39 days in Caribbean Itinerary

39 days in Caribbean Itinerary

Created using Inspirock Caribbean route planner

Plan created by another user. Make it yours
1
Montego Bay, Jamaica
— 4 nights
2
Ocho Rios, Jamaica
— 5 nights
3
Oranjestad, Aruba
— 6 nights
4
Basseterre, St. Kitts and Nevis
— 4 nights
5
Virgin Gorda, British Virgin Islands
— 4 nights
6
Road Town, British Virgin Islands
— 3 nights
7
Roseau, Dominica
— 3 nights
8
Castries, St. Lucia
— 2 nights
9
Soufriere, St. Lucia
— 3 nights
10
St. George's, Grenada
— 3 nights

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4
nights
Montego Bay, Jamaica

Montego Bay ©
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.
Get in touch with nature at Blue Hole Mineral Spring and Seven Mile Beach. Satisfy your inner culture vulture at Rose Hall Great House and The Cage. Venture out of the city with trips to Negril (Irie Art & Bloody Bay) and Original Mayfield Falls (in Pennycooke). There's still lots to do: take an exotic tour of Rastasafari Experience, tour the pleasant surroundings at Rocklands Bird Sanctuary, and discover the deep blue sea with a scuba or snorkeling tour.

Find out how to plan Montego Bay trip without stress by asking Inspirock to help create an itinerary.

Newcastle upon Tyne, UK to Montego Bay is an approximately 17.5-hour combination of train and flight. You can also do a combination of train and flight; or fly. The time zone difference when traveling from Newcastle upon Tyne to Montego Bay is minus 5 hours. Prepare for warmer weather when traveling from Newcastle upon Tyne in June: high temperatures in Montego Bay hover around 38°C and lows are around 29°C. Wrap up your sightseeing on the 1st (Thu) early enough to drive to Ocho Rios.

Things to do in Montego Bay

Parks · Outdoors · Nature · Wildlife

Side Trips

Find places to stay Jun 27 — Jul 1:
Highlights from your plan
Seven Mile Beach ©
Seven Mile Beach
Scuba & Snorkeling
Original Mayfield Falls
Original Mayfield Falls

5
nights
Ocho Rios, Jamaica

Ocho Rios ©
A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
Your cultural itinerary includes sights like Coyaba River Garden and Museum and Our Lady of Fatima Catholic Church. You'll discover tucked-away gems like Nature & Wildlife Tours and White River. You'll find plenty of places to visit near Ocho Rios: Runaway Bay (Scuba & Snorkeling & Green Grotto Caves). There's still lots to do: take in the dramatic scenery at Dunn's River Falls and Park, stroll around Konoko Falls, and kick your exploration up a notch at some of the top local zipline courses and adventure parks.

For other places to visit, more things to do, reviews, and other tourist information, go to the Ocho Rios trip planning website.

Getting from Montego Bay to Ocho Rios by car takes about 2 hours. Other options: take a bus. In July, plan for daily highs up to 38°C, and evening lows to 30°C. You will have some time to spend on the 6th (Tue) before leaving for Oranjestad.

Things to do in Ocho Rios

Parks · Outdoors · Tours · Nature

Side Trip

Find places to stay Jul 1 — 6:
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park
Nature & Wildlife Tours
Zipline

6
nights
Oranjestad, Aruba

Oranjestad ©
When vacationing on Aruba, don't miss taking a tour of Oranjestad, the capital of the small Caribbean island.
Discover out-of-the-way places like Aruba Bob Snorkeling and Arikok National Park. Escape the urban bustle at The Gold Mine Ranch and Seroe Colorado. Go for a jaunt from Oranjestad to San Nicolas to see Baby Beach about 32 minutes away. And it doesn't end there: see Off-Road Tours, kick back and relax at Malmok Beach, visit a coastal fixture at California Lighthouse, and take in the awesome beauty at Hooiberg.

To see reviews, other places to visit, where to stay, and more tourist information, you can read our Oranjestad tour itinerary site.

You can fly from Ocho Rios to Oranjestad in 11.5 hours. Traveling from Ocho Rios to Oranjestad, you'll lose 1 hour due to the time zone difference. Expect a daytime high around 38°C in July, and nighttime lows around 31°C. Wrap up your sightseeing by early afternoon on the 12th (Mon) to allow time for the flight to Basseterre.

Things to do in Oranjestad

Parks · Outdoors · Nature · Tours

Side Trips

Find places to stay Jul 6 — 12:
Highlights from your plan
The Gold Mine Ranch ©
The Gold Mine Ranch
Aruba Bob Snorkeling ©
Aruba Bob Snorkeling
Arikok National Park ©
Arikok National Park

4
nights
Basseterre, St. Kitts and Nevis

Basseterre ©
Step out of the city life by going to Greg's Safaris and St.Kitts Water Sports. Eschew the tourist crowds and head to Off-Road Tours and Sky Safari.

To find reviews, other places to visit, where to stay, and tourist information, go to the Basseterre travel website.

You can fly from Oranjestad to Basseterre in 9.5 hours. In July, plan for daily highs up to 36°C, and evening lows to 30°C. Finish your sightseeing early on the 16th (Fri) to allow enough time to travel to Virgin Gorda.

Things to do in Basseterre

Parks · Outdoors · Tours · Nature

Side Trip

Find places to stay Jul 12 — 16:
Highlights from your plan
Greg's Safaris ©
Greg's Safaris
St.Kitts Water Sports ©
St.Kitts Water Sports
Brimstone Hill Fortress National Park ©
Brimstone Hill Fortress National Park

4
nights

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.
You'll explore the less-touristy side of things at Devil's Bay National Park and Savannah Bay. Take a break from the city and head to Sunchaser Scuba Ltd. and Spring Bay. Next up on the itinerary: explore the striking landscape at The Baths, head outdoors with Fusion BVI, make a trip to Wreck of the Chikuzen, and tour the pleasant surroundings at Virgin Gorda Peak.

To see traveler tips, reviews, where to stay, and tourist information, refer to the Virgin Gorda day trip planning app.

Traveling by flight from Basseterre to Virgin Gorda takes 5.5 hours. In July, daytime highs in Virgin Gorda are 37°C, while nighttime lows are 31°C. Finish your sightseeing early on the 20th (Tue) so you can ride a ferry to Road Town.

Things to do in Virgin Gorda

Parks · Outdoors · Nature · Beaches
Find places to stay Jul 16 — 20:
Highlights from your plan
Devil's Bay National Park ©
Devil's Bay National Park
Spring Bay ©
Spring Bay
Savannah Bay ©
Savannah Bay

3
nights
Road Town, British Virgin Islands

Road Town ©
Road Town, located on Tortola, is the capital of the British Virgin Islands. You'll discover tucked-away gems like Smuggler's Cove and Brewers Bay. Get outdoors at Stand-Up Paddleboarding and Sage Mountain National Park. There's still lots to do: contemplate the waterfront views at Cane Garden Bay, take in the waterfront activity at Rhone National Marine Park, and whizz through the canopy at some of the top local zipline courses and adventure parks.

To find other places to visit, photos, maps, and other tourist information, go to the Road Town journey planning site.

Traveling by ferry from Virgin Gorda to Road Town takes 2 hours. Alternatively, you can do a combination of taxi and flight. In July, plan for daily highs up to 37°C, and evening lows to 31°C. Cap off your sightseeing on the 23rd (Fri) early enough to travel to Roseau.

Things to do in Road Town

Parks · Outdoors · Nature · Beaches

Side Trips

Find places to stay Jul 20 — 23:
Highlights from your plan
Smuggler's Cove ©
Smuggler's Cove
Stand-Up Paddleboarding
Cane Garden Bay ©
Cane Garden Bay

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 out of the city life by going to Titou Gorge and Emerald Pool Nature Trail. You'll explore the less-touristy side of things at Boiling Lake and Scuba & Snorkeling. Step out of Roseau to go to Morne Trois Pitons National Park and see Morne Nichols, which is approximately 32 minutes away. There's more to do: admire the sheer force of Trafalgar Falls and surround yourself with nature on a nature and wildlife tour.

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

Traveling by flight from Road Town to Roseau takes 5 hours. Wrap up your sightseeing on the 26th (Mon) early enough to travel to Castries.

Things to do in Roseau

Nature · Parks · Outdoors · Wildlife

Side Trip

Find places to stay Jul 23 — 26:
Highlights from your plan
Boiling Lake ©
Boiling Lake
Emerald Pool Nature Trail ©
Emerald Pool Nature Trail
Trafalgar Falls ©
Trafalgar Falls

2
nights
Castries, St. Lucia

Castries ©
The capital and largest city in Saint Lucia, Castries has a number of cultural sites to explore, and recreational areas to enjoy.
Start off your visit on the 27th (Tue): make a trip to Holy Trinity Anglican Church, push the limits with Treetop Adventure Park, and then contemplate the waterfront views at Marigot Bay. Get ready for a full day of sightseeing on the next day: browse the exhibits of Sierra's Souvenir & Gift Shop, then explore the striking landscape of Pigeon Island National Park, and then get outside with Outdoor Activities.

To see maps, ratings, photos, and tourist information, go to the Castries trip builder app.

Traveling by flight from Roseau to Castries takes 4.5 hours. Alternatively, you can ride a ferry. July in Castries sees daily highs of 36°C and lows of 29°C at night. Finish up your sightseeing early on the 28th (Wed) so you can go by car to Soufriere.

Things to do in Castries

Nature · Parks · Outdoors · Wildlife

Side Trips

Find places to stay Jul 26 — 28:
Highlights from your plan
Treetop Adventure Park ©
Treetop Adventure Park
Fishing Charters & Tours
Pigeon Island National Park ©
Pigeon Island National Park

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.
Get outdoors at Tet Paul Nature Trail and Morne Coubaril HIstorical Adventure Park. Discover out-of-the-way places like Scuba & Snorkeling and Anse Mamin. There's still lots to do: get outside with ATV Paradise Tours, take in the natural beauty of Sulphur Springs, surround yourself with nature on a nature and wildlife tour, and admire the natural beauty at Diamond Falls Botanical Gardens.

To see ratings, traveler tips, and other tourist information, use the Soufriere trip planner.

Traveling by car from Castries to Soufriere takes 1.5 hours. Alternatively, you can take a bus. In July, plan for daily highs up to 36°C, and evening lows to 30°C. Cap off your sightseeing on the 31st (Sat) early enough to travel to St. George's.

Things to do in Soufriere

Outdoors · Parks · Tours · Nature

Side Trip

Find places to stay Jul 28 — 31:
Highlights from your plan
Tet Paul Nature Trail ©
Tet Paul Nature Trail
Scuba & Snorkeling
Nature & Wildlife Tours

3
nights
St. George's, Grenada

The capital of the Island of Spice, St.
Satisfy your inner culture vulture at Underwater Sculptures and House of Chocolate. You'll discover tucked-away gems like Scuba & Snorkeling and Grand Anse Beach. There's still lots to do: admire the sheer force of Seven Sisters Falls, see the interesting displays at Grenada National Museum, make a trip to Market Square, and indulge in some personalized pampering at Soothing Touch Massage Clinic.

To find where to stay, maps, photos, and other tourist information, read St. George's holiday planner.

You can fly from Soufriere to St. George's in 4.5 hours. In July in St. George's, expect temperatures between 35°C during the day and 29°C at night. Finish your sightseeing early on the 3rd (Tue) so you can travel back home.

Things to do in St. George's

Parks · Outdoors · Beaches · Nature

Side Trips

Find places to stay Jul 31 — Aug 3:
Highlights from your plan
Scuba & Snorkeling
Grand Anse Beach ©
Grand Anse Beach
Underwater Sculptures ©
Underwater Sculptures

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