14 days in Caribbean Itinerary

14 days in Caribbean Itinerary

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Route & dates

14 days in Caribbean Itinerary

Dallas, United States
Fly:  12​h 30​min
Havana, Cuba
— 3 nights
Fly + Drive:  6​h
Palm - Eagle Beach, Aruba
— 3 nights
Drive + Fly + shuttle:  4​h 30​min
Punta Cana, Dominican Republic
— 2 nights
Fly:  4​h 30​min
San Juan, Puerto Rico
— 2 nights
Fly:  30​min
Culebra, Puerto Rico
— 3 nights
Fly:  8​h 15​min
Dallas, 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.
On the 7th (Tue), steep yourself in history at Old Square (Plaza Vieja), make a trip to Plaza de la Catedral, then get to know the fascinating history of El Malecon, and finally contemplate the long history of El Morro. Get ready for a full day of sightseeing on the 8th (Wed): explore the different monuments and memorials at Christopher Columbus Cemetery (Cemetario de Colon), steep yourself in history at Castillo de la Real Fuerza, then don't miss a visit to Plaza de Armas, then appreciate the extensive heritage of Old Havana, and finally contemplate the long history of FINCA VIGÍA.

To find other places to visit, photos, where to stay, and more tourist information, read Havana custom trip planner.

Dallas, USA to Havana is an approximately 12.5-hour flight. The time zone difference when traveling from Dallas to Havana is 1 hour. In November, Havana is a bit warmer than Dallas - with highs of 82°F and lows of 64°F. Wrap up your sightseeing on the 9th (Thu) early enough 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.
Relax by the water at Baby Beach and Palm Beach. Popular historic sites such as California Lighthouse and Antilla Shipwreck are in your itinerary. When in Palm - Eagle Beach, make a side trip to see Scuba & Snorkeling in Savaneta, approximately 30 minutes away.

To find more things to do, photos, reviews, and tourist information, read Palm - Eagle Beach itinerary planner.

You can do a combination of flight and car from Havana to Palm - Eagle Beach in 6 hours. Traveling from Havana to Palm - Eagle Beach, you'll lose 1 hour due to the time zone difference. Plan for somewhat warmer temperatures traveling from Havana in November, with highs in Palm - Eagle Beach at 89°F and lows at 79°F. Wrap up your sightseeing by early afternoon on the 12th (Sun) to allow enough time to travel to Punta Cana.

Things to do in Palm - Eagle Beach

Parks Beaches Outdoors

Side Trips

California Lighthouse, Baby Beach, Donkey Sanctuary Aruba
Accommodations
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Eagle Beach ©
Eagle Beach
Palm Beach ©
Palm Beach
Baby Beach ©
Baby Beach

2
days
Punta Cana, Dominican Republic

Punta Cana ©
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.
On the 13th (Mon), tour the water at your own pace with El Tour Caribe - Tours and then kick back and relax at Bavaro Beach. Here are some ideas for day two: fulfill a lifelong dream with a swim-with-the-dolphins experience.

For photos, traveler tips, reviews, and tourist information, go to the Punta Cana itinerary maker.

Traveling by combination of car, flight, and shuttle from Palm - Eagle Beach to Punta Cana takes 4.5 hours. Traveling from Palm - Eagle Beach in November, plan for slightly colder nights in Punta Cana, with lows around 74°F. Wrap up your sightseeing by early afternoon on the 14th (Tue) to allow enough time to travel to San Juan.

Things to do in Punta Cana

Outdoors Tours Adventure
Accommodations
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Bavaro Beach ©
Bavaro Beach
El Tour Caribe - Tours ©
El Tour Caribe - Tours
Swim with Dolphins

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 15th (Wed), steep yourself in history at San Juan National Historic Site, then steep yourself in history at La Fortaleza - Palacio de Santa Catalina, and then get to know the fascinating history of Old San Juan. On your second day here, admire the sheer force of The El Yunque Rain Forest.

To see where to stay, reviews, maps, and more tourist information, go to the San Juan trip itinerary maker.

Traveling by flight from Punta Cana to San Juan takes 4.5 hours. Alternatively, you can do a combination of bus and ferry. November in San Juan sees daily highs of 87°F and lows of 76°F at night. Finish your sightseeing early on the 16th (Thu) so you can fly to Culebra.

Things to do in San Juan

Historic Sites Nature Parks

Side Trip

El Yunque Rain Forest
Accommodations
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Old San Juan ©
Old San Juan
El Yunque Rain Forest ©
El Yunque Rain Forest
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.
Get in touch with nature at Flamenco Beach and Tamarindo Beach. Visit Zoni Beach and Playa Punta Soldado Beach for some beach relaxation. It doesn't end there: head off the coast to Culebrita Island and enjoy the sand and surf at Carlos Rosario Beach.

To see reviews, traveler tips, other places to visit, and tourist information, refer to the Culebra trip itinerary planner.

Culebra is just a short distance from San Juan. In November, daytime highs in Culebra are 86°F, while nighttime lows are 76°F. Cap off your sightseeing on the 19th (Sun) early enough to travel back home.

Things to do in Culebra

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

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