Caribbean Vacations & Trips from ₩1,926,736

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩1,660,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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

Nassau

Nassau
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 pier with kayaks and a sailboat.

Montego Bay

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

St. Thomas

St. Thomas
A sandy beach with clear blue water, palm trees, and people enjoying the beach.

Noord

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

Oranjestad

Oranjestad

The Latest Caribbean Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sybaris Residences

Sybaris Residences

₩1,926,736
per person
Jan 1 - Jan 4
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Santo Domingo (SDQ)
8.4/10 Very Good! (126 reviews)
Excellent property, one of the best I’ve been to so far. Beautiful, great pool, attentive personnel, the house has everything you need. Would be great to include some amenities such as golf tour or something else, but great experience

Reviewed on Sep 9, 2026

TRIBE BOUTIQUE RESORT By Mega Stays

TRIBE BOUTIQUE RESORT By Mega Stays

₩2,829,010
per person
Jan 1 - Jan 4
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Santo Domingo (SDQ)
8/10 Very Good! (18 reviews)
Hodelpa Garden Suites Golf & Convention Center

Hodelpa Garden Suites Golf & Convention Center

₩1,986,352
per person
Jan 1 - Jan 4
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Santo Domingo (SDQ)
8.2/10 Very Good! (715 reviews)
Un perfesonal excelente, la comida muy buena, los empleados son una chuleria tratan las persona con mucho amor, cariño y respeto ❤️‍🩹todo excelente me encantó. Un personal de animación muy cool 😎

Reviewed on Oct 4, 2026

Club Hemingway

Club Hemingway

Juan Dolio - El Pueblo
₩2,514,164
per person
Jan 1 - Jan 4
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Santo Domingo (SDQ)
9.4/10 Exceptional! (11 reviews)
It was clean

Reviewed on Jan 19, 2026

Emotions by Hodelpa - Juan Dolio

Emotions by Hodelpa - Juan Dolio

Villas Del Mar
₩2,400,617
per person
Jan 1 - Jan 4
found 12 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Santo Domingo (SDQ)
No reviews

Caribbean Hotel Deals

Hotel El Convento

Hotel El Convento

100 Cristo St San Juan
Fully refundableReserve now, pay when you stay
₩437,604
₩572,388 total
Oct 13 - Oct 14
includes taxes & fees
Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

Number One Bay St Nassau
Fully refundableReserve now, pay when you stay
₩261,702
₩396,074 total
Oct 12 - Oct 13
includes taxes & fees
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
₩150,563
₩223,497 total
Oct 18 - Oct 19
includes taxes & fees
Hotel Rumbao, a Tribute Portfolio Hotel
See all 88,654 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 coastal city with a long sandy beach, clear turquoise waters, and a mix of urban and resort buildings.

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.
See properties
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 scene.
See properties
A coastal town with a beach, clear blue waters, and a large hotel complex.

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.
See properties
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 vacation 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.
See properties
A beach with a lifeguard tower, palm trees, and ocean waves.

Luquillo Beach

9.0/10 (3,887 reviews)
Sample local street food or doze under a palm tree on this picturesque stretch of coast.
See properties
A coastal resort with a beach, palm trees, and a clear blue sea.

Bavaro Beach

8.8/10 (36,026 reviews)
Nothing says vacation 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.
See properties
A tropical beach with clear turquoise waters, thatched umbrellas, and palm trees.

Mambo Beach

8.8/10 (2,288 reviews)
Nothing says vacation 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.
See properties

Puerto Rico Convention Center

8.8/10 (5,374 reviews)
During your trip, find out what's happening at Puerto Rico Convention Center, a top convention center in San Juan. Amble around this vibrant area's beautiful beaches or experience its acclaimed art scene.
See properties

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.