12 days in Caribbean Itinerary

12 days in Caribbean Itinerary

Created using Inspirock Caribbean tour planner

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

S M T W T F S
20
21
22
23
24
25
26
27
28
29
30
31
1
2

2
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.
Kick off your visit on the 23rd (Wed): steep yourself in history at Castillo de la Real Fuerza, get to know the fascinating history of Malecón of Havana, and then make a trip to Old Havana. Get ready for a full day of sightseeing on the next day: contemplate the long history of Finca Vigía, contemplate the long history of Old Square (Plaza Vieja), then steep yourself in history at Fortaleza de San Carlos de la Cabana, and finally steep yourself in history at El Morro.

For ratings, maps, reviews, and other tourist information, read our Havana trip planner.

Detroit, USA to Havana is an approximately 8.5-hour flight. Traveling from Detroit in December, expect Havana to be much hotter, temps between 82°F and 64°F. Finish your sightseeing early on the 24th (Thu) to allow enough time to travel to George Town.

Things to do in Havana

Highlights from your trip
©
Must see
Old Havana
4.6
©
Historic Walking Area
Malecón of Havana
3.9
©
World heritage site
Old Square (Plaza Vieja)
4.6

2
nights
George Town, Cayman Islands

George Town ©
George Town is a city situated on Grand Cayman island of the Cayman Islands. Kick off your visit on the 25th (Fri): tour the pleasant surroundings at Mastic Trail and then identify plant and animal life at Wildlife Areas. Here are some ideas for day two: admire all the interesting features of Pedro St. James National Historic Site, then stroll through Stingray City Grand Cayman, and then Head underground at Cayman Crystal Caves.

To see traveler tips, maps, reviews, and other tourist information, refer to the George Town trip itinerary planner.

You can fly from Havana to George Town in 4 hours. Traveling from Havana in December, plan for a bit warmer nights in George Town, with lows around 75°F. Finish your sightseeing early on the 26th (Sat) so you can travel to Providenciales.

Things to do in George Town

Wildlife · Parks · Outdoors · Tours

Side Trip

Highlights from your trip
©
Dolphin / Whale Watching
Dolphin & Whale Watching
4.6
©
Nature / Park
Mastic Trail
4.1

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.
Start off your visit on the 27th (Sun): take a memorable tour with Tours and then play a few rounds at Provo Golf Club. Keep things going the next day: step off the mainland to explore Little Water Cay, then kick back and relax at Grace Bay Beach, and then take in the dramatic natural features at Smith's Reef.

To find traveler tips, maps, and other tourist information, read our Providenciales tour itinerary planning site.

Getting from George Town to Providenciales by flight takes about 8.5 hours. December in Providenciales sees daily highs of 83°F and lows of 75°F at night. Finish up your sightseeing early on the 28th (Mon) so you can travel to San Juan.

Things to do in Providenciales

Outdoors · Wildlife · Parks · Nature

Side Trip

Highlights from your trip
©
Must see
Grace Bay Beach
4.9
©
Must see
Shark Diving
4.9
Geologic Formation
Smith's Reef
4.5

3
nights
San Juan, Puerto Rico

San Juan ©

Walled City

Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Visit Old San Juan and Santa Maria Magdalena de Pazzis Cemetery for their historical value. Take a break from the city and head to El Yunque Rain Forest and Condado Beach. There's still lots to do: contemplate the long history of Sitio Histórico de San Juan, take in the architecture and atmosphere at Catedral Metropolitana Basilica de San Juan Bautista, and don't miss a visit to Holocaust Memorial Monument.

For photos, more things to do, where to stay, and more tourist information, go to the San Juan day trip planning site.

You can fly from Providenciales to San Juan in 7.5 hours. The time zone changes from Eastern Standard Time to Atlantic Standard Time, which is usually a 1 hour difference. In December, plan for daily highs up to 85°F, and evening lows to 75°F. Finish up your sightseeing early on the 31st (Thu) so you can travel to Culebra.

Things to do in San Juan

Historic Sites · Parks · Nature · Wildlife

Side Trip

Highlights from your trip
©
Must see
Old San Juan
4.7
©
World heritage site
Sitio Histórico de San Juan
4.8

2
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.
Start off your visit on the 1st (Fri): kick back and relax at Playa Punta Soldado Beach and then enjoy the sand and surf at Flamenco Beach. Keep things going the next day: head off the coast to Culebrita Island.

For reviews, traveler tips, more things to do, and other tourist information, read our Culebra day trip tool.

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. In December in Culebra, expect temperatures between 85°F during the day and 75°F at night. Wrap up your sightseeing by early afternoon on the 2nd (Sat) to allow time for travel back home.

Things to do in Culebra

Parks · Beaches · Outdoors · Nature
Highlights from your trip
©
Must see
Culebrita Island
4.8

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