15 days in Caribbean Itinerary

15 days in Caribbean Itinerary

Created using Inspirock Caribbean Trip Planner

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1
Havana, Cuba
— 3 nights
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2
Palm - Eagle Beach, Aruba
— 4 nights
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3
St. Barthelemy, St. Barthelemy
— 3 nights
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4
San Juan, Puerto Rico
— 2 nights
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5
Culebra, Puerto Rico
— 2 nights
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Havana, Cuba

— 3 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.
Kick off your visit on the 30th (Sat): make a trip to Old Havana. On your second day here, steep yourself in history at El Morro, then contemplate the long history of Fortaleza de San Carlos de la Cabana, then don't miss a visit to Plaza de la Catedral, and finally steep yourself in history at Old Square (Plaza Vieja).

To find maps, traveler tips, photos, and tourist information, you can read our Havana road trip planner.

Newark, USA to Havana is an approximately 7-hour flight. In December, Havana is much hotter than Newark - with highs of 82°F and lows of 64°F. Wrap up your sightseeing on the 2nd (Tue) to allow time to fly to Palm - Eagle Beach.

Things to do in Havana

Historic Sites · Neighborhoods
Find places to stay Dec 30 — Jan 2:

Palm - Eagle Beach, Aruba

— 4 nights
A long stretch of powdery white sand and aquamarine waters, Palm - Eagle Beach remains one of Aruba's most visited vacation spots.
Get some cultural insight at California Lighthouse and Antilla Shipwreck. Your itinerary includes some good beach time at Eagle Beach and Baby Beach. There's more to do: enjoy the sand and surf at Palm Beach and explore the striking landscape at Ayo and Casibari Rock Formations.

For other places to visit, where to stay, maps, and other tourist information, read our Palm - Eagle Beach sightseeing planner.

Traveling by flight from Havana to Palm - Eagle Beach takes 9 hours. The time zone difference moving from Cuba Standard Time (CST) to Atlantic Standard Time (AST) is 1 hour. Traveling from Havana in January, things will get somewhat warmer in Palm - Eagle Beach: highs are around 86°F and lows about 76°F. Finish up your sightseeing early on the 6th (Sat) so you can catch the flight to St. Barthelemy.

Things to do in Palm - Eagle Beach

Parks · Beaches · Outdoors · Historic Sites

Side Trips

Find places to stay Jan 2 — 6:

St. Barthelemy, St. Barthelemy

— 3 nights

St. Barts

The volcanic island of St.
Visit Colombier Beach and Grand Cul de Sac Beach for some beach relaxation. The adventure continues: enjoy the sand and surf at St. Jean Beach, steep yourself in history at Corossol, and stroll through Anse de Grande Saline.

To see maps, more things to do, reviews, and tourist information, read St. Barthelemy road trip planner.

You can fly from Palm - Eagle Beach to St. Barthelemy in 9 hours. Wrap up your sightseeing on the 9th (Tue) to allow time to fly to San Juan.

Things to do in St. Barthelemy

Parks · Beaches · Outdoors · Historic Sites
Find places to stay Jan 6 — 9:

San Juan, Puerto Rico

— 2 nights

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S. jurisdiction and one of the oldest in the Americas.
Kick off your visit on the 9th (Tue): tour the pleasant surroundings at Pine Grove Beach. On the 10th (Wed), you'll have a packed day of sightseeing: appreciate the extensive heritage of Sitio Histórico de San Juan, get a sense of history and politics at La Fortaleza - Palacio de Santa Catalina, and then get to know the fascinating history of Old San Juan.

Discover how to plan a San Juan trip in just a few steps with Inspirock's itinerary builder.

You can fly from St. Barthelemy to San Juan in 4.5 hours. Expect a daytime high around 84°F in January, and nighttime lows around 73°F. Finish your sightseeing early on the 11th (Thu) so you can fly to Culebra.

Things to do in San Juan

Historic Sites · Beaches · Parks · Neighborhoods

Side Trip

Find places to stay Jan 9 — 11:

Culebra, Puerto Rico

— 2 nights

Little Island

With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
You'll enjoy a bit of beach vacationing at Flamenco Beach and Zoni Beach. And it doesn't end there: kick back and relax at Playa Carlos Rosario, enjoy the sea views from Culebrita Lighthouse, get lost in a book at Culebra Public Library, and stroll through Tamarindo Beach.

For where to stay, other places to visit, and tourist information, read Culebra driving holiday planner.

You can fly from San Juan to Culebra in 2 hours. Alternatively, you can do a combination of car and ferry; or do a combination of shuttle and ferry. Expect a daytime high around 84°F in January, and nighttime lows around 73°F. Wrap up your sightseeing on the 13th (Sat) to allow time to fly back home.

Things to do in Culebra

Beaches · Parks · Outdoors · Historic Sites
Find places to stay Jan 11 — 13: