Jamaica
(20 offers included)
Departing on Dec 06, 2025 on the Star Flyer
Nights: 7
Dates:
Dec 06, 2025
through
Dec 13, 2025
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Road Bay, Anguilla, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Gustavia, St. Barts, Philipsburg, St. Maarten
from
$1,970.00
(USD)
Per Person
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Nights: 5
Dates:
Jan 01, 2025
through
Dec 15, 2025
Location(s):
Negril
Couples Negril is a lively, low-key 18-acre beachfront playground offering a peerless selection of all-inclusive experiences designed to awaken your spirit of adventure.
from
$1,812.00
(USD)
Per Person
Departing on Jan 09, 2027 on the Star Flyer
Nights: 7
Dates:
Jan 09, 2027
through
Jan 16, 2027
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Road Bay, Anguilla, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Gustavia, St. Barts, Philipsburg, St. Maarten
from
$2,010.00
(USD)
Per Person
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Nights: 5
Dates:
Jan 01, 2025
through
Dec 15, 2025
Location(s):
Negril
Hugging the longest and best span of Negril's stunning seven-mile beach, this resort provides endless vistas of pristine shore and phenomenally clear turquoise waters.
from
$3,067.00
(USD)
Per Person
Departing on Jan 20, 2027 on the Explora I
Nights: 9
Dates:
Jan 20, 2027
through
Jan 29, 2027
Ship: Explora I
Itinerary:
Miami, Ocho Rios, Santo Tomas, Roatan Island, Belize City, Ocean Cay, Miami
Set sail from Miami to Porto Antonio's scenic mountains and winding, spice-scented streets. Enjoy opulent onboard pampering before we reach the gateway to a Mayan empire at Santo Tomás de Castilla, a city of towering temples and buzzing markets. Venture through the mangrove forests and eco-parks of spellbinding Roatán, then glide through the Belize Barrier Reef.
from
$4,950.00
(USD)
Per Person
Suite
$4,950.00
Cat: OT1
$550.00/Night
Dates:
May 03, 2022
through
Oct 06, 2027
Location(s):
Falmouth
Ride the trail and then hit the river in this great combination tour.
from
$207.00
(USD)
Per Person
Departing on Dec 13, 2025 on the Resilient Lady
Nights: 7
Dates:
Dec 13, 2025
through
Dec 20, 2025
Ship: Resilient Lady
Itinerary:
Miami, Ocho Rios, George Town, Bimini Islands, Miami
This 7-night Western Caribbean adventure sets sail from Miami and spends a day at sea on your way to a nature lover's haven: Ocho Rios, Jamaica. From there you'll spend a day sailing to George Town, Grand Cayman, a colorful capital city offering outdoor adventure, beautiful views and excitement at every turn. From there spend a day sailing to the Beach Club at Bimini before returning to Miami.
from
$759.00
(USD)
Per Person
Inside
$759.00
Cat: IZ
$108.43/Night
Outside
$829.00
Cat: VZ
$118.43/Night
Balcony
$899.00
Cat: TZ
$128.43/Night
Suite
$2,839.00
Cat: RZ
$405.57/Night
Departing on Dec 21, 2026 on the Seven Seas Mariner
Nights: 14
Dates:
Dec 21, 2026
through
Jan 04, 2027
Ship: Seven Seas Mariner
Itinerary:
Tampa Bay, Cruising The Gulf, George Town, Ocho Rios, Cruising The Caribbean Sea, Oranjestad, Willemstad, Bonaire (Kralendijk), Cruising The Caribbean Sea, Basseterre, Philipsburg, Tortola, Cruising The Atlantic Ocean, Miami
from
$8,299.00
(USD)
Per Person
Suite
$8,299.00
Cat: H
$592.79/Night
Nights: 3
Dates:
Jan 11, 2026
through
Jan 14, 2026
Location(s):
Montego Bay
Dive into Jamaican paradise at the Catalonia Montego Bay located in the country's prime beach area.
from
$294.00
(USD)
Per Person
Nights: 5
Dates:
Jul 01, 2025
through
Jul 01, 2026
Location(s):
Ocho Rios
Moon Palace Jamaica, a powder-sand paradise in Ocho Rios and close to Jamaica's famous attractions, is a wonderful choice for families, romantic getaways, and groups.
from
$1,928.00
(USD)
Per Person
Departing on Dec 20, 2025 on the Star Flyer
Nights: 7
Dates:
Dec 20, 2025
through
Dec 27, 2025
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Road Bay, Anguilla, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Gustavia, St. Barts, Philipsburg, St. Maarten
from
$1,970.00
(USD)
Per Person
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Departing on Feb 22, 2026 on the Insignia
Nights: 9
Dates:
Feb 22, 2026
through
Mar 03, 2026
Ship: Insignia
Itinerary:
Bridgetown, Oranjestad, Montego Bay, Costa Maya, Cozumel, Tampa
from
$2,499.00
(USD)
Per Person
Inside
$2,499.00
Cat: G
$277.67/Night
Outside
$2,949.00
Cat: D
$327.67/Night
Balcony
$3,999.00
Cat: B2
$444.33/Night
Suite
$5,199.00
Cat: PH3
$577.67/Night
Departing on Dec 20, 2025 on the Nieuw Statendam
Nights: 14
Dates:
Dec 20, 2025
through
Jan 03, 2026
Ship: Nieuw Statendam
Itinerary:
Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale, Half Moon Cay, Grand Turk, Amber Cove, Key West, Fort Lauderdale
from
$2,709.00
(USD)
Per Person
Inside
$2,709.00
Cat: N
$193.50/Night
Outside
$2,979.00
Cat: F
$212.79/Night
Balcony
$3,289.00
Cat: VH
$234.93/Night
Suite
$4,599.00
Cat: BC
$328.50/Night
Departing on Jan 04, 2026 on the Brilliant Lady
Nights: 11
Dates:
Jan 04, 2026
through
Jan 15, 2026
Ship: Brilliant Lady
Itinerary:
Miami, Florida, Sailing, Oranjestad, Kralendijk, Sailing, Cartagena, Sailing, Ocho Rios, George Town, Sailing, Miami, Florida
Embark on an 11-night round-trip voyage from Miami, with stops in Aruba, Bonaire, Colombia, Jamaica, and the Cayman Islands. Make the most of your time in South America by exploring Cartagena's colorful colonial architecture, walled 16th century Old Town, narrow stone walkways, and white sand beaches.
from
$1,860.00
(USD)
Per Person
Inside
$1,870.00
Cat: IN
$170.00/Night
Outside
$1,860.00
Cat: VZ
$169.09/Night
Balcony
$2,299.00
Cat: TZ
$209.00/Night
Suite
$5,940.00
Cat: SAP
$540.00/Night
Nights: 3
Dates:
Jan 11, 2026
through
Jan 14, 2026
Location(s):
Kingston
Strawberry Hill offers an enchanting mix of rich Jamaican heritage balanced by healthy conscious living.
from
$373.33
(USD)
Per Person
Departing on Nov 29, 2025 on the Nieuw Statendam
Nights: 7
Dates:
Nov 29, 2025
through
Dec 06, 2025
Ship: Nieuw Statendam
Itinerary:
Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
Inside
$549.00
Cat: N
$78.43/Night
Outside
$649.00
Cat: F
$92.71/Night
Balcony
$699.00
Cat: VH
$99.86/Night
Suite
$1,099.00
Cat: BC
$157.00/Night
Nights: 3
Dates:
Jan 11, 2026
through
Jan 14, 2026
Location(s):
Jamaica
Situated amidst a 500-acre nature preserve is this pristine landscape with two beaches spanning over two miles! This miraculously undiscovered spot features an Italian piazza with three distinct European villages- French, Italian and Dutch- that have been created solely for your pleasure with fine dining, duty free shops and formal gardens.
from
$941.67
(USD)
Per Person
Departing on Jan 10, 2027 on the Nieuw Statendam
Nights: 7
Dates:
Jan 10, 2027
through
Jan 17, 2027
Ship: Nieuw Statendam
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale
from
$1,484.00
(USD)
Per Person
Inside
$1,484.00
Cat: N
$212.00/Night
Outside
$1,749.00
Cat: F
$249.86/Night
Balcony
$1,899.00
Cat: VH
$271.29/Night
Suite
$2,499.00
Cat: BC
$357.00/Night
Departing on Mar 20, 2027 on the Star Flyer
Nights: 7
Dates:
Mar 20, 2027
through
Mar 27, 2027
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Gustavia, St. Barts, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Road Bay, Anguilla, Philipsburg, St. Maarten
from
$2,010.00
(USD)
Per Person
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Departing on Jan 16, 2026 on the Silver Spirit
Nights: 10
Dates:
Jan 16, 2026
through
Jan 26, 2026
Ship: Silver Spirit
Itinerary:
Fort Lauderdale, Florida, Day at sea, Spanish Town, St John, St. John's, Deshaies, Fort-De-France, Castries, Bequia, Bridgetown
from
$5,700.00
(USD)
Per Person
Suite
$5,700.00
Cat: VI
$570.00/Night
