15 days in Caribbean Itinerary

15 days in Caribbean Itinerary

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Route & dates

15 days in Caribbean Itinerary

Newark, United States
Fly:  6​h
Havana, Cuba
— 3 nights
Fly + Drive:  6​h
Palm - Eagle Beach, Aruba
— 4 nights
Drive + Fly:  5​h
St. Barthelemy, St. Barthelemy
— 3 nights
Fly:  4​h 30​min
San Juan, Puerto Rico
— 2 nights
Fly:  30​min
Culebra, Puerto Rico
— 2 nights
Fly:  6​h
Newark, United States

2
days
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Start off your visit on the 30th (Sat): get to know the fascinating history of Old Havana. Get ready for a full day of sightseeing on the 31st (Sun): contemplate the long history of El Morro, steep yourself in history at Castillo de San Carlos de la Cabana, then make a trip to Plaza de la Catedral, and finally contemplate the long history of Old Square (Plaza Vieja).

For ratings, traveler tips, maps, and tourist information, read Havana holiday planner.

Newark, USA to Havana is an approximately 6-hour flight. Plan for much hotter temperatures traveling from Newark in December, with highs in Havana at 82°F and lows at 64°F. Finish your sightseeing early on the 2nd (Tue) to allow enough time to travel to Palm - Eagle Beach.

Things to do in Havana

Historic Sites Neighborhoods
Accommodations
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Old Havana ©
Old Havana
El Malecon ©
El Malecon
El Morro ©
El Morro

3
days
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.
Deepen your sense of the past at sights like California Lighthouse and Antilla Shipwreck. Relax by the water at Palm Beach and Baby Beach. Step out of Palm - Eagle Beach to go to Savaneta and see Scuba & Snorkeling, which is approximately 30 minutes away. There's still lots to do: tour the pleasant surroundings at Eagle Beach, enjoy the sand and surf at Manchebo Beach, and take in the dramatic natural features at Ayo and Casibari Rock Formations.

To find photos, more things to do, traveler tips, and other tourist information, you can read our Palm - Eagle Beach itinerary maker.

You can do a combination of flight and car from Havana to Palm - Eagle Beach in 6 hours. The time zone difference moving from Cuba Standard Time to Atlantic Standard Time is 1 hour. Traveling from Havana in January, things will get a bit warmer in Palm - Eagle Beach: highs are around 86°F and lows about 76°F. Finish your sightseeing early on the 6th (Sat) to allow enough time to travel to St. Barthelemy.

Things to do in Palm - Eagle Beach

Parks Beaches Outdoors

Side Trips

Baby Beach, Ayo and Casibari Rock Formations, California Lighthouse
Accommodations
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Eagle Beach ©
Eagle Beach
Palm Beach ©
Palm Beach
Baby Beach ©
Baby Beach

3
days
St. Barthelemy, St. Barthelemy

St. Barthelemy ©
The volcanic island of St.
You'll enjoy a bit of beach vacationing at St. Jean Beach and Grande Saline Beach. Next up on the itinerary: stroll through Colombier Beach, contemplate the long history of Corossol, kick back and relax at Anse des Flamands, and head outdoors with Big Blue.

For reviews, other places to visit, ratings, and more tourist information, read our St. Barthelemy trip builder.

You can do a combination of car and flight from Palm - Eagle Beach to St. Barthelemy in 5 hours. In January, plan for daily highs up to 82°F, and evening lows to 75°F. Wrap up your sightseeing on the 9th (Tue) early enough to travel to San Juan.

Things to do in St. Barthelemy

Outdoors Beaches Parks
Accommodations
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St. Jean Beach ©
St. Jean Beach
Colombier Beach ©
Colombier Beach
Anse des Flamands ©
Anse des Flamands

2
days
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
On the 9th (Tue), kick back and relax at Pine Grove Beach. Get ready for a full day of sightseeing on the 10th (Wed): contemplate the long history of San Juan National Historic Site, get a sense of history and politics at La Fortaleza - Palacio de Santa Catalina, and then appreciate the extensive heritage of Old San Juan.

For traveler tips, maps, other places to visit, and other tourist information, read our San Juan trip planner.

Fly from St. Barthelemy to San Juan in 4.5 hours. In January, plan for daily highs up to 84°F, and evening lows to 73°F. Finish your sightseeing early on the 11th (Thu) to allow enough time to fly to Culebra.

Things to do in San Juan

Historic Sites Beaches Outdoors

Side Trip

Pine Grove Beach
Accommodations
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Old San Juan ©
Old San Juan
Pine Grove Beach ©
Pine Grove Beach
San Juan National Historic Site ©
San Juan National Historic Site

3
days
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.
We've included these beaches for you: Flamenco Beach and Carlos Rosario Beach. The adventure continues: kick back and relax at Zoni Beach, stroll through Playa Punta Soldado Beach, enjoy the sea views from Culebrita Lighthouse, and browse the collection at Culebra Public Library.

To see where to stay, photos, and more tourist information, you can read our Culebra vacation builder.

Culebra is just a stone's throw from San Juan. January in Culebra sees daily highs of 83°F and lows of 72°F at night. Wrap up your sightseeing on the 13th (Sat) to allow time to travel back home.

Things to do in Culebra

Beaches Outdoors Parks
Accommodations
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Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach
Tamarindo Beach ©
Tamarindo Beach

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