17 days in Caribbean Itinerary

17 days in Caribbean Itinerary

Created using Inspirock Caribbean attractions planner

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Route & dates

17 days in Caribbean Itinerary

Start: Vancouver, Canada
Fly:  14 h 30 min
1
Charlotte Amalie, U.S. Virgin Islands
— 1 day
Fly + Taxi:  30 min
2
Virgin Gorda, British Virgin Islands
— 1 night
Ferry + Fly:  2 h 30 min
3
Basseterre, St. Kitts and Nevis
— 1 night
Fly:  3 h
4
Shoal Bay Village, Anguilla
— 1 night
Taxi + Fly:  30 min
5
Gustavia, St. Barthelemy
— 1 night
+2
Fly + Foot + Bus:  1 h 30 min
6
St. John's, Antigua and Barbuda
— 1 night
Ferry:  1 h 45 min
7
Montserrat, Montserrat
— 1 night
Fly:  2 h 45 min
8
Trois-Ilets, Martinique
— 1 night
Fly + Taxi:  3 h 30 min
9
Roseau, Dominica
— 1 night
Fly:  3 h 45 min
10
Soufriere, St. Lucia
— 1 night
Drive + Fly:  2 h
11
St. George's, Grenada
— 1 night
Fly + Bus:  2 h
12
Bridgetown, Barbados
— 1 night
+2
Fly + Foot + Ferry:  3 h 45 min
13
Bequia, St. Vincent and the Grenadines
— 1 night
+2
Ferry + Foot + Fly:  4 h 15 min
14
Port of Spain, Trinidad and Tobago
— 1 night
Bus + Fly:  5 h 45 min
15
Willemstad, Curacao
— 1 night
Bus + Fly:  1 h 45 min
16
Palm - Eagle Beach, Aruba
— 1 night
Fly:  12 h 30 min
End: Vancouver, Canada

1
day
Charlotte Amalie, U.S. Virgin Islands

Charlotte Amalie ©
One of the most visited cruise ship destinations in the Caribbean, the town of Charlotte Amalie is known around the world for its duty-free jewelry, perfume, and liquor shops.
On the 8th (Fri), don't miss a visit to Main Street and then kick back and relax at Magens Bay.

To find other places to visit, traveler tips, photos, and more tourist information, refer to the Charlotte Amalie day trip website .

Vancouver, Canada to Charlotte Amalie is an approximately 14.5-hour flight. Due to the time zone difference, you'll lose 4 hours traveling from Vancouver to Charlotte Amalie. Prepare for warmer weather when traveling from Vancouver in May: high temperatures in Charlotte Amalie hover around 36°C and lows are around 29°C. Finish your sightseeing early on the 8th (Fri) to allow enough time to travel to Virgin Gorda.

Things to do in Charlotte Amalie

Outdoors Parks Beaches

Side Trip

Magens Bay
Find places to stay May 7 — 8:
Highlights from your plan
Magens Bay ©
Magens Bay
Main Street ©
Main Street

1
night
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.
On the 9th (Sat), kick back and relax at Spring Bay, explore and take pictures at The Baths, and then explore the activities along Savannah Bay.

To see maps, traveler tips, photos, and more tourist information, go to the Virgin Gorda journey maker website .

Virgin Gorda is just a stone's throw from Charlotte Amalie. In May, daytime highs in Virgin Gorda are 35°C, while nighttime lows are 30°C. Finish up your sightseeing early on the 9th (Sat) so you can travel to Basseterre.

Things to do in Virgin Gorda

Outdoors Parks Beaches
Find places to stay May 8 — 9:
Highlights from your plan
Spring Bay ©
Spring Bay
The Baths ©
The Baths
Savannah Bay ©
Savannah Bay

1
night
Basseterre, St. Kitts and Nevis

Basseterre ©
Basseterre, estimated population 13,000 in 2011, is the capital of the Federation of Saint Kitts and Nevis in the West Indies. Start off your visit on the 10th (Sun): tee off at Royal St. Kitts Golf Club, kick back and relax at Cockleshell Beach, and then head outdoors with Frigate Bay.

To find reviews, maps, other places to visit, and more tourist information, read Basseterre road trip planning website .

Do a combination of ferry and flight from Virgin Gorda to Basseterre in 2.5 hours. Alternatively, you can fly; or do a combination of flight and ferry. In May, daily temperatures in Basseterre can reach 35°C, while at night they dip to 28°C. Finish your sightseeing early on the 10th (Sun) so you can travel to Shoal Bay Village.

Things to do in Basseterre

Outdoors Golf Parks

Side Trips

Royal St. Kitts Golf Club, Frigate Bay
Find places to stay May 9 — 10:
Highlights from your plan
Frigate Bay ©
Frigate Bay
Cockleshell Beach ©
Cockleshell Beach
Royal St. Kitts Golf Club ©
Royal St. Kitts Golf Club

1
night
Shoal Bay Village, Anguilla

Shoal Bay Village ©
Kick off your visit on the 11th (Mon): contemplate the long history of Wallblake House, kick back and relax at Rendezvous Bay Beach, and then kick back and relax at Shoal Bay.

To find more things to do, where to stay, and other tourist information, you can read our Shoal Bay Village online vacation planner .

Traveling by flight from Basseterre to Shoal Bay Village takes 3 hours. Alternatively, you can do a combination of flight and ferry; or ride a ferry. Expect a daytime high around 35°C in May, and nighttime lows around 28°C. Wrap up your sightseeing on the 11th (Mon) early enough to travel to Gustavia.

Things to do in Shoal Bay Village

Outdoors Parks Beaches

Side Trips

Rendezvous Bay Beach, Wallblake House
Find places to stay May 10 — 11:
Highlights from your plan
Shoal Bay ©
Shoal Bay
Rendezvous Bay Beach ©
Rendezvous Bay Beach

1
night
Gustavia, St. Barthelemy

Gustavia ©
Start off your visit on the 12th (Tue): get great views at Fort Karl, enjoy the sand and surf at Anse de Grande Saline, then stroll through Colombier Beach, and finally tour the pleasant surroundings at Anse des Flamands.

For where to stay, more things to do, traveler tips, and tourist information, use the Gustavia trip planner.

Gustavia is just a short distance from Shoal Bay Village. Finish your sightseeing early on the 12th (Tue) so you can travel to St. John's.

Things to do in Gustavia

Outdoors Parks Beaches

Side Trip

St. Barthelemy
Find places to stay May 11 — 12:
Highlights from your plan
Colombier Beach ©
Colombier Beach
Anse de Grande Saline ©
Anse de Grande Saline
Anse des Flamands ©
Anse des Flamands

1
night
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.
Kick off your visit on the 13th (Wed): steep yourself in history at Shirley Heights, then stop by Silver Chelles, and then contemplate the waterfront views at Dickenson Bay.

To see ratings, maps, and tourist information, use the St. John's vacation tool .

You can do a combination of flight and bus from Gustavia to St. John's in 1.5 hours. In May, daily temperatures in St. John's can reach 34°C, while at night they dip to 28°C. Finish your sightseeing early on the 13th (Wed) so you can travel to Montserrat.

Things to do in St. John's

Outdoors Parks Nature

Side Trips

Shirley Heights, Dickenson Bay
Find places to stay May 12 — 13:
Highlights from your plan
Dickenson Bay ©
Dickenson Bay
Shirley Heights ©
Shirley Heights
Silver Chelles ©
Silver Chelles

1
night
Montserrat, Montserrat

Montserrat ©
The Caribbean island of Montserrat can divide its history into two main parts: before 18th July 1995, and after.
Start off your visit on the 14th (Thu): contemplate the geological forces at Soufriere Hills Volcano, look and learn at Montserrat Volcano Observatory, and then kick back and relax at Woodlands Beach.

For other places to visit, photos, and other tourist information, use the Montserrat attractions planner.

Traveling by ferry from St. John's to Montserrat takes 2 hours. Wrap up your sightseeing on the 14th (Thu) early enough to travel to Trois-Ilets.

Things to do in Montserrat

Parks Museums Childrens Museums
Find places to stay May 13 — 14:
Highlights from your plan
Soufriere Hills Volcano ©
Soufriere Hills Volcano
Montserrat Volcano Observatory ©
Montserrat Volcano Observatory
Woodlands Beach ©
Woodlands Beach

1
night
Trois-Ilets, Martinique

Trois-Ilets
Named after three nearby islands, Trois-Ilets remains a small town few casual travelers ever get to explore.
On the 15th (Fri), explore the galleries of La Savane des Esclaves, then enjoy the sand and surf at Anse Dufour, then look for all kinds of wild species at Wildlife Areas, and finally take in the architecture and atmosphere at St. Henry Catholic Church.

For more things to do, reviews, photos, and more tourist information, go to the Trois-Ilets tour itinerary app .

Getting from Montserrat to Trois-Ilets by flight takes about 3 hours. Other options: ride a ferry; or do a combination of bus and ferry. In May, daily temperatures in Trois-Ilets can reach 36°C, while at night they dip to 28°C. Finish up your sightseeing early on the 15th (Fri) so you can travel to Roseau.

Things to do in Trois-Ilets

Outdoors Parks Wildlife

Side Trip

Les Anses d'Arlet
Find places to stay May 14 — 15:
Highlights from your plan
Anse Dufour
Anse Dufour
La Savane des Esclaves ©
La Savane des Esclaves
Scuba & Snorkeling

1
night
Roseau, Dominica

Roseau ©
The capital city, Roseau maintains a small scale, but possesses a convincing Caribbean charm in its architecture, cuisine, and culture.
Start off your visit on the 16th (Sat): explore the activities along Freshwater Lake, take in the dramatic scenery at Trafalgar Falls, and then explore the activities along Breakfast River.

For other places to visit, reviews, ratings, and more tourist information, read our Roseau online tour planner .

You can do a combination of flight and car from Trois-Ilets to Roseau in 3.5 hours. Another option is to ride a ferry. Finish your sightseeing early on the 16th (Sat) to allow enough time to travel to Soufriere.

Things to do in Roseau

Parks Nature

Side Trip

Morne Trois Pitons National Park
Find places to stay May 15 — 16:
Highlights from your plan
Trafalgar Falls ©
Trafalgar Falls
Breakfast River ©
Breakfast River
Freshwater Lake ©
Freshwater Lake

1
night
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.
Kick off your visit on the 17th (Sun): take in nature's colorful creations at Diamond Falls Botanical Gardens, see majestic marine mammals with a dolphin and whale watching tour, and then witness a stunning natural landmark at Sulphur Springs.

To find where to stay, photos, reviews, and tourist information, use the Soufriere journey maker site .

You can fly from Roseau to Soufriere in 4 hours. Alternatively, you can ride a ferry. May in Soufriere sees daily highs of 36°C and lows of 30°C at night. Finish your sightseeing early on the 17th (Sun) so you can travel to St. George's.

Things to do in Soufriere

Outdoors Wildlife Tours
Find places to stay May 16 — 17:
Highlights from your plan
Diamond Falls Botanical Gardens ©
Diamond Falls Botanical Gardens
Sulphur Springs ©
Sulphur Springs

1
night
St. George's, Grenada

St. George's ©
The capital of the Island of Spice, St.
On the 18th (Mon), make a trip to Market Square and then enjoy the sand and surf at Grand Anse Beach.

To see where to stay, reviews, other places to visit, and other tourist information, use the St. George's trip builder .

Traveling by combination of car and flight from Soufriere to St. George's takes 2 hours. Alternatively, you can fly. In May, daytime highs in St. George's are 35°C, while nighttime lows are 29°C. Finish your sightseeing early on the 18th (Mon) to allow enough time to travel to Bridgetown.

Things to do in St. George's

Outdoors Parks Beaches

Side Trip

Grand Anse Beach
Find places to stay May 17 — 18:
Highlights from your plan
Grand Anse Beach ©
Grand Anse Beach
Market Square ©
Market Square

1
night
Bridgetown, Barbados

Bridgetown ©
Bridgetown is the capital and largest city of Barbados. Start off your visit on the 19th (Tue): contemplate the long history of Gun Hill Signal Station, then take in nature's colorful creations at Hunte's Gardens, then discover the deep blue sea with a scuba or snorkeling tour, and finally kick back and relax at Carlisle Bay.

For ratings, reviews, where to stay, and tourist information, refer to the Bridgetown online trip maker .

Traveling by combination of flight and bus from St. George's to Bridgetown takes 2 hours. May in Bridgetown sees daily highs of 35°C and lows of 29°C at night. Finish up your sightseeing early on the 19th (Tue) so you can travel to Bequia.

Things to do in Bridgetown

Outdoors Parks Wildlife

Side Trips

Hunte's Gardens, Gun Hill Signal Station
Find places to stay May 18 — 19:
Highlights from your plan
Hunte's Gardens ©
Hunte's Gardens
Scuba & Snorkeling
Carlisle Bay ©
Carlisle Bay

1
night
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.
On the 20th (Wed), tour the pleasant surroundings at Princess Margaret Beach, brush up on your military savvy at Bequia Maritime Museum, view the masterpieces at The Oasis Art Gallery & Gift Shop, then look for gifts at Sargeant Brothers Model Boat Shop, and finally explore the activities along The Wall.

To see reviews, traveler tips, and other tourist information, refer to the Bequia trip maker site .

You can do a combination of flight and ferry from Bridgetown to Bequia in 4 hours. In May, daily temperatures in Bequia can reach 36°C, while at night they dip to 29°C. Wrap up your sightseeing on the 20th (Wed) to allow time to travel to Port of Spain.

Things to do in Bequia

Parks Outdoors Beaches
Find places to stay May 19 — 20:
Highlights from your plan
Princess Margaret Beach ©
Princess Margaret Beach

1
night
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 21st (Thu): walk around Queen's Park Savannah and then kick back and relax at Maracas Beach.

To find photos, traveler tips, and other tourist information, you can read our Port of Spain online itinerary planner .

Do a combination of ferry and flight from Bequia to Port of Spain in 4.5 hours. In May, daytime highs in Port of Spain are 38°C, while nighttime lows are 28°C. Finish your sightseeing early on the 21st (Thu) so you can travel to Willemstad.

Things to do in Port of Spain

Parks Outdoors Beaches
Find places to stay May 20 — 21:
Highlights from your plan
Maracas Beach
Maracas Beach
Queen's Park Savannah ©
Queen's Park Savannah

1
night
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. Start off your visit on the 22nd (Fri): explore the activities along Kleine Knip, then take a memorable tour with Tours, and then take in the views from Queen Emma Pontoon Bridge.

For maps, where to stay, and more tourist information, go to the Willemstad online trip builder .

Do a combination of bus and flight from Port of Spain to Willemstad in 6 hours. In May, daytime highs in Willemstad are 36°C, while nighttime lows are 30°C. Finish your sightseeing early on the 22nd (Fri) so you can travel to Palm - Eagle Beach.

Things to do in Willemstad

Outdoors Parks Wildlife
Find places to stay May 21 — 22:
Highlights from your plan
Queen Emma Pontoon Bridge ©
Queen Emma Pontoon Bridge
Scuba & Snorkeling
Kleine Knip ©
Kleine Knip

1
night
Palm - Eagle Beach, Aruba

Palm - Eagle Beach ©
A long stretch of powdery white sand and aquamarine waters, Palm - Eagle Beach remains one of Aruba's most visited vacation spots.
On the 23rd (Sat), kick back and relax at Arashi Beach and then visit a coastal fixture at California Lighthouse.

For traveler tips, other places to visit, where to stay, and tourist information, go to the Palm - Eagle Beach trip itinerary planner.

Getting from Willemstad to Palm - Eagle Beach by combination of bus and flight takes about 2 hours. In May, daytime highs in Palm - Eagle Beach are 38°C, while nighttime lows are 31°C. Wrap up your sightseeing by early afternoon on the 23rd (Sat) to allow enough time to travel back home.

Things to do in Palm - Eagle Beach

Outdoors Parks Beaches

Side Trips

California Lighthouse, Arashi Beach
Find places to stay May 22 — 23:
Highlights from your plan
Arashi Beach ©
Arashi Beach
California Lighthouse ©
California Lighthouse

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