Cheap Vacations in Caribbean Islands

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Caribbean Islands vacations

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Oyster Pond
Price was $947, price is now $631 per person
$631
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Pelican Key
Save 100% on your flight
Price was $1,736, price is now $849 per person
$849
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Pelican Key
Save 100% on your flight
Price was $1,419, price is now $768 per person
$768
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5 out of 5
Save 100% on your flight
Price was $2,797, price is now $1,936 per person
$1,936
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Save 100% on your flight
Price was $1,416, price is now $999 per person
$999
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Point Blanche
Price was $1,153, price is now $821 per person
$821
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Esmeralda Resort

Esmeralda Resort

4 out of 5
Price was $1,111, price is now $793 per person
$793
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Price was $1,142, price is now $815 per person
$815
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Price was $1,229, price is now $882 per person
$882
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Oyster Pond
Price was $943, price is now $680 per person
$680
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)

3-night Caribbean Islands vacations

Price found within the past 48 hours. Click for updated prices.
Sapphire Beach Club Resort

Sapphire Beach Club Resort

3 out of 5
Price was $709, price is now $563 per person
$563
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
Price was $1,521, price is now $845 per person
$845
per person
Jul 22 - Jul 25
found 8 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Price was $989, price is now $627 per person
$627
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Price was $1,069, price is now $761 per person
$761
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Price was $1,053, price is now $754 per person
$754
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Esmeralda Resort

Esmeralda Resort

4 out of 5
Price was $908, price is now $669 per person
$669
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Price was $1,002, price is now $739 per person
$739
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Price was $782, price is now $585 per person
$585
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Price was $1,183, price is now $889 per person
$889
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Price was $897, price is now $677 per person
$677
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Hotel La Plantation

Hotel La Plantation

4 out of 5
Price was $815, price is now $615 per person
$615
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
The Forest

The Forest

4 out of 5
Price was $943, price is now $763 per person
$763
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)

4-night Caribbean Islands vacations

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Price was $947, price is now $631 per person
$631
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Save 100% on your flight
Price was $1,736, price is now $849 per person
$849
per person
Aug 10 - Aug 14
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Save 100% on your flight
Price was $1,419, price is now $768 per person
$768
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Price was $1,153, price is now $793 per person
$793
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5 out of 5
Save 100% on your flight
Price was $2,797, price is now $1,936 per person
$1,936
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Save 100% on your flight
Price was $1,416, price is now $999 per person
$999
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Price was $1,153, price is now $821 per person
$821
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Esmeralda Resort

Esmeralda Resort

4 out of 5
Price was $1,111, price is now $793 per person
$793
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Price was $1,142, price is now $815 per person
$815
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Price was $1,229, price is now $882 per person
$882
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Price was $943, price is now $680 per person
$680
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Hotel La Plantation

Hotel La Plantation

4 out of 5
Price was $987, price is now $720 per person
$720
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)

5-night Caribbean Islands vacations

Price found within the past 48 hours. Click for updated prices.
Sapphire Beach Club Resort

Sapphire Beach Club Resort

3 out of 5
Price was $1,033, price is now $815 per person
$815
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $2,348, price is now $1,182 per person
$1,182
per person
Aug 1 - Aug 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Save 100% on your flight
Price was $1,935, price is now $1,026 per person
$1,026
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Price was $1,295, price is now $836 per person
$836
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Price was $1,606, price is now $1,167 per person
$1,167
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Hotel La Plantation

Hotel La Plantation

4 out of 5
Price was $1,210, price is now $886 per person
$886
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Price was $1,501, price is now $1,111 per person
$1,111
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Price was $1,385, price is now $1,026 per person
$1,026
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Esmeralda Resort

Esmeralda Resort

4 out of 5
Price was $1,362, price is now $1,014 per person
$1,014
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Price was $1,351, price is now $1,009 per person
$1,009
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Price was $1,142, price is now $855 per person
$855
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)
Sonesta Ocean Point All Inclusive, Adults Only Resort

Sonesta Ocean Point All Inclusive, Adults Only Resort

5 out of 5
Save 100% on your flight
Price was $3,287, price is now $2,532 per person
$2,532
per person
Jul 30 - Aug 4
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Philipsburg (SXM)

6-7 night Caribbean Islands vacations

Price found within the past 48 hours. Click for updated prices.
Princess Heights Luxury Boutique Condo Hotel

Princess Heights Luxury Boutique Condo Hotel

3.5 out of 5
Save 100% on your flight
Price was $1,243, price is now $757 per person
$757
per person
Aug 2 - Aug 8
found 19 hours ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
The Villas at Simpson Bay Resort

The Villas at Simpson Bay Resort

4 out of 5
Price was $3,009, price is now $1,403 per person
$1,403
per person
Aug 1 - Aug 8
found 23 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Philipsburg (SXM)
Simpson Bay Resort, Marina & Spa

Simpson Bay Resort, Marina & Spa

4 out of 5
Save 100% on your flight
Price was $1,982, price is now $970 per person
$970
per person
Aug 2 - Aug 8
found 19 hours ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
The Morgan Resort Spa Village

The Morgan Resort Spa Village

4 out of 5
Save 100% on your flight
Price was $2,177, price is now $1,403 per person
$1,403
per person
Aug 6 - Aug 13
found 7 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Philipsburg (SXM)
Oyster Bay Beach Resort

Oyster Bay Beach Resort

4 out of 5
Price was $1,237, price is now $824 per person
$824
per person
Aug 2 - Aug 8
found 19 hours ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
Divi Little Bay Beach Resort

Divi Little Bay Beach Resort

4 out of 5
Save 100% on your flight
Price was $1,536, price is now $1,027 per person
$1,027
per person
Aug 2 - Aug 8
found 19 hours ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
Hotel La Plantation

Hotel La Plantation

4 out of 5
Save 100% on your flight
Price was $1,303, price is now $877 per person
$877
per person
Aug 2 - Aug 8
found 19 hours ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
Oceans at Divi Little Bay

Oceans at Divi Little Bay

4 out of 5
Save 100% on your flight
Price was $1,666, price is now $1,125 per person
$1,125
per person
Aug 2 - Aug 8
found 19 hours ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
Panorama Residences at Monte Vista

Panorama Residences at Monte Vista

4.5 out of 5
Save 100% on your flight
Price was $2,021, price is now $1,374 per person
$1,374
per person
Aug 6 - Aug 13
found 7 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Philipsburg (SXM)
Holland House Beach Hotel

Holland House Beach Hotel

4 out of 5
Save 100% on your flight
Price was $1,571, price is now $1,069 per person
$1,069
per person
Aug 2 - Aug 8
found 19 hours ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
La Playa Orient Bay

La Playa Orient Bay

4 out of 5
Save 100% on your flight
Price was $1,486, price is now $1,027 per person
$1,027
per person
Aug 2 - Aug 8
found 19 hours ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)
Esmeralda Resort

Esmeralda Resort

4 out of 5
Save 100% on your flight
Price was $1,489, price is now $1,033 per person
$1,033
per person
Aug 2 - Aug 8
found 19 hours ago
Roundtrip flight included
Baltimore (BWI) to Philipsburg (SXM)

Top rated hotels for your Caribbean Islands vacation

Grand Hyatt Baha Mar

Grand Hyatt Baha Mar

4.5 out of 5
One Baha Mar Boulevard Nassau New Providence
Free Cancellation
Reserve now, pay when you stay
637 mi from city center
The price is $443 total per night
$443 total
per night
Jun 28 - Jun 29
When you stay at Grand Hyatt Baha Mar in Nassau, you'll be on the beach, within a 5-minute drive of Royal Blue Golf Club and Cable Beach.
Pool
Spa
Serenade Punta Cana Beach & Spa Resort - All Inclusive

Serenade Punta Cana Beach & Spa Resort - All Inclusive

4.5 out of 5
Carretera Cabeza de Toro Punta Cana La Altagracia
Free Cancellation
Reserve now, pay when you stay
134.26 mi from city center
The price is $297 total per night
$297 total
per night
Jul 7 - Jul 8
When you stay at Serenade Punta Cana Beach & Spa Resort - All Inclusive in Punta Cana, you'll be on the waterfront, within a 15-minute drive of Cabeza de Toro Beach and Downtown Punta Cana.
On private beach
Pool
Ocean Blue & Sand Beach Resort - All Inclusive

Ocean Blue & Sand Beach Resort - All Inclusive

4.5 out of 5
Car. Arena Gorda Punta Cana La Altagracia
Free Cancellation
Reserve now, pay when you stay
128.45 mi from city center
The price is $396 total per night
$396 total
per night
Jul 1 - Jul 2
With a stay at Ocean Blue & Sand Beach Resort - All Inclusive in Punta Cana (Bávaro), you'll be a 3-minute drive from Casino Avalon Princess and 8 minutes from Cana Bay Golf Club.
On private beach
Pool
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.