31 days in Caribbean Itinerary

31 days in Caribbean Itinerary

Created using Inspirock Caribbean sightseeing planner

Plan created by another user. Make it yours

Route & dates

1
Saint Joseph Parish, Barbados
— 2 nights
2
Philipsburg, St. Maarten-St. Martin
— 5 nights
3
Isla de Vieques, Puerto Rico
— 7 nights
4
San Juan, Puerto Rico
— 5 nights
5
Culebra, Puerto Rico
— 4 nights
6
Seven Mile Beach, Cayman Islands
— 2 nights
7
Havana, Cuba
— 5 nights

2
nights
Saint Joseph Parish, Barbados

Saint Joseph Parish ©
Lush Saint Joseph Parish has a particularly rugged aspect to it down by the sea, so much so that it has gained the nickname 'Scotland District'.
Start off your visit on the 2nd (Mon): enjoy the sand and surf at Bottom Bay, examine the collection at Sunbury Plantation House, thensteep yourself in history at Andromeda Botanic Gardens, thentake in nature's colorful creations at Hunte's Gardens, and finally explore the fascinating underground world of Harrison's Cave.. Here are some ideas for day two: stroll through Carlisle Bay, sample the fine beverages at St. Nicholas Abbey, and then tour the pleasant surroundings at Soup Bowl.

For other places to visit and more tourist information, you can read our Saint Joseph Parish online tour planner.

Toronto, Canada to Saint Joseph Parish is an approximately 10.5-hour combination of flight and bus. The time zone difference moving from Eastern Standard Time (EST) to Atlantic Standard Time (AST) is 1 hour. In December, Saint Joseph Parish is much warmer than Toronto - with highs of °C and lows of °C. Finish your sightseeing early on the 3rd (Tue) so you can travel to Philipsburg.

Things to do in Saint Joseph Parish

Parks Outdoors Beaches

Side Trips

Saint Philip Parish, St. Nicholas Abbey, Harrison's Cave., Carlisle Bay
Find places to stay Dec 1 — 3:
Highlights from your plan
Hunte's Gardens ©
Hunte's Gardens
Bottom Bay ©
Bottom Bay
Harrison's Cave. ©
Harrison's Cave.

5
nights
Philipsburg, St. Maarten-St. Martin

Take a trip to Philipsburg, the capital of Sint Maarten, and enjoy dynamic nightlife and great shopping.
Philipsburg is known for shopping, beaches, and wildlife. Your plan includes some of its best attractions: get some thrills on the water with a speed boat tour, try to win big at Casino Royale, kick back and relax at Great Bay Beach, and stroll through Dawn Beach.

For traveler tips, ratings, other places to visit, and more tourist information, refer to the Philipsburg trip planner.

You can do a combination of bus and flight from Saint Joseph Parish to Philipsburg in 8.5 hours. In December, daytime highs in Philipsburg are °C, while nighttime lows are °C. Wrap up your sightseeing on the 8th (Sun) to allow time to travel to Isla de Vieques.

Things to do in Philipsburg

Outdoors Parks Beaches

Side Trips

Sint Maarten, Saint-Martin, Maho, WAKE N' GLISSE, Orient Bay Beach
Find places to stay Dec 3 — 8:
Highlights from your plan
Speed Boats Tours
Maho Beach ©
Maho Beach
Great Bay Beach ©
Great Bay Beach

7
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: explore the activities along Sun Bay Beach, enjoy the sand and surf at Caracas Beach, discover the deep blue sea with a scuba or snorkeling tour, and tour the pleasant surroundings at Vieques National Wildlife Refuge.

For photos, more things to do, where to stay, and tourist information, use the Isla de Vieques travel route planner.

Traveling by flight from Philipsburg to Isla de Vieques takes 5.5 hours. In December in Isla de Vieques, expect temperatures between °C during the day and °C at night. Finish your sightseeing early on the 15th (Sun) to allow enough time to travel to San Juan.

Things to do in Isla de Vieques

Outdoors Parks Beaches
Find places to stay Dec 8 — 15:
Highlights from your plan
Sun Bay Beach ©
Sun Bay Beach
Media Luna Beach ©
Media Luna Beach
Vieques National Wildlife Refuge ©
Vieques National Wildlife Refuge

5
nights
San Juan, Puerto Rico

San Juan ©
Founded by the Spanish in 1521, San Juan is the oldest city under U.S.
Venture out of the city with trips to Museo del Tabaco Caguas (in Caguas), El Yunque Rain Forest (in El Yunque National Forest) and Museo de Arte de Ponce (in Ponce). Next up on the itinerary: get to know the fascinating history of Old San Juan, look for gifts at Turquesa Viejo, appreciate the history behind Paseo de los Presidentes, and contemplate the long history of Sitio Histórico de San Juan.

To find other places to visit, ratings, maps, and tourist information, use the San Juan trip planner.

Getting from Isla de Vieques to San Juan by flight takes about 2 hours. Other options: do a combination of ferry and car; or do a combination of ferry and shuttle. In December, daily temperatures in San Juan can reach °C, while at night they dip to °C. Wrap up your sightseeing on the 20th (Fri) early enough to travel to Culebra.

Things to do in San Juan

Parks Outdoors Nature

Side Trips

Bosque Nacional El Yunque, Museo del Tabaco Caguas, Luquillo Beach, El Yunque Rain Forest, Museo de Arte de Ponce
Find places to stay Dec 15 — 20:
Highlights from your plan
Old San Juan ©
Old San Juan
El Yunque Rain Forest ©
El Yunque Rain Forest
Sitio Histórico de San Juan ©
Sitio Histórico de San Juan

4
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.
Culebra is known for beaches, wildlife, and nature. Your plan includes some of its best attractions: stroll through Flamenco Beach, step off the mainland to explore Culebrita Island, kick back and relax at Playa Punta Soldado Beach, and enjoy the sea views from Culebrita Lighthouse.

To find photos, other places to visit, reviews, and more tourist information, use the Culebra online trip itinerary maker.

You can fly from San Juan to Culebra in 2 hours. Other options are to do a combination of car and ferry; or do a combination of shuttle and ferry. Expect a daytime high around °C in December, and nighttime lows around °C. Finish up your sightseeing early on the 24th (Tue) so you can travel to Seven Mile Beach.

Things to do in Culebra

Parks Outdoors Beaches
Find places to stay Dec 20 — 24:
Highlights from your plan
Culebrita Island ©
Culebrita Island
Flamenco Beach ©
Flamenco Beach
Zoni Beach ©
Zoni Beach

2
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. Kick off your visit on the 25th (Wed): tour the pleasant surroundings at Seven Mile Beach, thenbrush up on your knowledge of spirits at Cayman Spirits Co. Distillery, and then stroll through Stingray City Grand Cayman. Get ready for a full day of sightseeing on the 26th (Thu): identify plant and animal life at Wildlife Areas, thencool off at Cayman Turtle Centre: Island Wildlife Encounter, and then take in the dramatic natural features at Hell Gift Store.

For more things to do, where to stay, photos, and other tourist information, refer to the Seven Mile Beach road trip planner.

Getting from Culebra to Seven Mile Beach by flight takes about 12 hours. The time zone changes from Atlantic Standard Time to Eastern Standard Time, which is usually a -1 hour difference. In December, daily temperatures in Seven Mile Beach can reach °C, while at night they dip to °C. Finish up your sightseeing early on the 26th (Thu) so you can travel to Havana.

Things to do in Seven Mile Beach

Parks Wildlife Outdoors

Side Trips

Grand Cayman, Cayman Spirits Co. Distillery, Cayman Turtle Centre: Island Wildlife Encounter
Find places to stay Dec 24 — 26:
Highlights from your plan
Stingray City Grand Cayman ©
Stingray City Grand Cayman
Seven Mile Beach ©
Seven Mile Beach

5
nights
Havana, Cuba

Havana ©
Cuba's capital and major commercial center, Havana manages to be very old and very modern at the same time.
Go for a jaunt from Havana to Cayo Largo to see Playa Paraiso about 2 hours away. And it doesn't end there: make a trip to Malecón of Havana, appreciate the extensive heritage of Old Havana, take an in-depth tour of Museum of the Revolution (Museo de la Revolucion), and steep yourself in history at El Morro.

To see reviews, traveler tips, photos, and more tourist information, refer to the Havana attractions planner.

You can fly from Seven Mile Beach to Havana in 4.5 hours. Traveling from Seven Mile Beach in December, plan for little chillier nights in Havana, with lows around °C. Wrap up your sightseeing on the 31st (Tue) to allow time to travel back home.

Things to do in Havana

Historic Sites Museums Tours

Side Trip

Playa Paraiso
Find places to stay Dec 26 — 31:
Highlights from your plan
Old Havana ©
Old Havana
Malecón of Havana ©
Malecón of Havana
Playa Paraiso ©
Playa Paraiso

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