55 days in Montserrat, Caribbean & Costa Rica Itinerary

55 days in Montserrat, Caribbean & Costa Rica Itinerary

Created using Inspirock itinerary planner

This plan was created by another user.  Make it your plan

Route & dates

55 days in Montserrat, Caribbean & Costa Rica Itinerary

Start: Seattle, United States
Fly:  19​h 45​min
1
Montserrat, Spain
— 4 nights
Fly:  18​h 15​min
2
San Juan, Puerto Rico
— Few hours
Fly:  2​h 30​min
3
Virgin Gorda, British Virgin Islands
— 5 nights
Fly:  2​h 45​min
4
Shoal Bay Village, Anguilla
— 4 nights
Fly + taxi:  2​h 15​min
5
Roseau, Dominica
— 4 nights
Drive + Fly:  3​h 30​min
6
St. John's, Antigua and Barbuda
— 4 nights
+2
Fly + foot + ferry:  7​h 15​min
7
Bequia, St. Vincent and the Grenadines
— 3 nights
+2
ferry + foot + Fly:  3​h 45​min
8
Bridgetown, Barbados
— 4 nights
bus + Fly:  2​h
9
Fort-de-France, Martinique
— 4 nights
ferry + Drive:  2​h 15​min
10
Soufriere, St. Lucia
— 3 nights
Drive + Fly:  3​h
11
Port of Spain, Trinidad and Tobago
— 3 nights
bus + Fly:  5​h 15​min
12
Willemstad, Curacao
— 4 nights
+2
Fly + bus + shuttle:  12​h 15​min
13
La Fortuna de San Carlos, Costa Rica
— 3 nights
Fly:  10​h
14
Havana, Cuba
— 4 nights
Fly:  10​h 45​min
End: Seattle, United States

4
nights
Montserrat, Spain

Montserrat ©
You'll find plenty of places to visit near Montserrat: Centre Hipic Talamanca (in Talamanca), Sant Sadurni d'Anoia (Freixenet, Caves Anna d’ Codorniu, & more) and Abric Romani (in Capellades).

For photos, maps, and tourist information, read Montserrat trip itinerary builder app .

Seattle, USA to Montserrat is an approximately 20-hour flight. The time zone changes from Pacific Standard Time (PST) to Central European Time (CET), which is usually a 9 hour difference. Traveling from Seattle in February, you will find days in Montserrat are somewhat warmer (56°F), and nights are about the same (39°F). Finish your sightseeing early on the 20th (Thu) so you can travel to San Juan.

Things to do in Montserrat

Wineries Parks Nature

Side Trips

Sant Sadurni d'Anoia, Sant Esteve Sesrovires, Castellroig , vinos y cavas de terrer, Abric Romani, Escolania de Montserrat
Find places to stay Feb 16 — 20:
Highlights from your plan
Recaredo ©
Recaredo
Santa Maria de Montserrat Abbey ©
Santa Maria de Montserrat Abbey
Sant Jeroni ©
Sant Jeroni

few
hours
San Juan, Puerto Rico

San Juan
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Change things up with these side-trips from San Juan: El Yunque Rain Forest (in El Yunque National Forest), Museo de Arte de Ponce (in Ponce) and Luquillo Beach (in Luquillo). There's lots more to do: steep yourself in history at Old San Juan, admire the masterpieces at Museo de Las Americas, stop by Coqui el Original, and get to know the fascinating history of San Juan National Historic Site.

To find photos, traveler tips, more things to do, and tourist information, go to the San Juan day trip planning tool .

The Route module can help you plan travel from Montserrat to San Juan. The time zone difference moving from Central European Time (CET) to Atlantic Standard Time (AST) is minus 5 hours. Expect much hotter temperatures when traveling from Montserrat in February; daily highs in San Juan reach 84°F and lows reach 73°F. Finish up your sightseeing early on the 22nd (Sat) so you can travel to Virgin Gorda.

Things to do in San Juan

Outdoors Tours Parks
Find places to stay Feb 21 — 22:

5
nights
Virgin Gorda, British Virgin Islands

Virgin Gorda ©
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 22nd (Sat) exploring nature at Devil's Bay National Park. Spend the 24th (Mon) exploring nature at Virgin Gorda Peak. There's much more to do: explore the striking landscape at The Baths, head outdoors with Fusion BVI, trek along Biras Creek Trail, and don't miss a visit to Saba Rock.

To see other places to visit, photos, ratings, and tourist information, read our Virgin Gorda trip itinerary planning website .

Traveling by flight from San Juan to Virgin Gorda takes 2.5 hours. Alternatively, you can do a combination of flight and ferry. Expect a daytime high around 84°F in February, and nighttime lows around 75°F. Finish up your sightseeing early on the 26th (Wed) so you can travel to Shoal Bay Village.

Things to do in Virgin Gorda

Parks Nature Outdoors
Find places to stay Feb 21 — 26:
Highlights from your plan
Spring Bay ©
Spring Bay
The Baths ©
The Baths
Devil's Bay National Park ©
Devil's Bay National Park

4
nights
Shoal Bay Village, Anguilla

Shoal Bay Village ©
Explore Shoal Bay Village's surroundings by going to West End Village (Limin' Boutique, Devonish Art Gallery, & more).

To see traveler tips, where to stay, reviews, and other tourist information, use the Shoal Bay Village online travel route planner .

You can fly from Virgin Gorda to Shoal Bay Village in 3 hours. Other options are to do a combination of ferry and flight; or do a combination of flight and ferry. In February, plan for daily highs up to 83°F, and evening lows to 72°F. Cap off your sightseeing on the 1st (Sun) early enough to travel to Roseau.

Things to do in Shoal Bay Village

Parks Beaches Outdoors

Side Trips

West End Village, Sandy Ground, The Valley, Anguilla, Meads Bay
Find places to stay Feb 26 — Mar 1:
Highlights from your plan
Shoal Bay ©
Shoal Bay
Rendezvous Bay Beach ©
Rendezvous Bay Beach
Maundays Bay ©
Maundays Bay

4
nights
Roseau, Dominica

Roseau ©
The capital city, Roseau maintains a small scale, but possesses a convincing Caribbean charm in its architecture, cuisine, and culture.
Change things up with these side-trips from Roseau: Morne Trois Pitons National Park (Boiling Lake, Morne Nichols, & more). The adventure continues: admire the sheer force of Trafalgar Falls, contemplate the waterfront views at Breakfast River, see the interesting displays at Roseau Museum, and contemplate the long history of Fort Shirley.

To see more things to do, traveler tips, other places to visit, and more tourist information, go to the Roseau online tour itinerary builder .

You can do a combination of flight and taxi from Shoal Bay Village to Roseau in 2.5 hours. Alternatively, you can do a combination of ferry and flight. Finish your sightseeing early on the 5th (Thu) so you can travel to St. John's.

Things to do in Roseau

Parks Nature Museums

Side Trips

Morne Trois Pitons National Park, Fort Shirley
Find places to stay Mar 1 — 5:
Highlights from your plan
Boiling Lake ©
Boiling Lake
Trafalgar Falls ©
Trafalgar Falls
Emerald Pool Nature Trail ©
Emerald Pool Nature Trail

4
nights
St. John's, Antigua and Barbuda

St. John's ©
The capital and largest city of Antigua and Barbuda, St John's represents the commercial and touristic center of the twin-island country.
Explore the numerous day-trip ideas around St. John's: Saint Philip Parish (Scuba & Snorkeling & Devil's Bridge) and English Harbour (Nelson's Dockyard & Shirley Heights). The adventure continues: contemplate the waterfront views at Dickenson Bay, enjoy the sand and surf at Valley Church Beach, take an in-depth tour of Betty's Hope, and get a taste of the local shopping with Fig Tree Studio Art Gallery.

To find ratings, other places to visit, more things to do, and other tourist information, read our St. John's trip itinerary builder website .

Getting from Roseau to St. John's by combination of car and flight takes about 3.5 hours. Expect a daytime high around 83°F in March, and nighttime lows around 73°F. Wrap up your sightseeing on the 9th (Mon) to allow time to travel to Bequia.

Things to do in St. John's

Parks Outdoors Nature

Side Trips

Antigua, English Harbour, Saint Philip Parish, Valley Church Beach
Find places to stay Mar 5 — 9:
Highlights from your plan
Nelson's Dockyard ©
Nelson's Dockyard
Dickenson Bay ©
Dickenson Bay
Shirley Heights ©
Shirley Heights

3
nights
Bequia, St. Vincent and the Grenadines

Bequia ©
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, historic sites, wildlife, nature, and museums. Your plan includes some of its best attractions: kick back and relax at Princess Margaret Beach, contemplate the long history of Hamilton Fort, contemplate the waterfront views at The Wall, and shop like a local with The Oasis Art Gallery & Gift Shop.

To find maps, traveler tips, and other tourist information, you can read our Bequia trip site .

Do a combination of flight and ferry from St. John's to Bequia in 7.5 hours. In March, daytime highs in Bequia are 85°F, while nighttime lows are 75°F. Wrap up your sightseeing on the 12th (Thu) early enough to travel to Bridgetown.

Things to do in Bequia

Parks Outdoors Nature
Find places to stay Mar 9 — 12:
Highlights from your plan
Princess Margaret Beach ©
Princess Margaret Beach
Scuba & Snorkeling
Friendship Bay ©
Friendship Bay

4
nights
Bridgetown, Barbados

Bridgetown ©
Bridgetown is the capital and largest city of Barbados. Get out of town with these interesting Bridgetown side-trips: Andromeda Botanic Gardens (in Bathsheba) and Saint Philip Parish (Bottom Bay, Foul Bay, & more). There's lots more to do: take in nature's colorful creations at Hunte's Gardens, take a memorable tour with Jammin Catamaran Cruises, steep yourself in history at Garrison Savannah, and see some colorful creatures with a scuba or snorkeling tour.

To find more things to do, maps, and more tourist information, refer to the Bridgetown road trip planning tool .

Getting from Bequia to Bridgetown by combination of ferry and flight takes about 4 hours. Expect a daytime high around 85°F in March, and nighttime lows around 75°F. Finish your sightseeing early on the 16th (Mon) to allow enough time to travel to Fort-de-France.

Things to do in Bridgetown

Outdoors Parks Beaches

Side Trips

Saint Philip Parish, Saint Joseph Parish, Gun Hill Signal Station, Scuba & Snorkeling
Find places to stay Mar 12 — 16:
Highlights from your plan
Hunte's Gardens ©
Hunte's Gardens
Bottom Bay ©
Bottom Bay
Andromeda Botanic Gardens ©
Andromeda Botanic Gardens

4
nights
Fort-de-France, Martinique

Fort-de-France ©
The political capital of Martinique, Fort-de-France has a thriving commercial center and a number of historic sites.
Get out of town with these interesting Fort-de-France side-trips: La Savane des Esclaves (in Trois-Ilets), Presqu'ile de la Caravelle (in Tartane) and Anse Dufour (in Les Anses d'Arlet). There's still lots to do: admire the natural beauty at Jardin de Balata, sample the fine beverages at Distillerie la Favorite, enjoy the sand and surf at Pointe du Bout, and contemplate in the serene atmosphere at St. Louis Cathedral.

To find other places to visit, where to stay, reviews, and tourist information, read our Fort-de-France attractions planner.

Traveling by combination of bus and flight from Bridgetown to Fort-de-France takes 2 hours. Alternatively, you can do a combination of flight and ferry. March in Fort-de-France sees daily highs of 85°F and lows of 72°F at night. Wrap up your sightseeing on the 20th (Fri) early enough to travel to Soufriere.

Things to do in Fort-de-France

Parks Beaches Outdoors

Side Trips

Martinique, La Savane des Esclaves, Presqu'ile de la Caravelle, Anse Dufour, Montagne Pelee
Find places to stay Mar 16 — 20:
Highlights from your plan
Montagne Pelee ©
Montagne Pelee
Jardin de Balata ©
Jardin de Balata
La Savane des Esclaves ©
La Savane des Esclaves

3
nights
Soufriere, St. Lucia

Soufriere ©
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.
Soufriere is known for nature, parks, trails, wildlife, and museums. Your plan includes some of its best attractions: take in nature's colorful creations at Diamond Falls Botanical Gardens, hike along Gros Piton Nature Trail, take in the exciting artwork at The Image Tree, and race across the water with a speed boat tour.

Planning Soufriere trip won't be overwheling when you use's Insprock itinerary maker.

You can do a combination of ferry and car from Fort-de-France to Soufriere in 2.5 hours. Alternatively, you can do a combination of ferry and bus. March in Soufriere sees daily highs of 85°F and lows of 76°F at night. Cap off your sightseeing on the 23rd (Mon) early enough to travel to Port of Spain.

Things to do in Soufriere

Parks Outdoors Trails

Side Trip

Gros Piton
Find places to stay Mar 20 — 23:
Highlights from your plan
Diamond Falls Botanical Gardens ©
Diamond Falls Botanical Gardens
Gros Piton ©
Gros Piton
Tet Paul Nature Trail ©
Tet Paul Nature Trail

3
nights
Port of Spain, Trinidad and Tobago

Port of Spain ©
Port of Spain, the country's capital, sits between the sea and a scenic green mountain range, and acts as a gateway for eclectic adventures on land and sea.
Start off your visit on the 24th (Tue): walk around Queen's Park Savannah, then pause for some photo ops at Dattatreya Temple and Hanuman Statue, and then identify plant and animal life at Asa Wright Nature Centre. Get ready for a full day of sightseeing on the 25th (Wed): look for all kinds of wild species at Yerette, then tour the pleasant surroundings at Maracas Beach, and then look for gifts at Cocobel.

To see traveler tips, ratings, photos, and more tourist information, go to the Port of Spain trip website .

You can do a combination of car and flight from Soufriere to Port of Spain in 3 hours. Another option is to fly. In March in Port of Spain, expect temperatures between 90°F during the day and 73°F at night. Finish up your sightseeing early on the 26th (Thu) so you can travel to Willemstad.

Things to do in Port of Spain

Parks Wildlife Beaches

Side Trips

Asa Wright Nature Centre, Yerette
Find places to stay Mar 23 — 26:
Highlights from your plan
Asa Wright Nature Centre ©
Asa Wright Nature Centre
Maracas Beach
Maracas Beach
Queen's Park Savannah ©
Queen's Park Savannah

4
nights
Willemstad, Curacao

Willemstad ©
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. Willemstad is known for wildlife, nature, beaches, adventure, and museums. Your plan includes some of its best attractions: snap pictures at Queen Emma Pontoon Bridge, sample the fine beverages at Curacao Liqueur Distillery, stop by The Goods BV, and stroll through Kenepa Beach.

To see ratings, other places to visit, and more tourist information, refer to the Willemstad itinerary planning tool .

Fly from Port of Spain to Willemstad in 5.5 hours. Expect a daytime high around 87°F in March, and nighttime lows around 77°F. Wrap up your sightseeing on the 30th (Mon) to allow time to travel to La Fortuna de San Carlos.

Things to do in Willemstad

Parks Outdoors Beaches

Side Trip

Curacao
Find places to stay Mar 26 — 30:
Highlights from your plan
Queen Emma Pontoon Bridge ©
Queen Emma Pontoon Bridge
Scuba & Snorkeling
Cas Abao Beach ©
Cas Abao Beach

3
nights
La Fortuna de San Carlos, Costa Rica

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.
La Fortuna de San Carlos is known for nature, adventure, wildlife, trails, and parks. Your plan includes some of its best attractions: take in the natural beauty of Tabacon Hot Springs, view the masterpieces at Galeria Estudio, hike along Bogarin Trail, and take a memorable tour with Tours.

To find other places to visit, more things to do, reviews, and more tourist information, you can read our La Fortuna de San Carlos road trip planning tool .

Traveling by combination of flight and shuttle from Willemstad to La Fortuna de San Carlos takes 12.5 hours. Due to the time zone difference, you'll gain 2 hours traveling from Willemstad to La Fortuna de San Carlos. Wrap up your sightseeing on the 3rd (Fri) to allow time to travel to Havana.

Things to do in La Fortuna de San Carlos

Parks Nature Outdoors

Side Trip

Arenal Volcano
Find places to stay Mar 30 — Apr 3:
Highlights from your plan
River Rafting & Tubing
Tabacon Hot Springs ©
Tabacon Hot Springs
La Fortuna Waterfall ©
La Fortuna Waterfall

4
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Havana is known for historic sites, museums, nightlife, beaches, and parks. Your plan includes some of its best attractions: make a trip to El Malecon, steep yourself in history at El Morro, admire the masterpieces at Museu Nacional de Belas Artes de Cuba, and get to know the fascinating history of Old Havana.

Plan trip to Havana with our itinerary maker to find out where to go and what to do.

Do a combination of shuttle and flight from La Fortuna de San Carlos to Havana in 10 hours. Alternatively, you can do a combination of bus and flight. The time zone difference when traveling from La Fortuna de San Carlos to Havana is 1 hour. April in Havana sees daily highs of 87°F and lows of 67°F at night. Finish your sightseeing early on the 8th (Wed) to allow enough time to travel back home.

Things to do in Havana

Historic Sites Museums Neighborhoods
Find places to stay Apr 4 — 8:
Highlights from your plan
Old Havana ©
Old Havana
Malecón of Havana ©
Malecón of Havana
Plaza de la Catedral ©
Plaza de la Catedral

Similar Plans

19 days in Costa Rica & Chicago BY A USER FROM UNITED STATES May, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: May, kids, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 9 days in Puerto Rico BY A USER FROM UNITED STATES May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Costa Rica BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 9 days in Puerto Rico BY A USER FROM UNITED STATES June, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: June, teens, kids, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 6 days in Martinique BY A USER FROM QATAR July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 24 days in Barbados BY A USER FROM CANADA May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: May, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 5 days in Puerto Rico BY A USER FROM UNITED STATES July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 5 days in Puerto Rico BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 14 days in Puerto Rico BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular sights PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Fast-paced 60 days in Central America & Mexico BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, historic sites, shopping, hidden gems PREFERENCES: June, culture, outdoors, relaxing, historic sites, shopping ATTRACTION STYLE: Hidden gems PACE: Medium 7 days in Puerto Rico BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, popular & hidden gems PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 12 days in Martinique BY A USER FROM JAMAICA July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, popular & hidden gems PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping ATTRACTION STYLE: Popular & hidden gems PACE: Medium
View more plans