31 days in Caribbean & Costa Rica Itinerary

31 days in Caribbean & Costa Rica Itinerary

Created using Inspirock tour itinerary planner

Make it your trip
Fly
1
Bridgetown, Barbados
— 3 nights
Fly
2
Philipsburg, St. Maarten-St. Martin
— 2 nights
Fly
3
Willemstad, Curacao
— 3 nights
Fly
4
Palm - Eagle Beach, Aruba
— 3 nights
Fly to San Jose, Shuttle to La Fortuna de San Carlos
5
La Fortuna de San Carlos, Costa Rica
— 3 nights
Drive
6
Manuel Antonio, Costa Rica
— 2 nights
Drive
7
Monteverde, Costa Rica
— 2 nights
Taxi to Atenas, Fly to Havana
8
Varadero, Cuba
— 2 nights
Fly
9
Negril, Jamaica
— 2 nights
Drive
10
Ocho Rios, Jamaica
— 2 nights
Fly
11
Providenciales, Turks and Caicos
— 3 nights
Fly
12
Punta Cana, Dominican Republic
— 3 nights
Fly

S M T W T F S
28
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
1
2
3

Bridgetown, Barbados

— 3 nights
Bridgetown is the capital and largest city of Barbados. Step out of the city life by going to Carlisle Bay and Scuba & Snorkeling. Step off the beaten path and head to Bathsheba Beach and Rockley Beach. Venture out of the city with trips to Bottom Bay (in Saint Philip Parish) and Crane Beach (in Union Hall). The adventure continues: stroll through Accra Beach, admire the natural beauty at Hunte's Gardens, enjoy the sand and surf at Soup Bowl, and explore the fascinating underground world of Harrison's Cave..

For ratings, other places to visit, photos, and tourist information, read our Bridgetown vacation planner.

Valletta, Malta to Bridgetown is an approximately 19.5-hour flight. Traveling from Valletta to Bridgetown, you'll gain 5 hours due to the time zone difference. Traveling from Valletta in March, things will get much warmer in Bridgetown: highs are around 34°C and lows about 28°C. Wrap up your sightseeing on the 4th (Thu) early enough to travel to Philipsburg.

Things to do in Bridgetown

Parks · Outdoors · Beaches · Tours

Side Trips

Philipsburg, St. Maarten-St. Martin

— 2 nights
Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
Kick off your visit on the 5th (Fri): enjoy the sand and surf at Great Bay Beach, stroll through Cupecoy Bay Beach, enjoy the sand and surf at Mullet Bay Beach, then enjoy the sand and surf at Maho Beach, and finally appreciate the history behind Brown Pelicans. On the 6th (Sat), you'll have a packed day of sightseeing: see some colorful creatures with a scuba or snorkeling tour, then kick back and relax at Orient Bay Beach, and then enjoy the sand and surf at Dawn Beach.

To see reviews, ratings, more things to do, and other tourist information, read Philipsburg online journey planner.

Traveling by flight from Bridgetown to Philipsburg takes 8 hours. March in Philipsburg sees daily highs of 33°C and lows of 28°C at night. Wrap up your sightseeing on the 6th (Sat) to allow time to travel to Willemstad.

Things to do in Philipsburg

Outdoors · Beaches · Parks · Tours

Side Trips

Willemstad, Curacao

— 3 nights
Willemstad is the capital city of Curaçao, an island in the southern Caribbean Sea that forms a constituent country of the Kingdom of the Netherlands. Step out of the city life by going to Kleine Knip and Cas Abao Beach. Your itinerary includes some good beach time at Playa PortoMari and Playa Lagun. There's lots more to do: explore the striking landscape of Shete Boka Park, snap pictures at Queen Emma Pontoon Bridge, and get interesting insight from Tours.

For photos, reviews, and more tourist information, go to the Willemstad online travel route planner.

Getting from Philipsburg to Willemstad by flight takes about 5.5 hours. In March in Willemstad, expect temperatures between 36°C during the day and 29°C at night. Finish up your sightseeing early on the 9th (Tue) so you can travel to Palm - Eagle Beach.

Things to do in Willemstad

Parks · Outdoors · Beaches · Nature

Side Trip

Palm - Eagle Beach, Aruba

— 3 nights
A long stretch of powdery white sand and aquamarine waters, Palm - Eagle Beach remains one of Aruba's most visited vacation spots.
We've included these beaches for you: Eagle Beach and Boca Cataavlina. You'll discover tucked-away gems like Arashi Beach and Malmok Beach. Explore the numerous day-trip ideas around Palm - Eagle Beach: San Nicolas (JADS Dive Center & Baby Beach). There's more to do: stroll through Palm Beach and experience rural life at The Butterfly Farm.

To find other places to visit, maps, traveler tips, and tourist information, you can read our Palm - Eagle Beach attractions planning site.

You can fly from Willemstad to Palm - Eagle Beach in 4.5 hours. In March, daytime highs in Palm - Eagle Beach are 36°C, while nighttime lows are 30°C. Wrap up your sightseeing on the 12th (Fri) to allow time to travel to La Fortuna de San Carlos.

Things to do in Palm - Eagle Beach

Parks · Outdoors · Beaches · Wildlife

Side Trips

La Fortuna de San Carlos, Costa Rica

— 3 nights
Set against the backdrop of the imposing Arenal Volcano, La Fortuna de San Carlos offers visitors a chance to explore diverse natural landscapes and sample some delicious local produce.
Visiting Tabacon Hot Springs and Paradise Hot Springs will get you outdoors. Explore hidden gems such as Ecotermales Fortuna and Natura Eco Park Costa Rica. And it doesn't end there: take in the natural beauty of Rio Chollin, hike along Senderos Los Tucanes, contemplate the geological forces at Arenal Volcano, and take a memorable tour with Tours.

For other places to visit, more things to do, photos, and other tourist information, use the La Fortuna de San Carlos trip planner.

Traveling by combination of flight and shuttle from Palm - Eagle Beach to La Fortuna de San Carlos takes 14 hours. The time zone changes from Atlantic Standard Time to Central Standard Time, which is usually a -2 hour difference. Wrap up your sightseeing on the 15th (Mon) to allow time to drive to Manuel Antonio.

Things to do in La Fortuna de San Carlos

Parks · Nature · Outdoors · Tours

Side Trip

Manuel Antonio, Costa Rica

— 2 nights
The rainforest meets the sea at Manuel Antonio National Park, a small but scenic natural preserve on the west coast of Costa Rica.
Kick off your visit on the 16th (Tue): tour the pleasant surroundings at Playa Manuel Antonio, tour the pleasant surroundings at Playa Biesanz, and then paddle through the water with a kayaking and canoeing tour. Keep things going the next day: see Off-Road Tours, surround yourself with nature on a nature and wildlife tour, and then trot along with a tour on horseback.

To find more things to do, ratings, reviews, and more tourist information, you can read our Manuel Antonio travel route planning site.

Traveling by car from La Fortuna de San Carlos to Manuel Antonio takes 4.5 hours. Alternatively, you can take a shuttle; or take a bus. Cap off your sightseeing on the 17th (Wed) early enough to go by car to Monteverde.

Things to do in Manuel Antonio

Outdoors · Tours · Beaches · Parks

Monteverde, Costa Rica

— 2 nights
Monteverde is all about natural attractions, not surprising for an eco-tourism hotspot known for its cloud forests and rich diversity of animal life.
Start off your visit on the 18th (Thu): admire the natural beauty at Monteverde Orchid Garden, then stroll through Curi Cancha Reserve, and then stroll through Monteverde Cloud Forest Biological Reserve.

For where to stay, ratings, other places to visit, and more tourist information, you can read our Monteverde road trip site.

You can drive from Manuel Antonio to Monteverde in 4 hours. Another option is to take a bus. Wrap up your sightseeing on the 19th (Fri) to allow time to travel to Varadero.

Things to do in Monteverde

Parks · Wildlife · Nature

Varadero, Cuba

— 2 nights
One of the largest resort towns in the Caribbean, Varadero boasts a 20 km (12 mi) long stretch of sand, lined with hotels and all-inclusive resorts.
Kick off your visit on the 20th (Sat): explore the fascinating underground world of Cuevas de Bellamar, explore the fascinating underground world of Cueva de Saturno, then stroll through Coral Beach - Playa Coral, and finally kick back and relax at Varadero Beach. Get ready for a full day of sightseeing on the next day: play a few rounds at Varadero Golf Club, then tour the pleasant surroundings at Cayos Blancos, and then stroll around Josone Park.

For traveler tips, where to stay, photos, and tourist information, read Varadero journey maker app.

Do a combination of taxi and flight from Monteverde to Varadero in 15 hours. Due to the time zone difference, you'll lose 1 hour traveling from Monteverde to Varadero. In March in Varadero, expect temperatures between 32°C during the day and 19°C at night. Wrap up your sightseeing on the 21st (Sun) to allow time to travel to Negril.

Things to do in Varadero

Parks · Outdoors · Beaches · Golf

Side Trip

Negril, Jamaica

— 2 nights
Once Jamaica's hidden gem, Negril has significantly expanded its infrastructure without losing its casual way of life.
Kick off your visit on the 22nd (Mon): explore the striking landscape at Negril Cliffs, indulge in some personalized pampering at some of the best spas, then contemplate the waterfront views at Bloody Bay, and finally enjoy the sand and surf at Seven Mile Beach. On the 23rd (Tue), you'll have a packed day of sightseeing: take a tour by water with Boat Tours & Water Sports, enjoy the sand and surf at Half Moon Beach, and then explore the fascinating underground world of Blue Hole Mineral Spring.

To find traveler tips, where to stay, more things to do, and other tourist information, read Negril trip itinerary planning site.

Getting from Varadero to Negril by flight takes about 8 hours. Traveling from Varadero in March, plan for somewhat warmer nights in Negril, with lows around 26°C. Cap off your sightseeing on the 23rd (Tue) early enough to go by car to Ocho Rios.

Things to do in Negril

Parks · Outdoors · Nature · Beaches

Side Trip

Ocho Rios, Jamaica

— 2 nights
A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Kick off your visit on the 24th (Wed): explore the fascinating underground world of Green Grotto Caves, take a pleasant ride with a tour on horseback, and then kick your exploration up a notch at some of the top local zipline courses and adventure parks.

For where to stay, traveler tips, maps, and other tourist information, read our Ocho Rios tour planner.

Drive from Negril to Ocho Rios in 3 hours. Alternatively, you can take a bus. In March, plan for daily highs up to 36°C, and evening lows to 27°C. On the 25th (Thu), wrap the sightseeing up by early afternoon so you can travel to Providenciales.

Things to do in Ocho Rios

Tours · Nature · Parks · Outdoors

Side Trip

Providenciales, Turks and Caicos

— 3 nights
The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Eschew the tourist crowds and head to Scuba & Snorkeling and Long Bay Beach. Visit Grace Bay Beach and Taylor Bay Beach for some beach relaxation. Spend the 28th (Sun) exploring nature at Chalk Sound. The adventure continues: play a few rounds at Provo Golf Club, contemplate the waterfront views at Sapodilla Bay Beach, and take a pleasant ride with a tour on horseback.

For ratings, traveler tips, and other tourist information, use the Providenciales holiday planner.

Getting from Ocho Rios to Providenciales by flight takes about 9.5 hours. Expect little chillier weather when traveling from Ocho Rios in March: highs in Providenciales hover around 32°C, while lows dip to 27°C. Finish your sightseeing early on the 28th (Sun) to allow enough time to travel to Punta Cana.

Things to do in Providenciales

Parks · Outdoors · Nature · Beaches

Punta Cana, Dominican Republic

— 3 nights
In an area boasting beaches that face both the Atlantic Ocean and the Caribbean Sea, vacations in Punta Cana have been popular with tourists since the early 1970s.
Kick off your visit on the 29th (Mon): explore the activities along Hoyo Azul, kick back and relax at Bavaro Beach, and then relax and rejuvenate at Ocean Adventures Punta Cana. On the 30th (Tue), you'll have a packed day of sightseeing: enjoy the sand and surf at Playa Bayahibe, then identify plant and animal life at Wildlife Areas, and then get interesting insight from Tours.

To find other places to visit, traveler tips, more things to do, and tourist information, refer to the Punta Cana travel route builder website.

Traveling by flight from Providenciales to Punta Cana takes 6.5 hours. The time zone difference when traveling from Providenciales to Punta Cana is 1 hour. Expect a daytime high around 34°C in March, and nighttime lows around 25°C. Wrap up your sightseeing on the 31st (Wed) early enough to travel back home.

Things to do in Punta Cana

Outdoors · Parks · Tours · Beaches

Side Trip

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.

Costa Rica travel guide

4.5
Beaches · Nature & Parks · Zipline
Tiny in terms of land area, Costa Rica is astoundingly diverse when it comes to culture and natural attractions. In a country called "Rich Coast", it's no surprise most Costa Rica vacations dedicate at least a few days to picturesque Pacific and Caribbean beaches, ideal for water sports and relaxation. Few small countries offer such a range of landscapes, allowing tourists to observe towering volcanoes while soaking away their worries in a hot spring, or hike into dense rainforests in the morning and surf at a modern resort in the afternoon. A trip to Costa Rica also lets you discover pristine national parks, ensuring plenty of chances to view wildlife from the comfort of eco-friendly lodges packed with amenities even ardent nature lovers secretly desire.

Cuba travel guide

4.4
Beaches · Historic Walking Areas · Landmarks
The largest island in the Caribbean, Cuba lies just 140 km (90 mi) south of Florida and captivates a growing number of Western visitors with its tropical landscapes and cultural attractions. Sightseeing in Cuba inevitably begins in Havana, a city of photogenic architecture, lively nightlife, and a passion for baseball. The country's smaller colonial towns usually feature central squares, ideal places to meet the locals under wrought-iron street lamps. Savvy visitors escape the cities during their Cuba holidays, devoting plenty of time to the country's charming countryside, where you can get the feel for this diverse land by conversing with friendly tobacco farmers and small-scale fruit producers.

Jamaica travel guide

4.1
Waterfalls · Beaches · Nightlife
The third most populous English-speaking country in the Americas, Jamaica remains a member of the Commonwealth of Nations, with the British monarch its official head of state. Jamaica tourism thrives thanks to the island nation's reputation for natural beauty, outstanding cuisine, and lively music scene. The country's landscape is as diverse as its population, its tropical climate supporting varied ecosystems that include everything from savannahs to rugged mountain slopes. For most visitors, a holiday in Jamaica is a largely outdoor affair, with hiking, fishing, golfing, camping, snorkeling, horseback riding, and kite surfing among the most popular things to do.