Enquire
← Modify search

Caribbean voyages

1027 voyages found

Cruise Line
Destination
Dates
Duration

1027 voyages match your search

Not sure where to start? Tell us what matters most and we will shortlist the right voyages for you — no commitment required.

Speak to an advisor
West Indies Explorer
Viking Sea
West Indies Explorer
10 nights 9 Ports of Call  ·  Departs 27 Dec 2027
From
$5,804
per person
Embarkation San Juan
Puerto Rico
27 Dec 2027
Disembarkation San Juan
Puerto Rico
6 Jan 2028
Journey type Fly - Cruise
✓ Daytime activities ✓ Flights included ✓ Gratuities included ✓ Meals included ✓ Shore excursions included ✓ Soft drinks, tea and coffee included ✓ WiFi included
Request a Proposal View details
St. Barths New Year’s II
SeaDream II
St. Barths New Year’s II
7 nights 6 Ports of Call  ·  Departs 27 Dec 2027
From
$9,371
per person
Embarkation San Juan
Puerto Rico
27 Dec 2027
Disembarkation San Juan
Puerto Rico
3 Jan 2028
Journey type Cruise only (please call for flight options)
✓ Alcohol included ✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ Shore excursions included
Request a Proposal View details
A Journey of Underwater Jewels & Captivating New Year’s Eve Celebration
Explora II
A Journey of Underwater Jewels & Captivating New Year’s Eve Celebration
7 nights 7 Ports of Call  ·  Departs 26 Dec 2027
From
$5,398
per person
Embarkation Miami
United States
26 Dec 2027
Disembarkation San Juan
Puerto Rico
2 Jan 2028
Journey type Cruise only (please call for flight options)
✓ Alcohol included ✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ WiFi included
Request a Proposal View details
San Juan to Miami
Silver Ray
San Juan to Miami
8 nights 7 Ports of Call  ·  Departs 26 Dec 2027
From
$5,953
per person
Embarkation San Juan
Puerto Rico
26 Dec 2027
Disembarkation Miami
United States
3 Jan 2028
Journey type Cruise only (please call for flight options)
✓ Alcohol included ✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ Shore excursions included ✓ WiFi included
Request a Proposal View details
Star Collector: Caribbean Explorations
Wind Surf
Star Collector: Caribbean Explorations
13 nights 9 Ports of Call  ·  Departs 27 Dec 2027
From
$5,431
per person
Embarkation Philipsburg
Sint Maarten
27 Dec 2027
Disembarkation Philipsburg
Sint Maarten
9 Jan 2028
Journey type Cruise only (please call for flight options)
✓ Alcohol included ✓ Daytime activities ✓ Meals included ✓ Soft drinks, tea and coffee included
Request a Proposal View details
Tropical Charms of the Caribbean
Emerald Sakara
Tropical Charms of the Caribbean
9 nights 9 Ports of Call  ·  Departs 27 Dec 2027
From
$9,286
per person
Embarkation Philipsburg
Sint Maarten
27 Dec 2027
Disembarkation Philipsburg
Sint Maarten
5 Jan 2028
Journey type Fly - Cruise
✓ Alcohol included ✓ Daytime activities ✓ Flights included ✓ Gratuities included ✓ Meals included ✓ Shore excursions included ✓ WiFi included
Request a Proposal View details
A Journey through Art Deco Wonders & Caribbean Adventures
EXPLORA IV
A Journey through Art Deco Wonders & Caribbean Adventures
7 nights 6 Ports of Call  ·  Departs 23 Dec 2027
From
$4,932
per person
Embarkation Miami
United States
23 Dec 2027
Disembarkation San Juan
Puerto Rico
30 Dec 2027
Journey type Cruise only (please call for flight options)
✓ Alcohol included ✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ WiFi included
Request a Proposal View details
Panama Canal & Central America
Viking Mars
Panama Canal & Central America
14 nights 7 Ports of Call  ·  Departs 23 Dec 2027
From
$6,481
per person
Embarkation Fort Lauderdale
United States
23 Dec 2027
Disembarkation Fort Lauderdale
United States
6 Jan 2028
Journey type Cruise only (please call for flight options)
✓ Daytime activities ✓ Flights included ✓ Gratuities included ✓ Meals included ✓ Shore excursions included ✓ Soft drinks, tea and coffee included ✓ WiFi included
Request a Proposal View details
Miami to Miami
Silver Shadow
Miami to Miami
12 nights 8 Ports of Call  ·  Departs 24 Dec 2027
From
$5,412
per person
Embarkation Miami
United States
24 Dec 2027
Disembarkation Miami
United States
5 Jan 2028
Journey type Cruise only (please call for flight options)
✓ Alcohol included ✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ WiFi included
Request a Proposal View details
Fort Lauderdale to San Juan
Crystal Serenity
Fort Lauderdale to San Juan
7 nights 6 Ports of Call  ·  Departs 22 Dec 2027
From
$3,829
per person
Embarkation Fort Lauderdale
United States
22 Dec 2027
Disembarkation San Juan
Puerto Rico
29 Dec 2027
Journey type Cruise only (please call for flight options)
✓ Alcohol included ✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ WiFi included
Request a Proposal View details
Caribbean Celebration
Queen Elizabeth
Caribbean Celebration
14 nights 8 Ports of Call  ·  Departs 23 Dec 2027
From
$2,569
per person
Embarkation Miami
United States
23 Dec 2027
Disembarkation Miami
United States
6 Jan 2028
Journey type Fly - Cruise
✓ Daytime activities ✓ Meals included
Request a Proposal View details
Caribbean Holiday Cruise: Sint Maarten, Saint Lucia & Barbados
Azamara Onward
Caribbean Holiday Cruise: Sint Maarten, Saint Lucia & Barbados
14 nights 9 Ports of Call  ·  Departs 22 Dec 2027
From
$4,004
per person
Embarkation Miami
United States
22 Dec 2027
Disembarkation Miami
United States
5 Jan 2028
Journey type Cruise only (please call for flight options)
✓ Alcohol included ✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ Soft drinks, tea and coffee included
Request a Proposal View details
Comparing
Select a voyage ×
Select a second voyage ×