Grand Cayman

Grand Cayman (20 offers included)

32-Day Ultimate Caribbean: Leeward Islands Holiday
Roundtrip from Miami

from $6,144.00 (USD)

Per Person

Dec 23, 2025
through Jan 24, 2026

More offers from Holland America Line

Dec 23, 2025 through Jan 24, 2026

Nights: 32

Ship: Zuiderdam

Price Per Night:$192.00 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, St Maarten, Antigua, St Lucia, Roseau, St Kitts, St Thomas, Half Moon Cay, Miami, Half Moon Cay...

Other Categories Starting At:

Inside

$6,144.00
Cat: N

Outside

$7,054.00
Cat: HH

Balcony

$8,044.00
Cat: VH

Suite

$12,604.00
Cat: SZ

More Details Contact Us

Cayman, Mexico, Jamaica, Perfect Day

from $909.74 (USD)

Per Person

Oct 19, 2025
through Oct 26, 2025

More offers from Celebrity Cruises

Oct 19, 2025 through Oct 26, 2025

Nights: 7

Ship: Celebrity Beyond

Price Per Night:$129.96 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Florida, Perfect Day Cococay, Bahamas, Cozumel, Mexico, George Town, Grand Cayman, Falmouth, Jamaica, Miami, Florida

Other Categories Starting At:

Inside

$909.74
Cat: Z

Outside

$957.24
Cat: Y

Balcony

$1,161.74
Cat: X

Suite

$3,247.74
Cat: S1

More Details Contact Us

Western Caribbean Cruise

from $735.96 (USD)

Per Person

Mar 21, 2026
through Mar 28, 2026

More offers from Celebrity Cruises

Mar 21, 2026 through Mar 28, 2026

Nights: 7

Ship: Celebrity Summit

Price Per Night:$105.14 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Florida, George Town, Grand Cayman, Falmouth, Jamaica, Cozumel, Mexico, Fort Lauderdale, Florida

Other Categories Starting At:

Inside

$735.96
Cat: Z

Outside

$819.46
Cat: Y

Balcony

$952.46
Cat: X

Suite

$2,598.46
Cat: S1

More Details Contact Us

Aruba, Curacao & Cayman Cruise

from $1,240.57 (USD)

Per Person

Mar 07, 2026
through Mar 15, 2026

More offers from Celebrity Cruises

Mar 07, 2026 through Mar 15, 2026

Nights: 8

Ship: Celebrity Silhouette

Price Per Night:$155.07 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Florida, Willemstad, Curacao, Oranjestad, Aruba, George Town, Grand Cayman, Fort Lauderdale, Florida

Other Categories Starting At:

Inside

$1,240.57
Cat: Z

Outside

$1,430.57
Cat: Y

Balcony

$2,055.07
Cat: X

Suite

$9,530.57
Cat: RS

More Details Contact Us

17-Day Inca & Panama Canal Discovery
San Antonio to Fort Lauderdale

from $3,249.00 (USD)

Per Person

Mar 22, 2026
through Apr 08, 2026

More offers from Holland America Line

Mar 22, 2026 through Apr 08, 2026

Nights: 17

Ship: Oosterdam

Price Per Night:$191.12 (USD)
(based on double occupancy, for comparison only)

Itinerary: San Antonio, Coquimbo, General San Martin, Callao (Lima), Trujillo (Salaverry), Manta, Fuerte Amador, Panama Canal (Cruising), Fuerte Amador, Enter Panama Canal Balboa...

Other Categories Starting At:

Inside

$3,249.00
Cat: N

Outside

$3,349.00
Cat: HH

Balcony

$4,349.00
Cat: VH

Suite

$5,999.00
Cat: SZ

More Details Contact Us

Key West, Mexico & Cayman Holiday

from $1,448.49 (USD)

Per Person

Dec 26, 2026
through Jan 02, 2027

More offers from Celebrity Cruises

Dec 26, 2026 through Jan 02, 2027

Nights: 7

Ship: Celebrity Apex

Price Per Night:$206.93 (USD)
(based on double occupancy, for comparison only)

Itinerary: Orlando (Port Canaveral), Fl, Key West, Florida, George Town, Grand Cayman, Cozumel, Mexico, Orlando (Port Canaveral), Fl

Other Categories Starting At:

Inside

$1,448.49
Cat: Z

Outside

$1,648.49
Cat: Y

Balcony

$2,098.49
Cat: EX

Suite

$4,798.49
Cat: W

More Details Contact Us

14-Day Caribbean East/West Adventurer
Roundtrip from Fort Lauderdale

from $1,108.00 (USD)

Per Person

Jan 18, 2026
through Feb 01, 2026

More offers from Princess Cruises®

Jan 18, 2026 through Feb 01, 2026

Nights: 14

Ship: Sun Princess

Price Per Night:$79.14 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Costa Maya (Mahahual), Cozumel, Grand Cayman, Fort Lauderdale, Princess Cays, San Juan, St Thomas, Fort Lauderdale

Other Categories Starting At:

Inside

$1,108.00
Cat: IE

Outside

$1,448.00
Cat: O5

Balcony

$1,918.00
Cat: DH

Suite

$3,008.00
Cat: MD

More Details Contact Us

31-Day Panama Canal, Inca & South America Discovery
Buenos Aires to Fort Lauderdale

from $6,064.00 (USD)

Per Person

Mar 08, 2026
through Apr 08, 2026

More offers from Holland America Line

Mar 08, 2026 through Apr 08, 2026

Nights: 31

Ship: Oosterdam

Price Per Night:$195.61 (USD)
(based on double occupancy, for comparison only)

Itinerary: Buenos Aires, Montevideo, Stanley/Falkland Is/Islas Malv, Scenic Cruising Cape Horn, Glacier Alley (Cruising), Beagle Channel (Cruising), Ushuaia, Strait Of Magellan (Cruising), Punta Arenas, Cockburn Channel (Cruising)...

Other Categories Starting At:

Inside

$6,064.00
Cat: N

Outside

$6,254.00
Cat: HH

Balcony

$8,014.00
Cat: VH

Suite

$10,724.00
Cat: SZ

More Details Contact Us

7-Day Western Caribbean: Greater Antilles & Mexico
Roundtrip from Fort Lauderdale

from $1,304.00 (USD)

Per Person

Feb 21, 2026
through Feb 28, 2026

More offers from Holland America Line

Feb 21, 2026 through Feb 28, 2026

Nights: 7

Ship: Nieuw Statendam

Price Per Night:$186.29 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Half Moon Cay, Ocho Rios, Grand Cayman, Cozumel, Fort Lauderdale

Other Categories Starting At:

Inside

$1,304.00
Cat: N

Outside

$1,504.00
Cat: F

Balcony

$1,704.00
Cat: VH

Suite

$2,254.00
Cat: BC

More Details Contact Us

Kimpton Seafire Resort & Spa

from $3,313.00 (USD)

Per Person

Apr 26, 2025
through Dec 15, 2025

More offers from Journese

Apr 26, 2025 through Dec 15, 2025

Nights: 5

Price Per Night:$662.60 (USD)
(based on double occupancy, for comparison only)

Location(s): Grand Cayman

This sublime resort is brimming with natural beauty and offers beachside views of stunning turquoise waters and sun-bleached sands. Luxurious accommodations offer a bright and airy ambiance. Every guestroom and suite features a private balcony; nearly all accommodations showcase fantastic water vistas.

More Details Contact Us

28-Day Ultimate Caribbean: Amber Cove & Bahamas
Roundtrip from Miami

from $4,944.00 (USD)

Per Person

Jan 03, 2026
through Jan 31, 2026

More offers from Holland America Line

Jan 03, 2026 through Jan 31, 2026

Nights: 28

Ship: Zuiderdam

Price Per Night:$176.57 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Half Moon Cay, Amber Cove, San Juan, St Kitts, Tortola, St Maarten, Antigua, Martinique, Barbados...

Other Categories Starting At:

Inside

$4,944.00
Cat: N

Outside

$5,754.00
Cat: HH

Balcony

$6,384.00
Cat: VH

Suite

$10,254.00
Cat: SZ

More Details Contact Us

Western Caribbean, 9 Nights

from $799.00 (USD)

Per Person

+ $8,716.00 taxes/fees

Nov 18, 2025
through Nov 27, 2025

More offers from Cunard Line

Nov 18, 2025 through Nov 27, 2025

Nights: 9

Ship: Queen Elizabeth

Price Per Night:$88.78 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Florida, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, Florida

Visit some of the Caribbean’s most enticing and untouched islands and enjoy relaxing days at sea on this nine-night voyage on Queen Elizabeth that starts and ends Miami.

Other Categories Starting At:

Inside

$799.00
Cat: IF

Outside

$899.00
Cat: FC

Balcony

$1,099.00
Cat: CB

Suite

$3,299.00
Cat: P2

Distinctive Voyages

Culinary Collection

More Details Contact Us

Cayman, Mexico & Bahamas Holiday

from $1,429.68 (USD)

Per Person

Dec 27, 2026
through Jan 03, 2027

More offers from Celebrity Cruises

Dec 27, 2026 through Jan 03, 2027

Nights: 7

Ship: Celebrity Beyond

Price Per Night:$204.24 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Florida, Cozumel, Mexico, George Town, Grand Cayman, Nassau, Bahamas, Fort Lauderdale, Florida

Other Categories Starting At:

Inside

$1,429.68
Cat: Z

Outside

$1,629.68
Cat: Y

Balcony

$2,029.68
Cat: X

Suite

$5,179.68
Cat: W

More Details Contact Us

Western Caribbean & Perfect Day
Roundtrip from Miami, Florida

from $1,024.11 (USD)

Per Person

Nov 08, 2026
through Nov 15, 2026

Independence of the Seas Helicopter View at Sunset

More offers from Royal Caribbean International

Nov 08, 2026 through Nov 15, 2026

Nights: 7

Ship: Independence of the Seas

Price Per Night:$146.30 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Florida, Cruising, Falmouth, Jamaica, George Town, Grand Cayman, Cozumel, Mexico, Cruising, Perfect Day Cococay, Bahamas, Miami, Florida

Other Categories Starting At:

Inside

$1,024.11
Cat: ZI

Outside

$1,144.61
Cat: YO

Balcony

$1,304.11
Cat: XB

Suite

N/A

More Details Contact Us

21-Day Southern Caribbean & Panama Canal: Abc Islands
Roundtrip from Fort Lauderdale

from $4,014.00 (USD)

Per Person

Feb 20, 2026
through Mar 13, 2026

More offers from Holland America Line

Feb 20, 2026 through Mar 13, 2026

Nights: 21

Ship: Rotterdam

Price Per Night:$191.14 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Curacao, Bonaire, Aruba, Half Moon Cay, Fort Lauderdale, Half Moon Cay, Curacao, Cartagena, Panama Canal And Gatun Lake...

Other Categories Starting At:

Inside

$4,014.00
Cat: N

Outside

$5,094.00
Cat: F

Balcony

$5,544.00
Cat: VH

Suite

$7,074.00
Cat: BC

More Details Contact Us

Caribbean, 21 Nights

from $1,818.00 (USD)

Per Person

+ $10,974.00 taxes/fees

Feb 10, 2026
through Mar 03, 2026

More offers from Cunard Line

Feb 10, 2026 through Mar 03, 2026

Nights: 21

Ship: Queen Elizabeth

Price Per Night:$86.57 (USD)
(based on double occupancy, for comparison only)

Itinerary: Miami, Florida, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, Florida, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia...

Experience everything from white-sand beaches in Tortola to vibrant markets in Castries as you sail on board this 21-night Queen Elizabeth voyage around the jewels of the Caribbean.

Other Categories Starting At:

Inside

$1,818.00
Cat: IE

Outside

$2,218.00
Cat: FC

Balcony

$2,868.00
Cat: BD

Suite

$9,348.00
Cat: Q5

More Details Contact Us

21-Day Western & Eastern Caribbean: Mexico & Leeward Islands
Roundtrip from Fort Lauderdale

from $4,284.00 (USD)

Per Person

Jan 02, 2027
through Jan 23, 2027

More offers from Holland America Line

Jan 02, 2027 through Jan 23, 2027

Nights: 21

Ship: Rotterdam

Price Per Night:$204.00 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Belize City, Cozumel, Key West, Fort Lauderdale, St Maarten, Antigua...

Other Categories Starting At:

Inside

$4,284.00
Cat: N

Outside

$5,484.00
Cat: F

Balcony

$5,784.00
Cat: VH

Suite

$7,684.00
Cat: BC

More Details Contact Us

Western Caribbean Holiday

from $1,036.57 (USD)

Per Person

Dec 21, 2026
through Dec 28, 2026

More offers from Celebrity Cruises

Dec 21, 2026 through Dec 28, 2026

Nights: 7

Ship: Celebrity Reflection

Price Per Night:$148.08 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Florida, Key West, Florida, Cozumel, Mexico, George Town, Grand Cayman, Fort Lauderdale, Florida

Other Categories Starting At:

Inside

$1,036.57
Cat: Z

Outside

$1,268.57
Cat: Y

Balcony

$1,304.07
Cat: X

Suite

$2,958.57
Cat: S1

More Details Contact Us

14-Day Eastern/Western Caribbean Adventurer
Roundtrip from Fort Lauderdale

from $1,138.00 (USD)

Per Person

Jan 25, 2026
through Feb 08, 2026

More offers from Princess Cruises®

Jan 25, 2026 through Feb 08, 2026

Nights: 14

Ship: Sun Princess

Price Per Night:$81.29 (USD)
(based on double occupancy, for comparison only)

Itinerary: Fort Lauderdale, Princess Cays, San Juan, St Thomas, Fort Lauderdale, Cozumel, Roatan (Mahognay Bay), Grand Cayman, Fort Lauderdale

Other Categories Starting At:

Inside

$1,138.00
Cat: IE

Outside

$1,468.00
Cat: O5

Balcony

$1,968.00
Cat: DH

Suite

$2,728.00
Cat: CB

More Details Contact Us

Western Caribbean Cruise
Roundtrip from Tampa, Florida

from $741.63 (USD)

Per Person

Dec 13, 2025
through Dec 21, 2025

More offers from Royal Caribbean International

Dec 13, 2025 through Dec 21, 2025

Nights: 8

Ship: Rhapsody of The Seas

Price Per Night:$92.70 (USD)
(based on double occupancy, for comparison only)

Itinerary: Tampa, Florida, Cruising, George Town, Grand Cayman, Cruising, Cozumel, Mexico, Roatan, Honduras, Puerto Costa Maya, Mexico, Cruising, Tampa, Florida

Other Categories Starting At:

Inside

$741.63
Cat: 3V

Outside

$835.13
Cat: YO

Balcony

$1,475.13
Cat: 3B

Suite

N/A

More Details Contact Us