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Best Time to Cruise to The Caribbean With Destinations

Adventure of the seas docked at Nassau cruise port in Bahamas
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The best time to Cruise to The Caribbean with destinations is January through April in the Bahamas. It is the time of the dry season with low precipitation.

People willing to escape the freezing winter temperatures for the holidays favor these months. Do not get surprised to see high prices and remember to book hotels and flights for at least 3 months.

The Caribbean has only two seasons: Wet and Dry season. The average seasonal months in the Caribbean are:

  • Low season: July to October
  • Peak season: December to April
  • Shoulder season: May, June, and November

During the major holidays like Christmas and Spring breaks prices for hotels and cruises skyrocket. You also need to book your trip months prior.

You can also browse through the Best Caribbean Cruise Destinations article.

1. January to April - Bahamas

Adventure of the Seas of Royal Caribbean docked at Perfect Day at Coco Cay.
Source : facebook

The best time of the year to travel to the Caribbean is January through April in the Bahamas. These months fall out of hurricane and rainy seasons.

The weather is most favorable in these months as the temperature is expected to be high in the 70s and 60s.

August and October are the time for the peak of the Atlantic hurricane season. If you are a thrill seeker and like watersports, book your cruise through December and January.

Farewise Falls are the ideal time to cruise Southern Caribbean among which October is the month for the lowest charges. March and April months are expensive to travel to because of spring breaks.

Bahamas Highlights:

  • Nassau: It is famous for being the biggest city in the Bahamas.
  • Perfect Day at CocoCay: It is a private island owned by Royal Caribbean Internation.
  • Bimini: The place is known as the Fishing Capital of the Bahamas.
  • Princess Cays: The island is owned by the Princess Cruises.

2. January to April - Trinidad and Tobago

Tobago pictured by the lens of Owen Dhunte in February 2020
Source : instagram

The best time of year for Caribbean cruise is January to April in Trinidad and Tobago. The temperature ranges from 80 to 90 degrees Fahrenheit during this time.

Trinidad and Tobago Carnival is also held in February, where you can witness one of the greatest street parades in the world. Crowds are also denser, and beach spaces are also compact.

A few months after June are usually best known for afternoon rain showers daily and hurricanes occasionally. The wet season is the least-priced time for cruising and staycation.

Rainy seasons are a time for photography as the landscapes are emerald lush and rainbows shine through clouds.

Trinidad and Tobago Highlights:

  • Maracas Beach: It is near the port of Spain.
  • Avocat Waterfall: The waterfall is also known as Gran Fond Fall which means the river that comes from the sky.
  • Castara Bay: It has three islands Big Bay and Little Bay.

3. November to March - Quintana Roo

Quintana Roo is the home city of Cancun and Cozumel islands
Source : facebook

November through March in Quintana Roo has minimal rain. The dry season comes with consistently high temperatures without stifling humidity.

To experience the wonders of the Quintana Roo and explore the crystal clear turquoise water, you should sail in the dry season. The temperatures fall under 65 and 85 degrees at this time.

February brings the Isla Mujeres Carnival for party lovers that end with the traditional reading of Juan Carnaval's testament. The Sacred Mayan Journey festival lies in May.

The higher precipitation from June to November tends to deter the crowds. If you don't mind a bit of humidity from the hurricane season, the cheapest times to visit are during the fall season.

Quintana Roo Highlights

  • Costa Maya: The Mayan ruin boasts the Mayan culture.
  • Cancun: It is a city of renowned resorts and hotels.
  • Mahahual: It is the only cruise port in southern Quintana Roo.

4. December to April - Barbados

P & O Cruises ship docked at Barbados Port in January 2023
Source : facebook

December to April in Barbados are shoulder seasons with mild temperatures. The temperature fluctuates from 28 to 31 degrees Celsius.

If you intend to join the Spring and summer break revelers, visit in these months; otherwise hit the rainy season.

The island is favorable to visit any time of the year due to its tropical and oceanic climate with warm temperatures year-round. There are no drastic changes in temperature even in different seasons.

Booking your cruise in August comes with a perk: Crop Over Festival. It celebrates the end of slavery with sprinkles of contests and singing competitions.

Barbados Highlights

  • Carlise Bay: It is a protected marine region built in 2004.
  • The Caribbean Wax Museum: Has a collection of lifelike depictions of the most famous persons including David Rudder.
  • Needham's Point Lighthouse: The historic architecture is standing tall since 1855.

5. March to June - Cayman Islands

Carnival Dream sailing near George Town Cruise Port in January 2021
Source : facebook

Abundant sunshine through December and March makes it a favorable season to cruise on the Cayman Islands. Hotels and cruise rates are high at this time

The Cayman Islands are a combination of three islands: Grand Cayman, Cayman Brac, and Little Cayman. They have a tropical marine climate.

June through November are the months of hurricanes. During the wet season, shore excursions are hard to do but have flat discounts on fares.

The islanders host a Pirate Week in November complete with a mock pirate invasion from the sea. The festive is filled with floats parades and sporting events.

Cayman Islands Highlights:

  • Stingray City: It has shallow sandbars and southern stingrays as the main attraction.
  • Seven Mile Beach: The beach is located in the Grand Cayman.
  • Mastic Trail: The natural heritage site is famous for hiking.
  • Cemetery Beach and Reef: The region has decent reef formations just off shore.

6. February to June - Roatan

Carnival Vista can truly give you  truly unique experience onboard
Source : facebook

The best time to sail in Caribbean is February to June. It is the dry season in Roatan ideal for visiting the island. The temperature ranges from the 70s to 80s Fahrenheit.

The increased demand during the dry season means you must book your staycation and excursions before arriving on the island. Vacationers can have diving and snorkeling tours.

Like other Caribbean destinations, September and December are the worst time to cruise around the island. However, the last hurricane occurred in 1998.

Roatan is a paradise for onshore activities that can be done regardless of the weather.

Roatan Highlights:

  • Gumbalimba Park: The privately owned park has over 200 species of plants and trees.
  • Mahogany Beach: It is famed for its vibrant nightlife and musical activities.
  • Little French Key:  The private island has surrounded by Caribbean waters.
  • West Key Beach: It is one of the biggest public beaches famous for watersports.

7. December to April - Martinique

MSC Princess at Port of Fort de France surrounded in cloudy weather
Source : instagram

The best time to cruise the eastern Caribbean is from December to April. Martinique has a tropical climate with pleasant temperatures.

Visitors intending to travel to the island from January to May must remember that bookings should be made at least 2 months earlier.

The sea temperature fluctuates between 24 and 34 degree Celsius which is a treat for visitors. The paradisiacal climate of the rugged Caribbean island is swept by the easterly winds.

April ends with the Antigua Sailing Week while June brings the St. Kitts Music Festival. November brings Beaujolais Nouveau Celebrations to celebrate French wine on the coast.

Martinique Highlights:

  • Black-Sand Beach: Lava and volcanic materials resulted in the sand color of the beach.
  • Fort Saint Louis: It is a Vauban-style military fort built in 1973.
  • Bibliotheque Schoelcher: The landmark was first built in France in 1889 and then shipped to Martinique in the 19th century.
  • Habitation Clement: It is famed for the culture of an ancient Creole sugarcane plantation rich.

8. December to April - Dominican Republic

Dominican Republic shares the island of Hispaniola with Haiti to the west.
Source : instagram

The best time to cruise to the Dominican Republic is from December to April. The early summer is the most favorable time to visit the Dominican Republic.

The daytime temperatures hover between the 70s and 80s degrees Fahrenheit. The idyllic weather can be windy under cloudy skies and also heavier rainfalls.

From December prices start to skyrocket for travelers down to this Caribbean oasis. The Espiritu Santo Festival celebrates African music in May.

The nation has two rainy seasons: one from April to June and another from September to November. September also comes with storms and sometimes hurricanes.

Shoulder season is ideal for couples for a dreamy honeymoon trip. While the low season is ideal for families to spend Thanksgiving and Christmas holidays.

Dominican Republic Highlights:

  • Waterfalls of Damajagua: It comprises 27 waterfalls discovered in the 1990s.
  • Cotubanama National Park: It was previously known as Parque Nacional del Este.

9. December to April - Jamaica

Jamaica is a famed island in the Caribbean Sea
Source : facebook

The best time to cruise to Jamaica is May. The months from December to April are sunny days with optimum weather conditions.

The period is also the best time to see humpback whales in the Caribbean. Sea turtles nest through the summer months to October.

Visitors can beat the summer rush by diving into the azure ocean. These balmy conditions can get you plenty of island hopping opportunities.

The rainy season starts from May through November, with plenty of sunshine in between. Adventurous sports like ziplining are famous in the lush rainforest canopies.

You can also explore the exotic wilderness on the beach while swimming with dolphins and snorkeling. The temperature tends to be between the 60s and 80s degrees Fahrenheit.

Jamaica Highlights:

  • The Blue Hole: It is a visually pleasing underwater sinkhole in Belize.
  • Green Grotto Caves: They are home to nine species of bats including the Mustache Bat.
  • Dunn's River Falls: The site carries the history of the fight for Jamaica between the Spanish and English.
  • Mahogany Beach: It is a celebrated place for loud music and cooking in Ocho Rio.
  • Konoko Falls: It is the best-kept secret of the resort town of Ocho Rios.

10. April to June - U.S. Virgin Islands

 US Virgin Islands is a nincorporated territory of the United States
Source : facebook

The ideal month to take a cruise to the U.S. Virgin Islands is April to June. The temperatures dance throughout the 80s on the U.S. Virgin Islands.

The main islands are Saint Croix, Saint Thomas, and Saint John. All have the Atlantic Ocean breeze with a tropical climate.

The refreshing waters and lush jungles always welcome visitors. The months from April to June are the best combination for perfect prices and mild temperatures.

The peak hurricane season sees the lowest price with less crowd than summer days. However, the island chain lay in the pathway of hurricanes.

You can enjoy St. Thomas Carnival Festival in May or April and St. John's Carnival Festival from June to July.

U.S. Virgin Islands Highlights:

  • Magens Bay Beach: It is one of the St. Thomas beaches located on the north side.
  • Water Island: This island is a residential area of 491.5 acres in American territory.
  • Coral World Ocean Park: Undersea Observatory Tower stands out the most in this park.
  • Coki Beach: It is located on the Atlantic side of the island of Saint Thomas.
  • Maho Bay: The Caribbean Bay is notable for most intact sugar plantation ruins.