47 days in Caribbean Itinerary

47 days in Caribbean Itinerary

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Route & dates

47 days in Caribbean Itinerary

Start: Melbourne, Australia
Fly:  29​h
1
Culebra, Puerto Rico
— 3 nights
Fly + Drive:  2​h 15​min
2
Isla de Vieques, Puerto Rico
— 4 nights
Fly:  3​h
3
Shoal Bay Village, Anguilla
— 3 nights
taxi + Fly:  30​min
4
St. Jean, St. Barthelemy
— 4 nights
Fly:  15​min
5
Maho, St. Maarten-St. Martin
— 3 nights
Fly:  1​h 30​min
6
Santo Domingo, Dominican Republic
— 4 nights
Fly:  2​h 15​min
7
Palm - Eagle Beach, Aruba
— 4 nights
Fly:  11​h 15​min
8
Saint James Parish, Barbados
— 5 nights
Fly:  8​h
9
George Town, Cayman Islands
— 2 nights
+3
Fly + bus + foot + bus:  5​h 15​min
10
Ocho Rios, Jamaica
— 2 nights
bus:  1​h 30​min
11
Montego Bay, Jamaica
— 3 nights
+3
bus + foot + bus + Fly:  10​h 45​min
12
South Coast, Grenada
— 1 night
Fly:  5​h
13
Roseau, Dominica
— 3 nights
Fly:  39​h
End: Melbourne, Australia


Learn more about your trip

3
nights
Culebra, Puerto Rico

Culebra ©
With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Culebrita Lighthouse and Museo Historico de Culebra are good opportunities to explore the local culture. You'll get in some beach time at Flamenco Beach and Playa Punta Soldado Beach. There's still lots to do: stroll through Zoni Beach, kick back and relax at Carlos Rosario Beach, head off the coast to Culebrita Island, and look for gifts at Zinkowski Art Studio.

For maps, where to stay, ratings, and more tourist information, go to the Culebra travel route planning website .

Melbourne, Australia to Culebra is an approximately 29-hour flight. You can also do a combination of shuttle and flight; or do a combination of flight, shuttle, and ferry. The time zone changes from Australian Eastern Standard Time (Victoria) (AEST) to Atlantic Standard Time (AST), which is usually a -14 hour difference. Prepare for warmer weather when traveling from Melbourne in July: high temperatures in Culebra hover around 38°C and lows are around 31°C. Finish up your sightseeing early on the 8th (Wed) so you can travel to Isla de Vieques.

Things to do in Culebra

Outdoors Parks Beaches
Find places to stay Jul 4 — 8:
Highlights from your plan
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach
Tamarindo Beach ©
Tamarindo Beach

4
nights
Isla de Vieques, Puerto Rico

Isla de Vieques ©
For sixty years until 2003, most of the Isla de Vieques was closed off to the public, with the US Navy using the island's beaches and surrounding waters for drills and testing of new military machinery, such as bombs.
We've included these beaches for you: Sun Bay Beach and Caracas Beach. Take a break from the city and head to Media Luna Beach and Black Sand Beach. And it doesn't end there: kick back and relax at La Chiva, discover the deep blue sea with a scuba or snorkeling tour, delve into the distant past at El Hombre de Puerto Ferro, and contemplate the long history of Isabel Segunda.

For other places to visit, ratings, and other tourist information, read our Isla de Vieques road trip planner.

Do a combination of flight and car from Culebra to Isla de Vieques in 2.5 hours. Alternatively, you can ride a ferry. July in Isla de Vieques sees daily highs of 36°C and lows of 30°C at night. Cap off your sightseeing on the 12th (Sun) early enough to travel to Shoal Bay Village.

Things to do in Isla de Vieques

Outdoors Parks Beaches
Find places to stay Jul 8 — 12:
Highlights from your plan
La Chiva ©
La Chiva
Sun Bay Beach ©
Sun Bay Beach
Media Luna Beach ©
Media Luna Beach

3
nights
Shoal Bay Village, Anguilla

Shoal Bay Village ©
We've included these beaches for you: Shoal Bay and Meads Bay. Attractions like Rendezvous Bay Beach and Sandy Ground make great kid-friendly stops. Take a break from Shoal Bay Village with a short trip to Devonish Art Gallery in West End Village, about 38 minutes away.

For ratings, more things to do, maps, and more tourist information, go to the Shoal Bay Village trip planning app .

You can fly from Isla de Vieques to Shoal Bay Village in 3 hours. Alternatively, you can do a combination of flight and ferry. July in Shoal Bay Village sees daily highs of 36°C and lows of 30°C at night. Finish your sightseeing early on the 15th (Wed) so you can travel to St. Jean.

Things to do in Shoal Bay Village

Parks Beaches Outdoors

Side Trips

Sandy Ground, Little Bay, Heritage Collection, Devonish Art Gallery, Meads Bay
Find places to stay Jul 12 — 15:
Highlights from your plan
Shoal Bay ©
Shoal Bay
Rendezvous Bay Beach ©
Rendezvous Bay Beach
Meads Bay ©
Meads Bay

4
nights
St. Jean, St. Barthelemy

St. Jean ©
Bring the kids along to St. Jean Beach and Anse des Flamands. Visiting Colombier Beach and Shell Beach will get you outdoors.

To see other places to visit, more things to do, traveler tips, and other tourist information, read St. Jean trip planning tool .

St. Jean is very close to Shoal Bay Village. Wrap up your sightseeing on the 19th (Sun) early enough to fly to Maho.

Things to do in St. Jean

Outdoors Parks Beaches

Side Trips

St. Barthelemy, Gustavia, Grand Cul de Sac Beach
Find places to stay Jul 15 — 19:
Highlights from your plan
Colombier Beach ©
Colombier Beach
St. Jean Beach ©
St. Jean Beach
Grand Cul de Sac Beach ©
Grand Cul de Sac Beach

3
nights
Maho, St. Maarten-St. Martin

Maho ©
Get a sense of the local culture at Yoda Guy Movie Exhibit and Fort Amsterdam. You'll enjoy a bit of beach vacationing at Maho Beach and Orient Bay Beach.

For photos, ratings, traveler tips, and more tourist information, you can read our Maho travel route builder app .

Maho is very close to St. Jean. In July, daily temperatures in Maho can reach 36°C, while at night they dip to 30°C. Cap off your sightseeing on the 22nd (Wed) early enough to travel to Santo Domingo.

Things to do in Maho

Outdoors Parks Beaches

Side Trips

Philipsburg, Grand Case, Sint Maarten, Orient Bay Beach, Cupecoy Bay Beach
Find places to stay Jul 19 — 22:
Highlights from your plan
Maho Beach ©
Maho Beach
Orient Bay Beach ©
Orient Bay Beach
Dawn Beach ©
Dawn Beach

4
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.
Family-friendly places like National Aquarium and Kahkow Experience will thrill your kids. Do some cultural sightseeing at Alcazar de Colon and Catedral Primada de America. There's lots more to do: make a trip to Zona Colonial, examine the collection at Columbus Lighthouse (Faro A Colon), contemplate the long history of Fortaleza Ozama, and explore the striking landscape of National Botanical Garden.

To see more things to do, maps, other places to visit, and more tourist information, go to the Santo Domingo trip maker site .

Traveling by flight from Maho to Santo Domingo takes 1.5 hours. Alternatively, you can do a combination of flight and shuttle. Finish your sightseeing early on the 26th (Sun) to allow enough time to travel to Palm - Eagle Beach.

Things to do in Santo Domingo

Parks Nature Historic Sites
Find places to stay Jul 22 — 26:
Highlights from your plan
The 3 Eyes National Park ©
The 3 Eyes National Park
Alcazar de Colon ©
Alcazar de Colon
Zona Colonial ©
Zona Colonial

4
nights
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.
You'll visit kid-friendly attractions like Eagle Beach and Manchebo Beach. Get a sense of the local culture at California Lighthouse and Antilla Shipwreck. Venture out of the city with trips to Baby Beach (in San Nicolas) and Natural Pool (in Noord). The adventure continues: stroll through Palm Beach, get a new perspective on things with Boat Tours & Water Sports, see some colorful creatures with a scuba or snorkeling tour, and enjoy the sand and surf at Malmok Beach.

To see traveler tips, reviews, where to stay, and more tourist information, use the Palm - Eagle Beach tour planning app .

Traveling by flight from Santo Domingo to Palm - Eagle Beach takes 2.5 hours. Expect a daytime high around 38°C in July, and nighttime lows around 31°C. Finish up your sightseeing early on the 30th (Thu) so you can travel to Saint James Parish.

Things to do in Palm - Eagle Beach

Outdoors Parks Beaches

Side Trips

Noord, Baby Beach
Find places to stay Jul 26 — 30:
Highlights from your plan
Eagle Beach ©
Eagle Beach
Palm Beach ©
Palm Beach
Baby Beach ©
Baby Beach

5
nights
Saint James Parish, Barbados

Saint James Parish ©
Saint James Parish, with its white sand coastline and modern coastal developments, has gained a reputation as a favorite haunt of the rich and famous.
Get in touch with nature at Harrison's Cave. and Scuba & Snorkeling. Carlisle Bay and Jammin Catamaran Cruises are good opportunities to explore the local culture. Venture out of the city with trips to Bottom Bay (in Saint Philip Parish), Bathsheba Beach (in Bathsheba) and Crane Beach (in Union Hall). There's still lots to do: Head underground at Animal Flower Cave, sample the fine beverages at St. Nicholas Abbey, take in nature's colorful creations at Hunte's Gardens, and enjoy the sand and surf at Sandy Lane Beach.

To see reviews, photos, other places to visit, and more tourist information, read our Saint James Parish trip maker app .

Traveling by flight from Palm - Eagle Beach to Saint James Parish takes 11.5 hours. Expect a daytime high around 35°C in July, and nighttime lows around 30°C. Wrap up your sightseeing on the 5th (Wed) early enough to travel to George Town.

Things to do in Saint James Parish

Outdoors Parks Beaches

Side Trips

Bridgetown, Saint Joseph Parish, Saint Philip Parish, Dover Beach, St. Nicholas Abbey
Find places to stay Jul 31 — Aug 5:
Highlights from your plan
Jammin Catamaran Cruises ©
Jammin Catamaran Cruises
Harrison's Cave. ©
Harrison's Cave.
Bottom Bay ©
Bottom Bay

2
nights
George Town, Cayman Islands

George Town is a city situated on Grand Cayman island of the Cayman Islands. Start off your visit on the 6th (Thu): discover the deep blue sea with a scuba or snorkeling tour, then stroll through Seven Mile Beach, and then explore the world behind art at Mind's Eye - The Visionary World of Miss Lassie. Keep things going the next day: explore the historical opulence of Pedro St. James National Historic Site, get a taste of the local shopping with Cayman Islands National Museum, then tour the depths of the sea with a submarine tour, then brush up on your knowledge of spirits at Cayman Spirits Co. Distillery, and finally zoom along the surf with a waterskiing or jet-skiing adventure.

To find photos, traveler tips, more things to do, and other tourist information, you can read our George Town trip itinerary planning site .

Getting from Saint James Parish to George Town by flight takes about 8 hours. The time zone difference when traveling from Saint James Parish to George Town is minus 1 hour. In August, daily temperatures in George Town can reach 38°C, while at night they dip to 31°C. Finish your sightseeing early on the 7th (Fri) so you can travel to Ocho Rios.

Things to do in George Town

Outdoors Tours Museums

Side Trips

Seven Mile Beach, Pedro St. James National Historic Site
Find places to stay Aug 5 — 7:
Highlights from your plan
Scuba & Snorkeling
Seven Mile Beach ©
Seven Mile Beach

2
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.
On the 8th (Sat), Head underground at Green Grotto Caves and then kick back and relax at Bamboo Beach Club. Get ready for a full day of sightseeing on the next day: take in the dramatic scenery at Blue Hole, admire the sheer force of Dunn's River Falls and Park, and then take a memorable tour with Tours.

For maps, reviews, and tourist information, go to the Ocho Rios route tool .

Getting from George Town to Ocho Rios by combination of flight and bus takes about 5.5 hours. In August in Ocho Rios, expect temperatures between 38°C during the day and 30°C at night. Finish up your sightseeing early on the 9th (Sun) so you can catcht the bus to Montego Bay.

Things to do in Ocho Rios

Parks Nature Outdoors

Side Trip

Green Grotto Caves
Find places to stay Aug 7 — 9:
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park
Green Grotto Caves ©
Green Grotto Caves
Horseback Riding Tours

3
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.
On the 10th (Mon), contemplate the long history of Rose Hall Great House, steep yourself in history at The Cage, and then kick back and relax at Seven Mile Beach. Here are some ideas for day two: see some colorful creatures with a scuba or snorkeling tour and then take a memorable tour with Tours.

For ratings, traveler tips, where to stay, and tourist information, go to the Montego Bay trip planning site .

Traveling by bus from Ocho Rios to Montego Bay takes 1.5 hours. Alternatively, you can drive. Expect a daytime high around 39°C in August, and nighttime lows around 29°C. Wrap up your sightseeing by early afternoon on the 12th (Wed) to allow enough time to travel to South Coast.

Things to do in Montego Bay

Outdoors Wildlife Tours

Side Trip

Seven Mile Beach
Find places to stay Aug 9 — 12:
Highlights from your plan
Seven Mile Beach ©
Seven Mile Beach
Nature & Wildlife Tours
Rose Hall Great House ©
Rose Hall Great House

1
night
South Coast, Grenada

South Coast ©
A trip to South Coast lets you discover a picturesque landscape of volcanic origin, where mountain slopes and tropical forests give way to some of the world's finest white-sand beaches.
On the 13th (Thu), pause for some photo ops at Underwater Sculptures, kick back and relax at Grand Anse Beach, and then take in the exciting artwork at Art and Soul Gallery. On the next day, appreciate the extensive heritage of Carenage, steep yourself in history at Fort George, and then discover the deep blue sea with a scuba or snorkeling tour.

For other places to visit, traveler tips, reviews, and tourist information, read our South Coast online travel planner .

You can do a combination of bus and flight from Montego Bay to South Coast in 11 hours. Alternatively, you can fly. You'll lose 1 hour traveling from Montego Bay to South Coast due to the time zone difference. When traveling from Montego Bay in August, plan for slightly colder days in South Coast, with highs around 36°C, while nights are about the same with lows around 29°C. Cap off your sightseeing on the 14th (Fri) early enough to travel to Roseau.

Things to do in South Coast

Outdoors Parks Beaches

Side Trip

St. George's
Find places to stay Aug 12 — 14:
Highlights from your plan
Grand Anse Beach ©
Grand Anse Beach
Carenage ©
Carenage
Scuba & Snorkeling

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.
On the 15th (Sat), tour the pleasant surroundings at Champagne Beach, admire the sheer force of Emerald Pool Nature Trail, and then steep yourself in history at Fort Shirley. Keep things going the next day: contemplate the waterfront views at Boiling Lake.

For other places to visit, traveler tips, and other tourist information, read Roseau trip planner.

You can fly from South Coast to Roseau in 5 hours. On the 17th (Mon), wrap the sightseeing up by early afternoon so you can travel back home.

Things to do in Roseau

Parks Nature Outdoors

Side Trips

Morne Trois Pitons National Park, Fort Shirley
Find places to stay Aug 14 — 17:
Highlights from your plan
Champagne Beach ©
Champagne Beach
Boiling Lake ©
Boiling Lake
Emerald Pool Nature Trail ©
Emerald Pool Nature Trail

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