21 days in Caribbean Itinerary

21 days in Caribbean Itinerary

Created using Inspirock Caribbean attractions planner

Plan created by another user. Make it yours
1
Nassau, Bahamas
— 3 nights
2
San Juan, Puerto Rico
— 3 nights
3
Charlotte Amalie, U.S. Virgin Islands
— 2 nights
4
St. John's, Antigua and Barbuda
— 2 nights
5
Bridgetown, Barbados
— 2 nights
6
St. George's, Grenada
— 2 nights
7
Port of Spain, Trinidad and Tobago
— 2 nights
8
Ocho Rios, Jamaica
— 1 night
9
Montego Bay, Jamaica
— 3 nights

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3
nights
Nassau, Bahamas

Nassau ©
On a trip to Nassau you can immerse yourself in a dynamic city atmosphere or spend your days lazing on the soft golden sands.
Nassau is known for theme parks, beaches, and shopping. Your plan includes some of its best attractions: try out the rides at Aquaventure, admire nature's wide array of creatures at Marine Habitat at Atlantis, try to win big at Atlantis Casino, and take in the spiritual surroundings of Christ Church Cathedral.

For other places to visit, photos, ratings, and tourist information, refer to the Nassau travel route planning tool.

Valparaiso, USA to Nassau is an approximately 8.5-hour flight. You'll lose 1 hour traveling from Valparaiso to Nassau due to the time zone difference. June in Nassau sees daily highs of 89°F and lows of 76°F at night. Finish your sightseeing early on the 30th (Tue) so you can travel to San Juan.

Things to do in Nassau

Parks · Outdoors · Theme Parks · Zoos & Aquariums

Side Trip

Highlights from your plan
Marine Habitat at Atlantis ©
Marine Habitat at Atlantis
Aquaventure ©
Aquaventure
Cable Beach ©
Cable Beach

3
nights
San Juan, Puerto Rico

San Juan ©

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Venture out of the city with trips to Monkey Threads (in Luquillo), Trollbeads (in Canovanas) and El Yunque Rain Forest (in El Yunque National Forest). And it doesn't end there: get to know the fascinating history of Old San Juan, indulge your taste buds at Food & Drink, admire the masterpieces at Museo de Las Americas, and scramble along the landscape with a canyoning and rapelling tour.

To see maps, traveler tips, other places to visit, and other tourist information, refer to the San Juan day trip planning app.

Traveling by flight from Nassau to San Juan takes 8 hours. The time zone difference when traveling from Nassau to San Juan is 1 hour. Expect a daytime high around 89°F in June, and nighttime lows around 78°F. Cap off your sightseeing on the 3rd (Fri) early enough to travel to Charlotte Amalie.

Things to do in San Juan

Historic Sites · Tours · Parks · Wildlife

Side Trips

Highlights from your plan
El Yunque Rain Forest ©
El Yunque Rain Forest
Old San Juan ©
Old San Juan
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan

2
nights

Charlotte Amalie ©

Duty-free Capital of the World

One of the most visited cruise ship destinations in the Caribbean, the town of Charlotte Amalie is known around the world for its duty-free jewelry, perfume, and liquor shops.
On the 4th (Sat), get to know the resident critters at Coral World Ocean Park, then stroll through Coki Point Beach, and then enjoy the sand and surf at Magens Bay. Keep things going the next day: kick back and relax at Maho Bay Beach and then enjoy the sand and surf at Trunk Bay Beach.

For ratings, photos, where to stay, and more tourist information, read Charlotte Amalie trip builder tool.

Traveling by flight from San Juan to Charlotte Amalie takes 2 hours. Expect a daytime high around 90°F in July, and nighttime lows around 80°F. Wrap up your sightseeing on the 5th (Sun) early enough to travel to St. John's.

Things to do in Charlotte Amalie

Parks · Outdoors · Beaches · Zoos & Aquariums

Side Trips

Highlights from your plan
Magens Bay ©
Magens Bay
Trunk Bay Beach ©
Trunk Bay Beach
Coral World Ocean Park ©
Coral World Ocean Park

2
nights
St. John's, Antigua and Barbuda

St. John's ©
The capital and largest city of Antigua and Barbuda, St John's represents the commercial and touristic center of the twin-island country.
Kick off your visit on the 6th (Mon): get engrossed in the history at Betty's Hope, explore the striking landscape of Nelson's Dockyard, and then explore the galleries of Fig Tree Studio Art Gallery. On the 7th (Tue), you'll have a packed day of sightseeing: take some stellar pictures from Shirley Heights and then explore the activities along Dickenson Bay.

Plan a trip to St. John's easily and quickly by telling Inspirock to suggest an itinerary.

You can fly from Charlotte Amalie to St. John's in 4.5 hours. In July, daytime highs in St. John's are 87°F, while nighttime lows are 78°F. Finish up your sightseeing early on the 7th (Tue) so you can travel to Bridgetown.

Things to do in St. John's

Parks · Nature · Historic Sites · Outdoors

Side Trips

Highlights from your plan
Nelson's Dockyard ©
Nelson's Dockyard
Shirley Heights ©
Shirley Heights
Dickenson Bay ©
Dickenson Bay

2
nights
Bridgetown, Barbados

Bridgetown is the capital and largest city of Barbados. On the 8th (Wed), contemplate the long history of Andromeda Botanic Gardens, admire the natural beauty at Hunte's Gardens, then explore the fascinating underground world of Harrison's Cave., and finally get a new perspective on things with Boat Tours & Water Sports. Here are some ideas for day two: take in nature's colorful creations at Welchman Hall Gully, tour the pleasant surroundings at Bottom Bay, then examine the collection at Sunbury Plantation House, then take in panoramic vistas at Gun Hill Signal Station, and finally enjoy the sand and surf at Carlisle Bay.

Plan a trip to Bridgetown easily and quickly by telling Inspirock to suggest an itinerary.

Getting from St. John's to Bridgetown by flight takes about 5.5 hours. In July in Bridgetown, expect temperatures between 86°F during the day and 78°F at night. Wrap up your sightseeing on the 9th (Thu) to allow time to travel to St. George's.

Things to do in Bridgetown

Parks · Outdoors · Beaches · Tours

Side Trips

Highlights from your plan
Boat Tours & Water Sports
Harrison's Cave. ©
Harrison's Cave.
Hunte's Gardens ©
Hunte's Gardens

2
nights
St. George's, Grenada

St. George's ©
The capital of the Island of Spice, St.
Kick off your visit on the 10th (Fri): enjoy the sand and surf at Magazine Beach and then stroll through Grand Anse Beach. Keep things going the next day: examine the collection at Grenada National Museum and then step off the mainland to explore Petite Martinique.

For traveler tips, ratings, photos, and more tourist information, read St. George's journey builder.

Fly from Bridgetown to St. George's in 4.5 hours. In July, daytime highs in St. George's are 86°F, while nighttime lows are 77°F. Finish your sightseeing early on the 11th (Sat) so you can travel to Port of Spain.

Things to do in St. George's

Parks · Outdoors · Beaches · Nature

Side Trips

Highlights from your plan
Grand Anse Beach ©
Grand Anse Beach
Petite Martinique ©
Petite Martinique
Magazine Beach ©
Magazine Beach

2
nights

Port of Spain ©
Port of Spain, the country's capital, sits between the sea and a scenic green mountain range, and acts as a gateway for eclectic adventures on land and sea.
Kick off your visit on the 12th (Sun): stroll through Asa Wright Nature Centre and then stroll through Yerette.

To see where to stay, more things to do, traveler tips, and other tourist information, use the Port of Spain trip builder tool.

Getting from St. George's to Port of Spain by flight takes about 4.5 hours. In July in Port of Spain, expect temperatures between 90°F during the day and 75°F at night. Wrap up your sightseeing by early afternoon on the 13th (Mon) to allow time for travel to Ocho Rios.

Things to do in Port of Spain

Parks · Wildlife

Side Trips

Highlights from your plan
Asa Wright Nature Centre ©
Asa Wright Nature Centre
Queen's Park Savannah ©
Queen's Park Savannah

1
night
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.
Kick off your visit on the 14th (Tue): admire the sheer force of Dunn's River Falls and Park, then take in the dramatic scenery at Blue Hole, and then hike along Fern Gully.

To see reviews, maps, more things to do, and more tourist information, read our Ocho Rios trip planning site.

You can fly from Port of Spain to Ocho Rios in 11.5 hours. The time zone difference moving from Atlantic Standard Time to Eastern Standard Time is minus 1 hour. July in Ocho Rios sees daily highs of 91°F and lows of 78°F at night. Cap off your sightseeing on the 14th (Tue) early enough to go by car to Montego Bay.

Things to do in Ocho Rios

Parks · Nature · Outdoors · Trails
Highlights from your plan
Dunn's River Falls and Park ©
Dunn's River Falls and Park
Fern Gully ©
Fern Gully

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.
Get out of town with these interesting Montego Bay side-trips: Boat Tours & Water Sports (in Falmouth) and Negril (Bloody Bay & Seven Mile Beach). There's lots more to do: steep yourself in history at Rose Hall Great House, play a few rounds at Cinnamon Hill Golf Course, and head outdoors with Outdoor Activities.

To find more things to do, where to stay, and other tourist information, go to the Montego Bay road trip app.

Drive from Ocho Rios to Montego Bay in 2 hours. Alternatively, you can take a bus. In July in Montego Bay, expect temperatures between 92°F during the day and 77°F at night. Wrap up your sightseeing by early afternoon on the 17th (Fri) to allow time for travel back home.

Things to do in Montego Bay

Outdoors · Tours · Parks · Beaches

Side Trips

Highlights from your plan
Seven Mile Beach ©
Seven Mile Beach
Rose Hall Great House ©
Rose Hall Great House
Cinnamon Hill Golf Course ©
Cinnamon Hill Golf Course

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