13 days in Caribbean Itinerary

13 days in Caribbean Itinerary

Created using Inspirock Caribbean trip planner

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Route & dates

Start: Washington DC, United States
Subway + Fly:  6 h 15 min
1
Isla de Vieques, Puerto Rico
— 3 nights
Drive + Fly:  2 h 15 min
2
Culebra, Puerto Rico
— 2 nights
Fly:  4 h 30 min
3
Santo Domingo, Dominican Republic
— 2 nights
Fly:  2 h 45 min
4
Havana, Cuba
— 2 nights
Fly:  2 h
5
Seven Mile Beach, Cayman Islands
— 3 nights
Fly + Bus:  6 h 45 min
End: Washington DC, United States

3
nights
Isla de Vieques, Puerto Rico

Isla de Vieques ©
For sixty years until 2003, most of the Isla de Vieques was closed off to the public, with the US Navy using the island's beaches and surrounding waters for drills and testing of new military machinery, such as bombs.
Isla de Vieques is known for nature, beaches, and wildlife. Your plan includes some of its best attractions: stroll through Sun Bay Beach, enjoy the sand and surf at Media Luna Beach, have fun at Vieques Gun Club & Sporting Clays, and deepen your knowledge of military history at Camp Garcia.

To see maps, photos, traveler tips, and more tourist information, go to the Isla de Vieques trip planner.

Washington DC, USA to Isla de Vieques is an approximately 6.5- hour combination of subway and flight. You can also do a combination of bus and flight. The time zone difference when traveling from Washington DC to Isla de Vieques is 1 hour. Expect warmer temperatures when traveling from Washington DC in December; daily highs in Isla de Vieques reach 84°F and lows reach 75°F. Finish your sightseeing early on the 25th (Wed) so you can travel to Culebra.

Things to do in Isla de Vieques

Parks Beaches Outdoors
Find places to stay Dec 22 — 25:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge
Media Luna Beach ©
Media Luna Beach

2
nights
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.
Kick off your visit on the 26th (Thu): kick back and relax at Flamenco Beach and then browse the collection at Culebra Public Library. On the next day, enjoy the sand and surf at Zoni Beach, then head off the coast to Culebrita Island, and then enjoy the sea views from Culebrita Lighthouse.

For maps, more things to do, ratings, and more tourist information, go to the Culebra tour builder tool.

Do a combination of car and flight from Isla de Vieques to Culebra in 2.5 hours. Alternatively, you can ride a ferry. Expect a daytime high around 85°F in December, and nighttime lows around 75°F. Finish your sightseeing early on the 27th (Fri) so you can travel to Santo Domingo.

Things to do in Culebra

Parks Beaches Outdoors
Find places to stay Dec 25 — 27:
Highlights from your plan
Culebrita Island ©
Culebrita Island
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach

2
nights
Santo Domingo, Dominican Republic

Santo Domingo ©
Santo Domingo, the capital of the Dominican Republic, remains the oldest continuously inhabited settlement in the New World.
Start off your visit on the 28th (Sat): steep yourself in history at Fortaleza Ozama and then make a trip to Zona Colonial. Get ready for a full day of sightseeing on the next day: examine the collection at Museo De Las Casas Reales, explore the historical opulence of Alcazar de Colon, then take in the spiritual surroundings of Catedral Primada de America, and finally pause for some photo ops at Columbus Lighthouse (Faro A Colon).

To find where to stay, ratings, traveler tips, and other tourist information, read our Santo Domingo trip planner.

You can fly from Culebra to Santo Domingo in 3.5 hours. Other options are to do a combination of flight and shuttle; or do a combination of ferry and taxi. Wrap up your sightseeing on the 29th (Sun) early enough to travel to Havana.

Things to do in Santo Domingo

Historic Sites Museums
Find places to stay Dec 27 — 29:
Highlights from your plan
Alcazar de Colon ©
Alcazar de Colon
Zona Colonial ©
Zona Colonial
Catedral Primada de America
Catedral Primada de America

2
nights
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 30th (Mon), appreciate the extensive heritage of Old Havana, make a trip to Plaza de la Catedral, and then don't miss a visit to El Capitolio. Get ready for a full day of sightseeing on the next day: take an in-depth tour of Museum of the Revolution (Museo de la Revolucion), then appreciate the extensive heritage of Malecón of Havana, and then contemplate the long history of Fortaleza de San Carlos de la Cabana.

To see ratings, more things to do, reviews, and other tourist information, read our Havana online trip itinerary builder.

Traveling by flight from Santo Domingo to Havana takes 3 hours. The time zone changes from Atlantic Standard Time (AST) to Cuba Standard Time (CST), which is usually a -1 hour difference. Expect a daytime high around 82°F in December, and nighttime lows around 64°F. Wrap up your sightseeing on the 31st (Tue) to allow time to travel to Seven Mile Beach.

Things to do in Havana

Historic Sites Museums
Find places to stay Dec 29 — 31:
Highlights from your plan
Old Havana ©
Old Havana
Malecón of Havana ©
Malecón of Havana
Plaza de la Catedral ©
Plaza de la Catedral

3
nights
Seven Mile Beach, Cayman Islands

Seven Mile Beach ©
Seven Mile Beach is a long crescent of coral-sand beach on the western end of Grand Cayman island. Seven Mile Beach is known for wildlife, beaches, and spas. Your plan includes some of its best attractions: stroll through Stingray City Grand Cayman, admire all the interesting features of Hell Gift Store, brush up on your knowledge of spirits at Cayman Spirits Co. Distillery, and explore the historical opulence of Pedro St. James National Historic Site.

For photos, more things to do, other places to visit, and tourist information, use the Seven Mile Beach trip itinerary tool.

You can fly from Havana to Seven Mile Beach in 2 hours. Traveling from Havana in December, expect somewhat warmer with lows of 75°F in Seven Mile Beach. Cap off your sightseeing on the 3rd (Fri) early enough to travel back home.

Things to do in Seven Mile Beach

Parks Wildlife Outdoors

Side Trips

Grand Cayman, Cayman Turtle Centre: Island Wildlife Encounter, Cayman Spirits Co. Distillery
Find places to stay Dec 31 — Jan 3:
Highlights from your plan
Stingray City Grand Cayman ©
Stingray City Grand Cayman
Seven Mile Beach ©
Seven Mile Beach
Scuba & Snorkeling

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