34 days in Caribbean Itinerary

34 days in Caribbean Itinerary

Created using Inspirock Caribbean trip builder

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Plan created by another user.Make it yours

Route & dates

Start: Boston, United States
Fly:  7 h 45 min
1
Soufriere, St. Lucia
— 5 nights
Fly:  2 h
2
St. George's, Grenada
— 5 nights
Fly:  4 h 30 min
3
Scarborough, Trinidad and Tobago
— 4 nights
Fly:  8 h
4
Bequia, St. Vincent and the Grenadines
— 3 nights
Ferry:  7 h 45 min
5
Montserrat, Montserrat
— 1 night
Ferry:  5 h 15 min
6
Roseau, Dominica
— 5 nights
+2
Ferry + Foot + Ferry:  1 h 45 min
7
Trois-Ilets, Martinique
— 3 nights
Fly:  2 h
8
Bridgetown, Barbados
— 5 nights
Fly:  8 h
End: Boston, United States

5
nights
Soufriere, St. Lucia

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.
Change things up with these side-trips from Soufriere: Henna Saint Lucia (in Gros Islet), Mt Pimard (in Rodney Bay) and Choiseul Art Gallery (in Choiseul). There's lots more to do: witness a stunning natural landmark at Sulphur Springs, contemplate the waterfront views at Marigot Bay, take in nature's colorful creations at Diamond Falls Botanical Gardens, and get a new perspective on things with Boat Tours & Water Sports.

To find ratings, where to stay, traveler tips, and more tourist information, you can read our Soufriere tour itinerary builder tool.

Boston, USA to Soufriere is an approximately 10.5-hour flight. You'll lose 1 hour traveling from Boston to Soufriere due to the time zone difference. Plan for a bit warmer temperatures traveling from Boston in September, with highs in Soufriere at 88°F and lows at 78°F. Finish your sightseeing early on the 6th (Sun) to allow enough time to travel to St. George's.

Things to do in Soufriere

Parks Nature Outdoors

Side Trips

St. Lucia, Henna Saint Lucia, Mt Pimard, Choiseul Art Gallery, Rodney Bay
Find places to stay Sep 1 — 6:
Highlights from your plan
Dolphin & Whale Watching
Sulphur Springs ©
Sulphur Springs
Tet Paul Nature Trail ©
Tet Paul Nature Trail

5
nights
St. George's, Grenada

St. George's ©
The capital of the Island of Spice, St.
St. George's is known for historic sites, wildlife, and museums. Your plan includes some of its best attractions: enjoy the sand and surf at Grand Anse Beach, stroll through La Sagesse Nature Center, pause for some photo ops at Underwater Sculptures, and explore the activities along Grand Etang Lake.

To see reviews, maps, and more tourist information, read St. George's online tour planner.

You can fly from Soufriere to St. George's in 4.5 hours. Expect a daytime high around 88°F in September, and nighttime lows around 78°F. Finish your sightseeing early on the 11th (Fri) so you can travel to Scarborough.

Things to do in St. George's

Parks Nature Beaches

Side Trips

Grand Etang National Park, Mt. Rich Carib Stone Interpretation Center, La Sagesse Nature Center, River Antoine Estate Rum Distillery, Grand Anse Beach
Find places to stay Sep 6 — 11:
Highlights from your plan
Palm Tree Gardens Botanical Garden ©
Palm Tree Gardens Botanical Garden
Grand Anse Beach ©
Grand Anse Beach
Carenage ©
Carenage

4
nights
Scarborough, Trinidad and Tobago

Scarborough ©
Scarborough is the largest city and capital of the Island of Tobago and the fifth-most-populous in Trinidad and Tobago. Take a break from Scarborough with a short trip to Little Tobago in Northeast Coast, about 1 hour away. There's still lots to do: witness the site of a historic battle at Fort King George, take in the dramatic scenery at Argyle Waterfall, tour the pleasant surroundings at Corbin Local Wildlife, and kick back and relax at Store Bay.

To find reviews, photos, more things to do, and more tourist information, refer to the Scarborough road trip planning website.

You can fly from St. George's to Scarborough in 7 hours. Finish up your sightseeing early on the 15th (Tue) so you can travel to Bequia.

Things to do in Scarborough

Parks Outdoors Beaches

Side Trips

Tobago, Great Courland Bay, Corbin Local Wildlife, Little Tobago
Find places to stay Sep 11 — 15:
Highlights from your plan
Corbin Local Wildlife ©
Corbin Local Wildlife
Fort King George ©
Fort King George
Store Bay ©
Store Bay

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, wildlife, and historic sites. Your plan includes some of its best attractions: kick back and relax at Princess Margaret Beach, see some colorful creatures with a scuba or snorkeling tour, tour the pleasant surroundings at Industry Bay, and make a trip to Old Hegg Turtle Sanctuary.

To see ratings, more things to do, where to stay, and other tourist information, read Bequia trip planner.

You can fly from Scarborough to Bequia in 8.5 hours. Expect a daytime high around 88°F in September, and nighttime lows around 78°F. Wrap up your sightseeing on the 19th (Sat) early enough to travel to Montserrat.

Things to do in Bequia

Parks Outdoors Nature
Find places to stay Sep 15 — 19:
Highlights from your plan
Princess Margaret Beach ©
Princess Margaret Beach
Old Hegg Turtle Sanctuary ©
Old Hegg Turtle Sanctuary
Industry Bay ©
Industry Bay

1
night
Montserrat, Montserrat

Montserrat ©
The Caribbean island of Montserrat can divide its history into two main parts: before 18th July 1995, and after.
Kick off your visit on the 20th (Sun): enjoy breathtaking views from Jack Boy Hill Viewing Facility and then contemplate the geological forces at Soufriere Hills Volcano. On the 21st (Mon), you'll have a packed day of sightseeing: explore and take pictures at Montserrat Volcano Observatory, tour the pleasant surroundings at Woodlands Beach, and then tour the pleasant surroundings at Rendezvous Beach.

For where to stay, photos, reviews, and other tourist information, refer to the Montserrat road trip planning site.

Getting from Bequia to Montserrat by ferry takes about 9 hours. Other options: fly; or do a combination of bus and ferry. Finish your sightseeing early on the 21st (Mon) to allow enough time to travel to Roseau.

Things to do in Montserrat

Parks Childrens Museums Museums
Find places to stay Sep 19 — 21:
Highlights from your plan
Soufriere Hills Volcano ©
Soufriere Hills Volcano
Woodlands Beach ©
Woodlands Beach
Rendezvous Beach ©
Rendezvous Beach

5
nights
Roseau, Dominica

Roseau ©
The capital city, Roseau maintains a small scale, but possesses a convincing Caribbean charm in its architecture, cuisine, and culture.
Get out of town with these interesting Roseau side-trips: Morne Trois Pitons National Park (Boiling Lake, Emerald Pool Nature Trail, &more). There's still lots to do: take in the dramatic scenery at Trafalgar Falls, explore the activities along Breakfast River, hike along Spanny Falls, and get a dose of the wild on a nature and wildlife tour.

To see other places to visit, ratings, photos, and tourist information, go to the Roseau driving holiday planner.

Getting from Montserrat to Roseau by ferry takes about 6 hours. Finish your sightseeing early on the 26th (Sat) to allow enough time to travel to Trois-Ilets.

Things to do in Roseau

Parks Nature Outdoors

Side Trips

Morne Trois Pitons National Park, Spanny Falls
Find places to stay Sep 21 — 26:
Highlights from your plan
Boiling Lake ©
Boiling Lake
Emerald Pool Nature Trail ©
Emerald Pool Nature Trail
Trafalgar Falls ©
Trafalgar Falls

3
nights
Trois-Ilets, Martinique

Trois-Ilets ©
Named after three nearby islands, Trois-Ilets remains a small town few casual travelers ever get to explore.
Get out of town with these interesting Trois-Ilets side-trips: Le Francois (Fondation Clement & Habitation Clement), Sainte-Anne (Grande Anse des Salines & Plage des Salines) and Fort-de-France (St. Louis Cathedral, Jardin de Balata, &more). There's still lots to do: take an in-depth tour of La Savane des Esclaves, kick back and relax at Anse Dufour, see some colorful creatures with a scuba or snorkeling tour, and appreciate the history behind Espace Camille Darsiere.

To find more things to do, other places to visit, maps, and tourist information, refer to the Trois-Ilets day trip tool.

Getting from Roseau to Trois-Ilets by ferry takes about 4.5 hours. Other options: fly. Expect a daytime high around 89°F in September, and nighttime lows around 76°F. Wrap up your sightseeing on the 29th (Tue) to allow time to travel to Bridgetown.

Things to do in Trois-Ilets

Outdoors Parks Beaches

Side Trips

Fort-de-France, Les Anses d'Arlet, Le Francois, Sainte-Anne
Find places to stay Sep 26 — 29:
Highlights from your plan
Jardin de Balata ©
Jardin de Balata
La Savane des Esclaves ©
La Savane des Esclaves
Habitation Clement ©
Habitation Clement

5
nights
Bridgetown, Barbados

Bridgetown ©
Bridgetown is the capital and largest city of Barbados. Venture out of the city with trips to Soup Bowl (in Bathsheba), Saint Philip Parish (Bottom Bay & Foul Bay) and Crane Beach (in Union Hall). There's much more to do: Head underground at Harrison's Cave., stroll through Bathsheba Beach, admire all the interesting features of Andromeda Botanic Gardens, and kick back and relax at Carlisle Bay.

Start your trip to Bridgetown by creating a personalized itinerary on Inspirock.

You can fly from Trois-Ilets to Bridgetown in 4.5 hours. September in Bridgetown sees daily highs of 87°F and lows of 78°F at night. Wrap up your sightseeing on the 4th (Sun) early enough to travel back home.

Things to do in Bridgetown

Parks Outdoors Beaches

Side Trips

Saint Philip Parish, Bathsheba, Saint Thomas Parish, Hunte's Gardens, Rockley Beach
Find places to stay Sep 29 — Oct 4:
Highlights from your plan
Harrison's Cave. ©
Harrison's Cave.
Hunte's Gardens ©
Hunte's Gardens
Boat Tours & Water Sports

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