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 Rastasafari Experience. Satisfy your inner culture vulture at Rose Hall Great House and The Cage. Venture out of the city with trips to Original Mayfield Falls (in Pennycooke) and Negril (Irie Art, Seven Mile Beach, &more). There's still lots to do: discover the deep blue sea with a scuba or snorkeling tour and stroll through Rocklands Bird Sanctuary.

To find traveler tips, maps, where to stay, and tourist information, read Montego Bay online trip maker.

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. Traveling from Newcastle upon Tyne in June, expect Montego Bay to be much hotter, temps between 38°C and 29°C. Cap off your sightseeing on the 1st (Thu) early enough to go by car to Ocho Rios.

Things to do in Montego Bay

Parks · Outdoors · Nature · Wildlife

Side Trips

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 Green Grotto Caves. Step out of Ocho Rios with an excursion to Scuba & Snorkeling in Runaway Bay--about 32 minutes away. There's lots more to do: take in the dramatic scenery at Dunn's River Falls and Park, walk around Konoko Falls, get outside with Outdoor Activities, and contemplate the waterfront views at White River.

Plan a Ocho Rios trip in moments using our itinerary builder.

Traveling by car from Montego Bay to Ocho Rios takes 2 hours. Alternatively, you can take a bus. July in Ocho Rios sees daily highs of 38°C and lows of 30°C at night. On the 6th (Tue), you'll have the morning to explore before heading off to Oranjestad.

Things to do in Ocho Rios

Parks · Tours · Outdoors · Nature

Side Trip

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 Hooiberg and Off-Road Tours. Go for a jaunt from Oranjestad to San Nicolas to see Baby Beach about 32 minutes away. And it doesn't end there: kick back and relax at Malmok Beach, explore the striking landscape at Seroe Colorado, step aboard Antilla Shipwreck, and tour the pleasant surroundings at Donkey Sanctuary Aruba.

To find photos, traveler tips, ratings, and tourist information, go to the Oranjestad day trip planning website.

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. In July in Oranjestad, expect temperatures between 38°C during the day and 31°C at night. On the 12th (Mon), wrap the sightseeing up by early afternoon so you can fly to Basseterre.

Things to do in Oranjestad

Parks · Outdoors · Nature · Tours

Side Trips

Highlights from your plan
Hooiberg ©
Hooiberg
Aruba Bob Snorkeling ©
Aruba Bob Snorkeling
The Gold Mine Ranch ©
The Gold Mine Ranch

4
nights
Basseterre, St. Kitts and Nevis

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

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

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 The Baths. Next up on the itinerary: enjoy the sand and surf at Spring Bay, 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
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 Rhone National Marine Park. Get outdoors at Stand-Up Paddleboarding and Zipline. There's still lots to do: contemplate the waterfront views at Cane Garden Bay, enjoy the sand and surf at Brewers Bay, explore the wealth of natural beauty at Sage Mountain National Park, and take in the waterfront activity at Soper's Hole.

For where to stay, photos, reviews, and tourist information, read our Road Town online trip builder.

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. Finish your sightseeing early on the 23rd (Fri) so you can travel to Roseau.

Things to do in Road Town

Parks · Outdoors · Nature · Beaches

Side Trips

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 Boiling Lake. You'll explore the less-touristy side of things at Scuba & Snorkeling and Nature & Wildlife Tours. Explore Roseau's surroundings by going to Morne Trois Pitons National Park (Morne Nichols & Emerald Pool Nature Trail). It doesn't end there: admire the sheer force of Trafalgar Falls.

To find photos, other places to visit, ratings, and other tourist information, go to the Roseau trip itinerary planner.

Fly from Road Town to Roseau in 5 hours. Finish your sightseeing early on the 26th (Mon) to allow enough time to travel to Castries.

Things to do in Roseau

Parks · Nature · Outdoors · Wildlife

Side Trip

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

Parks · Nature · Tours · Outdoors

Side Trips

Highlights from your plan
Pigeon Island National Park ©
Pigeon Island National Park
Treetop Adventure Park ©
Treetop Adventure Park
Fishing Charters & Tours

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 Scuba & Snorkeling. Discover out-of-the-way places like ATV Paradise Tours and Morne Coubaril HIstorical Adventure Park. There's still lots to do: identify plant and animal life at Wildlife Areas, take in the natural beauty of Sulphur Springs, explore the activities along Anse Mamin, 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

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 Soothing Touch Massage Clinic. The adventure continues: enjoy the sand and surf at Grand Anse Beach, make a trip to Market Square, admire the sheer force of Annandale Falls, and see the interesting displays at Grenada National Museum.

For where to stay, other places to visit, maps, and other tourist information, read St. George's trip builder website.

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

Highlights from your plan
Scuba & Snorkeling
Grand Anse Beach ©
Grand Anse Beach
Underwater Sculptures ©
Underwater Sculptures

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