15 days in Jamaica, Costa Rica & Portugal Itinerary

15 days in Jamaica, Costa Rica & Portugal Itinerary

Created using Inspirock Trip Planner

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Fly
1
Montego Bay, Jamaica
— 1 night
Fly to San Jose, Shuttle to La Fortuna de San Carlos
2
La Fortuna de San Carlos, Costa Rica
— 3 nights
Shuttle to Playa Panamá, Fly to Porto
3
Porto, Portugal
— 2 nights
Fly
4
Funchal, Portugal
— 2 nights
Fly
5
Lisbon, Portugal
— 5 nights
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Montego Bay, Jamaica

— 1 night
The second largest city in Jamaica, Montego Bay boasts an international airport and a major cruise-line terminal, so it regularly receives a big influx of visitors to the island.
On the 3rd (Mon), tour the pleasant surroundings at Doctor's Cave Beach, look for gifts at Tropicana Jewelers, and then steep yourself in history at Rose Hall Great House.

For reviews, more things to do, maps, and more tourist information, use the Montego Bay travel planner.

Montreal, Canada to Montego Bay is an approximately 8.5-hour flight. Traveling from Montreal in July, expect Montego Bay to be a bit warmer, temps between 39°C and 29°C. Finish up your sightseeing early on the 4th (Tue) so you can travel to La Fortuna de San Carlos.

Things to do in Montego Bay

Beaches · Outdoors · Parks · Historic Sites

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.
Kick off your visit on the 5th (Wed): take in the natural beauty of Baldi Hot Springs and then let the river carry you with a rafting and tubing tour. Get ready for a full day of sightseeing on the 6th (Thu): hike along Natura Eco Park Costa Rica and then witness a stunning natural landmark at Tabacon Hot Springs.

To see more things to do, reviews, photos, and tourist information, read La Fortuna de San Carlos trip planner.

You can do a combination of flight and shuttle from Montego Bay to La Fortuna de San Carlos in 11.5 hours. Traveling from Montego Bay to La Fortuna de San Carlos, you'll gain 1 hour due to the time zone difference. Cap off your sightseeing on the 7th (Fri) early enough to travel to Porto.

Things to do in La Fortuna de San Carlos

Parks · Nature · Spas · Outdoors

Porto, Portugal

— 2 nights

Unvanquished City

Called "Oporto" by many, the city of Porto along the Duoro River lent the country and Port wine their names. Portugal's second-largest metropolis dates back to the 4th century, representing both a rich cultural past and industrial present through its architecture and style.
On the 8th (Sat), enjoy breathtaking views from Torre dos Clerigos and then make a trip to Centro Historico de Guimaraes. On the 9th (Sun), you'll have a packed day of sightseeing: admire the masterpieces at Museu Serralves, then take in the views from Ponte de Dom Luis I, then get into the urban bustle at Palacio da Bolsa, and finally contemplate in the serene atmosphere at Porto Cathedral (Se Catedral).

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

Traveling by combination of shuttle and flight from La Fortuna de San Carlos to Porto takes 19.5 hours. Traveling from La Fortuna de San Carlos to Porto, you'll lose 6 hours due to the time zone difference. In July, daily temperatures in Porto can reach 28°C, while at night they dip to 17°C. Finish up your sightseeing early on the 10th (Mon) so you can travel to Funchal.

Things to do in Porto

Historic Sites · Museums · Parks · Shopping

Side Trip

Funchal, Portugal

— 2 nights
The capital of the island of Madeira for more than 500 years, Funchal represents a laid-back city made popular by its historical sites and climate.
Start off your visit on the 10th (Mon): take in the architecture and atmosphere at Igreja de Nossa Senhora do Monte, indulge your taste buds at Blandy's Wine Lodge, and then take in the dramatic natural features at Cabo Girao. Here are some ideas for day two: contemplate the waterfront views at Porto Moniz Natural Swimming Pools, then pause for some serene contemplation at Igreja Da Nossa Senhora Da Conceicao, and then identify plant and animal life at Ponta de Sao Lourenco.

For other places to visit, ratings, and more tourist information, read Funchal driving holiday planner.

Traveling by flight from Porto to Funchal takes 5 hours. Expect somewhat warmer evenings in Funchal when traveling from Porto in July, with lows around 23°C. Wrap up your sightseeing by early afternoon on the 12th (Wed) to allow time for travel to Lisbon.

Things to do in Funchal

Wildlife · Parks · Tours · Outdoors

Side Trips

Lisbon, Portugal

— 5 nights

City of Seven Hills

Built on seven hills, Lisbon has experienced a renaissance in recent years, making it the cultural star of Portugal.
Popular historic sites such as Castelo de S. Jorge and Park and National Palace of Pena are in your itinerary. Get some cultural insight at Quinta da Regaleira and Belém Tower. Explore the numerous day-trip ideas around Lisbon: Sintra (Sintra National Palace & Castelo dos Mouros), Praia da Nazare (in Nazare) and Monastery of Alcobaca (in Alcobaca). There's much more to do: contemplate the long history of Batalha Monastery, explore the world behind art at Museu Calouste Gulbenkian, appreciate the extensive heritage of Miradouro de Santa Luzia, and visit Alfama.

For photos, ratings, more things to do, and more tourist information, go to the Lisbon trip itinerary builder website.

Traveling by flight from Funchal to Lisbon takes 4.5 hours. Expect somewhat warmer weather when traveling from Funchal in July: highs in Lisbon hover around 34°C, while lows dip to 20°C. Cap off your sightseeing on the 17th (Mon) early enough to travel back home.

Things to do in Lisbon

Historic Sites · Parks · Museums · Beaches

Side Trips

Jamaica travel guide

4
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.

Costa Rica travel guide

4.4
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.

Portugal travel guide

4.3
Landmarks · Castles · Beaches
Small in size but rich in history, culture, and natural beauty, Portugal features contrasting landscapes that include long beaches, lush vineyards, verdant valleys, and rolling hills dotted with tiny settlements where old traditions still prevail. The country's serene interior, often overlooked by foreigners, remains largely unspoiled by mass tourism and offers visitors a chance to discover this less-trodden part of Europe at their own pace. Ripe for leisurely adventures on foot or by bicycle, Portugal's fertile countryside boasts well-preserved medieval castles and outstanding wineries, producing some of the world's finest ports. The country's cities offer a lively culinary scene known for its many award-winning restaurants, topping the itineraries of foodies from around the globe.