulker are 36°C, while nighttime lows are 30°C. On the 6th (Tue), wrap the sightseeing up by early afternoon so you can ride a ferry to Belize City.

Things to do in Caye Caulker

Wildlife · Parks · Outdoors · Shopping

Side Trip

Find places to stay May 31 — Jun 6:

Belize City, Belize

— 6 nights
Belize's biggest urban center, Belize City is a culturally diverse seaside destination.
Step off the beaten path and head to Lamanai Archaeological Reserve and Museum of Belize. Explore the numerous day-trip ideas around Belize City: The Belize Zoo (in La Democracia) and Altun Ha (in Rock Stone Pond). There's still lots to do: explore the fascinating underground world of Nohoch Che'en Caves Branch Archaeological Reserve, ponder the world of politics at Government House, get outside with Cavetubing5star, and relax and rejuvenate at some of the top local wellness centers.

To see traveler tips, other places to visit, maps, and more tourist information, you can read our Belize City trip itinerary maker site.

Traveling by ferry from Caye Caulker to Belize City takes 1.5 hours. Alternatively, you can fly. June in Belize City sees daily highs of 36°C and lows of 30°C at night. On the 12th (Mon), you're off to Seven Mile Beach.

Things to do in Belize City

Outdoors · Wildlife · Tours · Parks

Side Trips

Find places to stay Jun 6 — 12:

Seven Mile Beach, Cayman Islands

— 4 nights
Seven Mile Beach is a long crescent of coral-sand beach on the western end of Grand Cayman island. Eschew the tourist crowds and head to Governors Beach and Smith's Barcadere. There's still lots to do: stroll through Stingray City Grand Cayman, enjoy the sand and surf at Seven Mile Beach, explore the activities along Bioluminescent Bay, and stop by Pure Art Gallery & Gifts.

To find reviews, more things to do, maps, and other tourist information, refer to the Seven Mile Beach trip maker website.

You can fly from Belize City to Seven Mile Beach in 8.5 hours. Traveling from Belize City to Seven Mile Beach, you'll lose 1 hour due to the time zone difference. In June, daytime highs in Seven Mile Beach are 36°C, while nighttime lows are 30°C. Cap off your sightseeing on the 16th (Fri) early enough to travel to Playa Carrillo.

Things to do in Seven Mile Beach

Parks · Wildlife · Outdoors · Beaches

Side Trips

Find places to stay Jun 12 — 16:

Playa Carrillo, Costa Rica

— 2 nights
Curving around a bay to form a perfect wineglass shape, the low-key destination of Playa Carrillo remains one of Costa Rica's hidden coastal gems.
Kick off your visit on the 17th (Sat): kick back and relax at Playa Carrillo and then relax and rejuvenate at Chillasana Yoga & Surf School. On the 18th (Sun), you'll have a packed day of sightseeing: kick back and relax at Playa Islita and then kick back and relax at Playa Corozalito.

To find reviews, maps, ratings, and other tourist information, you can read our Playa Carrillo vacation planner.

Explore your travel options from Seven Mile Beach to Playa Carrillo with the Route module. You'll gain 1 hour traveling from Seven Mile Beach to Playa Carrillo due to the time zone difference. On the 19th (Mon), you're off to home.

Things to do in Playa Carrillo

Beaches · Parks · Outdoors · Spas

Side Trips

Find places to stay Jun 16 — 19:

Puerto Rico travel guide

4.5
Historic Walking Areas · Beaches · Surfing, Windsurfing & Kitesurfing
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.

Belize travel guide

4.5
Scuba & Snorkeling · River Rafting & Tubing · Reefs
Belize boasts a long coastline along the Caribbean Sea and serves as one of the world's top destinations for snorkeling and scuba diving. In a country providing a home for many different ethnic communities, a holiday in Belize ensures visitors experience a blend of cultures sharing a small land endowed with grand natural beauty. As you tour Belize, you'll see dense broadleaf forests sheltering a staggering variety of birds, ancient Maya ruins providing a palpable history lesson, and tiny coastal villages making up in hospitality what they lack in tourist infrastructure. Still relatively unexplored by foreigners, the country offers travelers a chance to experience pristine scenery free of big crowds and pushy souvenir vendors.

Cayman Islands travel guide

4.1
Scuba & Snorkeling · Beaches · Nature & Parks
Known to some as an offshore financial haven, for pleasure seekers Cayman Islands remain one of the world's top vacation destinations, offering developed beaches and pristine reefs. Water-based activities remain among top things to do on Cayman Islands, with dolphin spotting, swimming with stingrays, and scuba diving favored by visitors of all ages. With world-class accommodations and a low crime rate, the islands ensure an ideal setting for relaxing family vacations. A holiday on Cayman Islands also provides a good chance to explore a cosmopolitan culinary scene, with a range of restaurants serving everything from Indian to Italian specialties.