19 days in Caribbean Itinerary

19 days in Caribbean Itinerary

Created using Inspirock Caribbean trip itinerary builder

Plan created by another user. Make it yours
1
Providenciales, Turks and Caicos
— 2 nights
2
San Juan, Puerto Rico
— 2 nights
3
Culebra, Puerto Rico
— 4 nights
4
Isla de Vieques, Puerto Rico
— 5 nights
5
George Town, Cayman Islands
— 2 nights
6
Havana, Cuba
— 3 nights

S M T W T F S
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
1
2
3
4
5
6
7
8
9

2
nights
Providenciales, Turks and Caicos

Providenciales ©
The most commercialized part of the Turks and Caicos, Providenciales remains the islands' tourism heaven, boasting many resorts, hotel chains, and condominiums.
Providenciales is known for beaches, wildlife, and nature. Your plan includes some of its best attractions: kick back and relax at Grace Bay Beach, steep yourself in history at Cheshire Hall Plantation, take in the dramatic natural features at Smith's Reef, and look for gifts at Flowers by EA.

For traveler tips, reviews, ratings, and more tourist information, read Providenciales trip site.

Miami, USA to Providenciales is an approximately 5-hour flight. Traveling from Miami in December, Providenciales is somewhat warmer at night with lows of 75°F. Finish up your sightseeing early on the 18th (Fri) so you can travel to San Juan.

Things to do in Providenciales

Outdoors · Parks · Beaches · Golf

Side Trip

Highlights from your plan
Grace Bay Beach ©
Grace Bay Beach
Smith's Reef
Smith's Reef
Provo Golf Club ©
Provo Golf Club

2
nights
San Juan, Puerto Rico

San Juan ©

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Start off your visit on the 19th (Sat): steep yourself in history at Old San Juan, admire the masterpieces at Museo de Las Americas, and then appreciate the extensive heritage of Sitio Histórico de San Juan. Get ready for a full day of sightseeing on the 20th (Sun): kick back and relax at Condado Beach, savor the flavors at Food & Drink, and then appreciate the history behind Paseo de los Presidentes.

To see other places to visit, reviews, and other tourist information, go to the San Juan vacation maker app.

Fly from Providenciales to San Juan in 7.5 hours. You'll lose 1 hour traveling from Providenciales to San Juan due to the time zone difference. In December, daily temperatures in San Juan can reach 85°F, while at night they dip to 75°F. Finish up your sightseeing early on the 20th (Sun) so you can travel to Culebra.

Things to do in San Juan

Historic Sites · Outdoors · Neighborhoods · Beaches
Highlights from your plan
Old San Juan ©
Old San Juan
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan
Food Tours

4
nights
Culebra, Puerto Rico

Culebra ©

Little Island

With much of Culebra a nature refuge, the tropical island has been protected from overdevelopment, chain hotels, and the cruise set.
Culebra is known for beaches, wildlife, and nature. Your plan includes some of its best attractions: kick back and relax at Flamenco Beach, visit a coastal fixture at Culebrita Lighthouse, tour the pleasant surroundings at Zoni Beach, and head off the coast to Culebrita Island.

To see reviews, photos, where to stay, and more tourist information, refer to the Culebra tour website.

Traveling by flight from San Juan to Culebra takes 2 hours. Alternatively, you can do a combination of car and ferry; or do a combination of shuttle and ferry. December in Culebra sees daily highs of 85°F and lows of 75°F at night. Finish up your sightseeing early on the 24th (Thu) so you can travel to Isla de Vieques.

Things to do in Culebra

Parks · Outdoors · Beaches · Nature
Highlights from your plan
Culebrita Island ©
Culebrita Island
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach

5
nights
Isla de Vieques, Puerto Rico

Isla de Vieques ©

Isla Nena

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: explore the activities along Sun Bay Beach, take a leisurely stroll along Malecon, expand your understanding of the military at Camp Garcia, and kick back and relax at Media Luna Beach.

For reviews, other places to visit, where to stay, and more tourist information, you can read our Isla de Vieques online trip itinerary planner.

You can do a combination of flight and car from Culebra to Isla de Vieques in 4 hours. Another option is to ride a ferry. Expect a daytime high around 84°F in December, and nighttime lows around 75°F. Wrap up your sightseeing on the 29th (Tue) early enough to travel to George Town.

Things to do in Isla de Vieques

Outdoors · Parks · Beaches · Nature
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Media Luna Beach ©
Media Luna Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge

2
nights
George Town, Cayman Islands

George Town ©
George Town is a city situated on Grand Cayman island of the Cayman Islands. Start off your visit on the 30th (Wed): stroll through Mastic Trail, tour the pleasant surroundings at Stingray City Grand Cayman, and then look for gifts at Hot Tropics. On the next day, sample the fine beverages at Cayman Spirits Co. Distillery, explore the activities along Devil's Grotto, then contemplate the long history of Pedro St. James National Historic Site, and finally admire the natural beauty at Queen Elizabeth II Botanic Park.

To see ratings, where to stay, photos, and tourist information, read our George Town road trip tool.

Getting from Isla de Vieques to George Town by flight takes about 10 hours. Traveling from Isla de Vieques to George Town, you'll gain 1 hour due to the time zone difference. In December, daily temperatures in George Town can reach 84°F, while at night they dip to 75°F. Finish your sightseeing early on the 31st (Thu) so you can travel to Havana.

Things to do in George Town

Parks · Wildlife · Nature · Historic Sites

Side Trip

Highlights from your plan
Stingray City Grand Cayman ©
Stingray City Grand Cayman
Mastic Trail ©
Mastic Trail
Cayman Spirits Co. Distillery ©
Cayman Spirits Co. Distillery

3
nights
Havana, Cuba

Havana ©

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, make a trip to Plaza de la Catedral, admire the masterpieces at Museu Nacional de Belas Artes de Cuba, and get engrossed in the history at Museum of the Revolution (Museo de la Revolucion).

For maps, ratings, and more tourist information, you can read our Havana travel route planner.

Traveling by flight from George Town to Havana takes 4 hours. Plan for slightly colder nights when traveling from George Town in December since evenings lows in Havana dip to 64°F. Cap off your sightseeing on the 3rd (Sun) early enough to travel back home.

Things to do in Havana

Highlights from your plan
Old Havana ©
Old Havana
Malecón of Havana ©
Malecón of Havana
Plaza de la Catedral ©
Plaza de la Catedral

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