23 days in Caribbean Itinerary

23 days in Caribbean Itinerary

Created using Inspirock Caribbean itinerary planner

Make it your trip
Drive to Newark Liberty International Airport, Fly to Punta Cana International Airport
1
Punta Cana, Dominican Republic
— 6 nights
Fly
2
San Juan, Puerto Rico
— 5 nights
Fly to Nevis, Taxi to South Coast
3
South Coast, St. Kitts and Nevis
— 1 night
Ferry to Basseterre, St. Kitts, Drive to Sandy Point Town
4
Sandy Point Town, St. Kitts and Nevis
— 2 nights
Fly
5
Ocho Rios, Jamaica
— 3 nights
Fly
6
Havana, Cuba
— 5 nights
Fly

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Punta Cana, Dominican Republic

— 6 nights
In an area boasting beaches that face both the Atlantic Ocean and the Caribbean Sea, vacations in Punta Cana have been popular with tourists since the early 1970s.
Venture out of the city with trips to La Romana (Teeth Of The Dog & Altos de Chavon). Spend the 11th (Sun) spotting exotic species with a safari tour. And it doesn't end there: tour the pleasant surroundings at Bavaro Beach, step off the mainland to explore Saona Island, explore the fascinating underground world of Cave Oleg Bat House, and enjoy the sand and surf at Macao Beach.

To see more things to do, photos, other places to visit, and other tourist information, you can read our Punta Cana road trip app.

Newark, USA to Punta Cana is an approximately 7.5-hour combination of car and flight. You'll lose 1 hour traveling from Newark to Punta Cana due to the time zone difference. Plan for much warmer temperatures traveling from Newark in March, with highs in Punta Cana at 84°F and lows at 71°F. Finish your sightseeing early on the 12th (Mon) so you can travel to San Juan.

Things to do in Punta Cana

Outdoors · Parks · Tours · Wildlife

Side Trips

San Juan, Puerto Rico

— 5 nights

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Explore the numerous day-trip ideas around San Juan: El Yunque Rain Forest (in El Yunque National Forest) and Museo de Arte de Ponce (in Ponce). Next up on the itinerary: appreciate the extensive heritage of Old San Juan, admire the masterpieces at Museo de Arte de Puerto Rico, tour the pleasant surroundings at Condado Beach, and don't miss a visit to Calle del Cristo.

To find more things to do, photos, maps, and other tourist information, go to the San Juan trip planner.

Traveling by flight from Punta Cana to San Juan takes 2.5 hours. Alternatively, you can do a combination of bus and ferry. March in San Juan sees daily highs of 85°F and lows of 73°F at night. Finish your sightseeing early on the 17th (Sat) so you can travel to South Coast.

Things to do in San Juan

Parks · Outdoors · Beaches · Nature

Side Trips

South Coast, St. Kitts and Nevis

— 1 night
On the 17th (Sat), kick back and relax at Pinney's Beach.

To find more things to do, photos, where to stay, and other tourist information, you can read our South Coast tour itinerary planner.

Traveling by combination of flight and taxi from San Juan to South Coast takes 4.5 hours. In March, daily temperatures in South Coast can reach 84°F, while at night they dip to 75°F. Wrap up your sightseeing on the 18th (Sun) early enough to travel to Sandy Point Town.

Things to do in South Coast

Outdoors · Parks · Golf · Beaches

Side Trip

Sandy Point Town, St. Kitts and Nevis

— 2 nights
With sun-swept views over the Caribbean Sea, a vacation in Sandy Point Town offers seclusion, relaxation, and beautiful weather.
Kick off your visit on the 19th (Mon): take in the awesome beauty at Mount Liamuiga and then explore the wealth of natural beauty at Brimstone Hill Fortress National Park.

To find ratings, more things to do, maps, and other tourist information, refer to the Sandy Point Town trip planner.

Getting from South Coast to Sandy Point Town by combination of ferry and car takes about 1.5 hours. Other options: do a combination of car and flight. In March, daily temperatures in Sandy Point Town can reach 84°F, while at night they dip to 73°F. Wrap up your sightseeing on the 20th (Tue) early enough to travel to Ocho Rios.

Things to do in Sandy Point Town

Parks · Nature · Historic Sites

Side Trip

Ocho Rios, Jamaica

— 3 nights
A trip to Ocho Rios, the tourist hub of Saint Ann Parish, offers travelers a staggering amount of activities and cultural attractions.
On your second day here, enjoy the sand and surf at James Bond Beach, admire the sheer force of Blue Hole, and then admire the sheer force of Dunn's River Falls and Park.

To see where to stay, more things to do, reviews, and other tourist information, refer to the Ocho Rios itinerary site.

Getting from Sandy Point Town to Ocho Rios by flight takes about 12 hours. The time zone difference moving from Atlantic Standard Time (AST) to Eastern Standard Time (EST) is minus 1 hour. In March in Ocho Rios, expect temperatures between 87°F during the day and 74°F at night. On the 23rd (Fri), you're off to Havana.

Things to do in Ocho Rios

Parks · Nature · Outdoors · Beaches

Havana, Cuba

— 5 nights

Rome of the Caribbean

Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Havana is known for historic sites, nightlife, and museums. Your plan includes some of its best attractions: get to know the fascinating history of Malecón of Havana, wander the streets of Christopher Columbus Cemetery (Cemetario de Colon), take an in-depth tour of Museum of the Revolution (Museo de la Revolucion), and don't miss a visit to Plaza de la Catedral.

For ratings, traveler tips, maps, and more tourist information, go to the Havana trip itinerary planner.

Traveling by flight from Ocho Rios to Havana takes 10 hours. In March, Havana is little chillier than Ocho Rios - with highs of 82°F and lows of 62°F. Finish up your sightseeing early on the 28th (Wed) so you can travel back home.

Things to do in Havana

Historic Sites · Museums · Neighborhoods

St. Kitts and Nevis travel guide

4
Beaches · Gift & Specialty Shops · Scuba & Snorkeling
A trip to St. Kitts and Nevis takes you to the smallest country in the Americas. Although diminutive in size, the two Caribbean islands offer a distinct tropical experience to visitors. Rich in history, the islands feature forested hills, tranquil beaches, charming villages, and restored sugar plantations. On a tour of St. Kitts and Nevis you can visit historic forts and quaint colonial towns, lounge on picturesque stretches of sand, or enjoy hiking the dormant Mount Liamuiga, the islands' highest peak.