Caribbean Holidays

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Top destinations in Caribbean

A marina with a white boat named 'Achina' docked, surrounded by palm trees and a building with a green roof.

Punta Cana

Punta Cana
A beach with clear turquoise water, a sandy shore, and a city skyline with tall buildings including a Marriott hotel.

San Juan

San Juan
A beach with clear turquoise water, white sand, and green foliage in the foreground.

St. Thomas

St. Thomas
A pier with kayaks and a sailboat.

Montego Bay

Montego Bay
A cruise ship docked at a port with a clear blue sea and a small island in the background.

Nassau

Nassau
Turquoise waters, green islands, and lush vegetation.

Providenciales

Providenciales
A beach with clear turquoise water, a person sunbathing, and palm trees in the background.

Oranjestad

Oranjestad
A tropical beach with turquoise waters, green hills, and a clear sky.

St. John

St. John

Things to do in Caribbean

The Caribbean offers a vibrant array of activities for tourists, from lively carnivals bursting with colour to tranquil snorkelling days amidst stunning marine life. You can revel in themed parties that bring the islands to life, while unforgettable adventures await at every turn. Explore iconic tourist areas that showcase the unique culture and natural beauty of the region, making your visit truly memorable.

Shopping

Renaissance Mall Aruba offers a vibrant shopping experience with a mix of business and entertainment, perfect for families. For local goods, visit Mandeville Market, where city vibes abound. Don't miss Mega Mart for a variety of products, all set against the picturesque Caribbean backdrop.

Recreation

At Scape Park, immerse yourself in nature with zip-lining and explore stunning waterfalls, offering a perfect blend of relaxation and adventure. For golf enthusiasts, Punta Espada Golf Course provides a picturesque setting to enjoy a round while taking in breathtaking ocean views. Hiram Bithorn Stadium is perfect for sports fans, hosting thrilling events.

Adventure

Experience the thrill at Mystic Mountain with zip-lining and bobsledding through lush landscapes. For family fun, Splash Island Water Park in Saint Lucia offers exhilarating slides and pools. Stroll along the Philipsburg Boardwalk for a romantic beachside atmosphere, perfect for relaxation and outdoor enjoyment.

Nightlife

The Caribbean nightlife is vibrant and exhilarating. At Coco Bongo Punta Cana, immerse yourself in electrifying entertainment and city vibes. For a more relaxed atmosphere, visit Floyd's Pelican Bar, where romance meets a cosy pub experience. Don't miss Casa de la Musica de Centro for a lively night filled with music and fun.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Caribbean

The Caribbean is renowned for its stunning beaches, picturesque bays, and historic churches, making it a prime destination for those seeking a blend of culture and outdoor experiences. Visitors can explore the best beaches, enjoy the warm Caribbean Sea, and discover the diverse islands that make up this beautiful region. Whether you’re looking for relaxation or adventure, the Caribbean offers something for every traveller.

  • El Yunque National Forest: Immerse yourself in the lush greenery of El Yunque National Forest, a stunning rainforest offering eco-friendly adventures amidst breathtaking scenery. Explore well-marked trails that lead to majestic waterfalls and diverse wildlife, making it a haven for nature lovers and outdoor enthusiasts alike.
  • Mambo Beach: Experience the ultimate beach vibes at Mambo Beach, where golden sands and crystal-clear waters invite relaxation and fun. Enjoy sunbathing, swimming, and water sports, or simply indulge in beachside dining while soaking up the vibrant atmosphere of this idyllic Caribbean spot.
  • Malecon: Stroll along the picturesque Malecon esplanade, perfect for romantic walks and family outings. With stunning ocean views, lively street performances, and charming eateries, it offers a delightful blend of outdoor enjoyment and cultural experiences in a vibrant setting.

Best time to go to Caribbean

The best time to visit Caribbean is dependent on what kind of holiday you are seeking. September is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. November is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January79.3°F (26.3°C)No RainMostly SunnySlightly HighAverage
February78.8°F (26.0°C)No RainMostly SunnyAverageSlightly High
March79.2°F (26.200000000000003°C)No RainMostly SunnyAverageSlightly High
April80.1°F (26.700000000000003°C)Light RainMostly SunnyAverageAverage
May80.4°F (26.9°C)Light RainMostly SunnySlightly LowAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
July82.2°F (27.9°C)Light RainMostly SunnySlightly HighAverage
August82.8°F (28.200000000000003°C)Light RainMostly SunnyAverageAverage
September82.9°F (28.3°C)Light RainMostly SunnySlightly HighSlightly Low
October82.6°F (28.1°C)Light RainMostly SunnySlightly LowSlightly Low
November78.3°F (25.700000000000003°C)Light RainMostly SunnySlightly LowSlightly Low
December79.5°F (26.4°C)No RainMostly SunnyAverageSlightly High

Tips to save on your trip to Caribbean

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Caribbean.
  • Consider traveling to Caribbean during the low season (September to November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Caribbean

Hotel El Convento

Hotel El Convento

100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
S$508
4 Oct - 5 Oct
includes taxes & fees
Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
S$384
28 Sept - 29 Sept
includes taxes & fees
8.6/10 Excellent! (3,068 reviews)
"I can't say enough how blessed I was to stay here! I had a random herniated disk in my back while staying there. The pain was so intense I had to go to the hospital twice. The staff there went above and beyond assisting me and my family with everything we needed. Wheelchairs, pushing me back and ..."

Reviewed on 25 Sept, 2026

British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

100 Brumbaugh Street San Juan Puerto Rico
Fully refundableReserve now, pay when you stay
S$231
11 Oct - 12 Oct
includes taxes & fees
Hotel Rumbao, a Tribute Portfolio Hotel
See all 88,743 properties in Caribbean
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Caribbean attractions

A beach scene with a flag, beach chairs, umbrellas, and a vendor cart.

Eagle Beach

9.4/10 (6,014 reviews)
Spot fish swimming in the crystal-clear waters, look for turtle nests on the shore and photograph Aruba’s famous windswept divi-divi trees.
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A cruise ship docked near a coastal city with buildings and palm trees.

Port of San Juan

9.0/10 (16,423 reviews)
Explore the waterfront in San Juan with a trip to Port of San Juan. Discover the area's top-notch restaurants and its acclaimed art galleries.
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A beach with people walking, clear blue water, and green vegetation in the foreground.

Grace Bay Beach

9.8/10 (5,552 reviews)
Stretch out on fine white sands and marvel at the intense turquoise blue of the Caribbean waters on this pristine and photogenic stretch of shore.
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A coastal resort area with a beach, clear turquoise waters, and a clear sky.

Punta Cana Beach

8.8/10 (30,329 reviews)
Nothing says holiday like spending a lazy day at Punta Cana Beach, a popular beach in Punta Cana. Amble around this relaxing area's seaside and enjoy its lively bars.
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A beach with a lifeguard tower, palm trees, and a clear blue sky.

Luquillo Beach

9.0/10 (3,887 reviews)
Sample local street food or doze under a palm tree on this picturesque stretch of coast.
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A beach with palm trees and turquoise water.

Bavaro Beach

8.8/10 (36,026 reviews)
Nothing says holiday like spending a lazy day at Bavaro Beach, a popular beach in Punta Cana. Discover the top-notch restaurants and great live music in this romantic area.
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A tropical beach with clear turquoise waters, thatched umbrellas, and palm trees.

Mambo Beach

8.8/10 (2,288 reviews)
Nothing says holiday like spending a lazy day at Mambo Beach, a popular beach in Willemstad. Stroll along the seaside or visit the shops in this romantic area.
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Puerto Rico Convention Center

8.8/10 (5,374 reviews)
During your trip, find out what's happening in Puerto Rico Convention Center, a top convention centre in San Juan. Amble around this vibrant area's beautiful beaches or experience its acclaimed art galleries.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.