29 days in Caribbean Itinerary

29 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary maker

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

Route & dates

29 days in Caribbean Itinerary

Start: Amsterdam, The Netherlands
Fly:  21​h 45​min
1
St. George's, Grenada
— 2 nights
Fly:  4​h 30​min
2
Bequia, St. Vincent and the Grenadines
— 3 nights
Fly + Drive:  2​h
3
Soufriere, St. Lucia
— 2 nights
Drive + Fly:  1​h 30​min
4
Fort-de-France, Martinique
— 3 nights
ferry:  2​h
5
Roseau, Dominica
— 3 nights
+2
Drive + Fly + Drive:  2​h
6
Saint Francois, Guadeloupe
— 2 nights
Drive + Fly:  4​h 45​min
7
Montserrat, Montserrat
— 2 nights
Drive:  10​h 15​min
8
Nevis, St. Kitts and Nevis
— 1 night
+2
Drive + Fly + taxi:  3​h
9
West End Village, Anguilla
— 3 nights
Drive + Fly:  4​h 45​min
10
San Juan, Puerto Rico
— 2 nights
Fly:  5​h
11
Santo Domingo, Dominican Republic
— 2 nights
Fly:  15​h 15​min
End: Amsterdam, The Netherlands

2
nights
St. George's, Grenada

St. George's ©
The capital of the Island of Spice, St.
On the 2nd (Sat), stop by Lisa's Ltd and then soothe aching muscles at some of the top local wellness centers. On the next day, admire the landmark architecture of St. George's Anglican Church, take in nature's colorful creations at Hyde Park Tropical Garden, then look for all kinds of wild species at Quarantine Point, and finally take in the spiritual surroundings of The Cathedral of the Immaculate Conception.

To find reviews, other places to visit, traveler tips, and other tourist information, read St. George's trip site .

Amsterdam, The Netherlands to St. George's is an approximately 22-hour flight. Due to the time zone difference, you'll gain 5 hours traveling from Amsterdam to St. George's. Traveling from Amsterdam in June, you will find days in St. George's are a bit warmer (35°C), and nights are much warmer (29°C). Finish your sightseeing early on the 4th (Mon) so you can travel to Bequia.

Things to do in St. George's

#Parks, #Spas, #Wildlife

Side Trips

Hyde Park Tropical Garden, Art and Soul Gallery
Find places to stay Jun 2 — 4:
Highlights from your plan
Sunnyside Garden ©
Sunnyside Garden
Spas & Wellness
Quarantine Point ©
Quarantine Point

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.
Kick off your visit on the 5th (Tue): enjoy the sand and surf at Lower Bay Beach and then kick back and relax at Industry Bay. On your second day here, steep yourself in history at Port Elizabeth and then discover the deep blue sea with a scuba or snorkeling tour.

To find photos, more things to do, other places to visit, and tourist information, read our Bequia holiday planner.

You can fly from St. George's to Bequia in 4.5 hours. In June in Bequia, expect temperatures between 36°C during the day and 30°C at night. Finish your sightseeing early on the 7th (Thu) to allow enough time to travel to Soufriere.

Things to do in Bequia

#Outdoors, #Parks, #Beaches
Find places to stay Jun 4 — 7:
Highlights from your plan
Industry Bay ©
Industry Bay
Scuba & Snorkeling
Port Elizabeth ©
Port Elizabeth

2
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.
Discover out-of-the-way places like Anse Chastanet Beach and Reef and Sandy Beach. Go for a jaunt from Soufriere to Castries to see Immaculate Conception Church about 1h 20 min away. Next up on the itinerary: enjoy the sand and surf at Jalousie Beach, look for gifts at Made in St. Lucia, explore the activities along Soufriere Marine Management Area, and experience rural life at Zion Lion Farm.

To see photos, reviews, ratings, and other tourist information, read our Soufriere journey website .

You can do a combination of car and flight from Bequia to Soufriere in 2 hours. In June, plan for daily highs up to 36°C, and evening lows to 30°C. Wrap up your sightseeing on the 9th (Sat) early enough to travel to Fort-de-France.

Things to do in Soufriere

#Parks, #Outdoors, #Beaches

Side Trips

St. Lucia, Diamonds International, Sandy Beach, Immaculate Conception Church
Find places to stay Jun 7 — 9:
Highlights from your plan
Anse Chastanet Beach and Reef ©
Anse Chastanet Beach and Reef
Jalousie Beach ©
Jalousie Beach
Sandy Beach ©
Sandy Beach

3
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.
You'll discover tucked-away gems like Antilles Sub Diamond Rock and Etang des Salines. Venture out of the city with trips to Le Diamant (Musee des Coquillages Et de la Mer & Morne Larcher), Jet Team Sport (in Le Carbet) and Savane Des Petrifications (in Sainte-Anne). There's more to do: take in the exciting artwork at Galerie Sophen and get some thrills out on the water with a waterskiing or jet-skiing adventure.

For more things to do, ratings, reviews, and tourist information, read our Fort-de-France trip website .

Getting from Soufriere to Fort-de-France by combination of car and flight takes about 1.5 hours. Other options: do a combination of bus and ferry. June in Fort-de-France sees daily highs of 36°C and lows of 29°C at night. Finish your sightseeing early on the 12th (Tue) so you can ride a ferry to Roseau.

Things to do in Fort-de-France

#Outdoors, #Nature, #Parks

Side Trips

Le Diamant, Sainte-Anne, Trois-Ilets, Jet Team Sport
Find places to stay Jun 9 — 12:
Highlights from your plan
Savane Des Petrifications ©
Savane Des Petrifications
Morne Larcher ©
Morne Larcher

3
nights
Roseau, Dominica

Roseau ©
The capital city, Roseau maintains a small scale, but possesses a convincing Caribbean charm in its architecture, cuisine, and culture.
Step off the beaten path and head to Sari-Sari Waterfall and Fort Shirley. Get out of town with these interesting Roseau side-trips: Victoria Falls (in Delices) and Museum of Rum (in La Plaine). Next up on the itinerary: take in the awesome beauty at Morne Bruce, pause for some serene contemplation at Our Lady of Fair Haven Cathedral, and look for all kinds of wild species at Wildlife Areas.

To find maps, ratings, where to stay, and other tourist information, go to the Roseau trip itinerary planner.

Getting from Fort-de-France to Roseau by ferry takes about 2 hours. In June, daytime highs in Roseau are 37°C, while nighttime lows are 29°C. Cap off your sightseeing on the 15th (Fri) early enough to travel to Saint Francois.

Things to do in Roseau

#Nature, #Parks, #Outdoors

Side Trips

Dominica, Victoria Falls
Find places to stay Jun 12 — 15:
Highlights from your plan
Victoria Falls ©
Victoria Falls
Sari-Sari Waterfall ©
Sari-Sari Waterfall
Fort Shirley ©
Fort Shirley

2
nights
Saint Francois, Guadeloupe

Saint Francois ©
A modern seaside resort town, Saint Francois attracts visitors with its well-preserved landscape and coastline, along with its large number of luxury hotels.
Get ready for a full day of sightseeing on the 16th (Sat): head outdoors with Gwadloop Decouverte, then contemplate the long history of Fort Fleur d'Epee, then get interesting insight from Uhaina Croisieres, and finally shop like a local with Kreol West Indies.

For traveler tips, maps, and more tourist information, you can read our Saint Francois trip itinerary planner .

Traveling by combination of car and flight from Roseau to Saint Francois takes 2 hours. Alternatively, you can do a combination of ferry and car; or do a combination of ferry, flight, and car. Expect a daytime high around 36°C in June, and nighttime lows around 28°C. Wrap up your sightseeing by early afternoon on the 17th (Sun) to allow enough time to travel to Montserrat.

Things to do in Saint Francois

#Outdoors, #Tours, #Adventure

Side Trips

Sainte-Anne, Fort Fleur d'Epee
Find places to stay Jun 15 — 17:
Highlights from your plan
Uhaina Croisieres ©
Uhaina Croisieres
Gwadloop Decouverte ©
Gwadloop Decouverte
Fort Fleur d'Epee ©
Fort Fleur d'Epee

2
nights
Montserrat, Montserrat

Montserrat ©
The Caribbean island of Montserrat can divide its history into two main parts: before 18th July 1995, and after.
On the 18th (Mon), examine the collection at Oriole Complex, stroll through Cot Trail, then stroll through Oriole Walkway Trail, and finally look for gifts at Sanctuary Arts and Crafts. Here are some ideas for day two: get impressive views of Soufriere Hills Volcano and then enjoy the sand and surf at Rendezvous Beach.

For more things to do, reviews, and other tourist information, go to the Montserrat trip maker tool .

Getting from Saint Francois to Montserrat by combination of car and flight takes about 5 hours. Traveling from Saint Francois in June, expect nights in Montserrat to be about the same, around 29°C, while days are slightly colder, around 33°C. Wrap up your sightseeing on the 19th (Tue) early enough to travel to Nevis.

Things to do in Montserrat

#Parks, #Outdoors, #Trails
Find places to stay Jun 17 — 19:
Highlights from your plan
Oriole Walkway Trail ©
Oriole Walkway Trail
Rendezvous Beach ©
Rendezvous Beach
Soufriere Hills Volcano ©
Soufriere Hills Volcano

1
night
Nevis, St. Kitts and Nevis

Nevis ©
An old British colony that only gained its independence in the 1980s, Nevis remains one of the world's least-spoiled holiday spots.
Start off your visit on the 20th (Wed): take in the architecture and atmosphere at St Theresa Catholic Church, steep yourself in history at New River Estate, stroll the grounds of St. George's Anglican Church, then get great views at Nelson's Lookout, and finally take an in-depth tour of Nevisian Heritage Village at Fothergills Estate. On the 21st (Thu), you'll have a packed day of sightseeing: stop by Island Living, pause for some photo ops at Memorial Square, and then explore the activities along Cades Bay Beach.

To find photos, traveler tips, where to stay, and more tourist information, you can read our Nevis trip planner .

Use the Route module to find suitable travel options from Montserrat to Nevis. June in Nevis sees daily highs of 36°C and lows of 31°C at night. Wrap up your sightseeing on the 21st (Thu) to allow time to travel to West End Village.

Things to do in Nevis

#Historic Sites, #Nature, #Parks
Find places to stay Jun 20 — 21:
Highlights from your plan
St. George's Anglican Church ©
St. George's Anglican Church
New River Estate ©
New River Estate

3
nights
West End Village, Anguilla

West End Village ©
A pleasant coastal town giving access to some of Anguilla's most pristine and picturesque beaches, West End Village attracts visitors looking for a beach resort holiday.
Start off your visit on the 22nd (Fri): tour the pleasant surroundings at Meads Bay, stop by Irie Life, then look for gifts at Limin' Boutique, and finally kick back and relax at Cove Bay. On your second day here, get your game on at Anchor Miniature Golf, then kick back and relax at Captain's Bay, and then examine the collection at Heritage Collection.

For ratings, photos, and more tourist information, use the West End Village online trip itinerary planner .

Traveling by combination of flight, ferry, and car from Nevis to West End Village takes 3 hours. Alternatively, you can do a combination of flight and car. In June, plan for daily highs up to 35°C, and evening lows to 30°C. Finish your sightseeing early on the 24th (Sun) so you can travel to San Juan.

Things to do in West End Village

#Parks, #Outdoors, #Beaches

Side Trips

Island Harbour, Irie Life, Meads Bay, Heritage Collection
Find places to stay Jun 21 — 24:
Highlights from your plan
Cove Bay ©
Cove Bay
Meads Bay ©
Meads Bay
Limin' Boutique ©
Limin' Boutique

2
nights
San Juan, Puerto Rico

Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
On the 24th (Sun), whizz through the canopy at some of the top local zipline courses and adventure parks and then stroll the grounds of San Juan Cemetery. Get ready for a full day of sightseeing on the next day: make a trip to Paseo de la Princesa, make a trip to Puerta De San Juan, and then take in panoramic vistas at Yokahu Observation Tower.

To see photos, reviews, traveler tips, and other tourist information, go to the San Juan attractions app .

Traveling by combination of car and flight from West End Village to San Juan takes 5 hours. Alternatively, you can do a combination of car, ferry, and flight. In June, daily temperatures in San Juan can reach 38°C, while at night they dip to 30°C. Wrap up your sightseeing on the 26th (Tue) to allow time to travel to Santo Domingo.

Things to do in San Juan

#Adventure, #Outdoors, #Tours

Side Trip

Yokahu Observation Tower
Find places to stay Jun 24 — 26:
Highlights from your plan
Zipline
Yokahu Observation Tower ©
Yokahu Observation Tower
Paseo de la Princesa ©
Paseo de la Princesa

2
nights
Santo Domingo, Dominican Republic

Santo Domingo
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
Start off your visit on the 26th (Tue): explore the wealth of natural beauty at National Botanical Garden. On the 27th (Wed), you'll have a packed day of sightseeing: see some colorful creatures with a scuba or snorkeling tour and then contemplate the long history of Fort Ozama.

To see photos, maps, reviews, and tourist information, you can read our Santo Domingo sightseeing planner .

Getting from San Juan to Santo Domingo by flight takes about 5 hours. Other options: do a combination of flight and shuttle; or ride a ferry. In June, plan for daily highs up to 37°C, and evening lows to 29°C. Wrap up your sightseeing by early afternoon on the 28th (Thu) to allow enough time to travel back home.

Things to do in Santo Domingo

#Nature, #Parks, #Adventure

Side Trip

Scuba & Snorkeling
Find places to stay Jun 26 — 28:
Highlights from your plan
National Botanical Garden
National Botanical Garden
Museum of the Royal Houses ©
Museum of the Royal Houses
Scuba & Snorkeling

Similar Plans

28 days in Grenada BY A USER FROM SPAIN November, kids, culture, outdoors, relaxing, historic sites, museums, shopping, popular sights PREFERENCES: November, kids, culture, outdoors, relaxing, historic sites, museums, shopping ATTRACTION STYLE: Popular sights PACE: Medium 7 days in St. Lucia BY A USER FROM INDIA December, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, fast-paced, popular sights PREFERENCES: December, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Fast-paced 15 days in St. Lucia BY A USER FROM INDIA January, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: January, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 12 days in Dominican Republic BY A USER FROM SPAIN February, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, slow & easy, popular & hidden gems PREFERENCES: February, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Slow & easy 8 days in Dominican Republic BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 15 days in St. Lucia BY A USER FROM INDIA January, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: January, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 9 days in Dominican Republic BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: June, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Dominican Republic BY A USER FROM UNITED STATES June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, popular sights PREFERENCES: June, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 15 days in Dominican Republic BY A USER FROM UNITED STATES January, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, popular sights PREFERENCES: January, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 8 days in Martinique BY A USER FROM NETHERLANDS March, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, popular sights PREFERENCES: March, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Popular sights PACE: Medium 15 days in Brazil & Martinique BY A USER FROM FINLAND July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife, popular & hidden gems PREFERENCES: July, culture, outdoors, relaxing, romantic, beaches, historic sites, museums, wildlife ATTRACTION STYLE: Popular & hidden gems PACE: Medium 8 days in Guadeloupe BY A USER FROM UNITED STATES February, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife, hidden gems PREFERENCES: February, culture, outdoors, relaxing, beaches, historic sites, museums, shopping, wildlife ATTRACTION STYLE: Hidden gems PACE: Medium
View more plans