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Caribbean voyages

1027 voyages found  ·   · 

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Caribbean Combination Cruise: Barbados, St. Lucia & St. Kitts
 ·  Azamara Journey
Caribbean Combination Cruise: Barbados, St. Lucia & St. Kitts
14 nights  ·  Departs 14 Nov 2026
From
$3814
per person
Embarkation Bridgetown
Disembarkation Bridgetown
Journey type Cruise only (please call for flight options)
Ship capacity 686 guests

Itinerary: Bridgetown|Castries|Roseau|Basseterre (Saint Kitts)|Nevis|Philipsburg|Road Town (Tortola)|San Juan|Virgin Gorda|St John's|Saint Pierre (Martinique)|Bequia|St George's|Scarborough|Bridgetown

✓ Alcohol included ✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ Soft drinks, tea and coffee included

From Bridgetown to Bridgetown

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Miami, Florida Roundtrip
 ·  Ilma
Miami, Florida Roundtrip
3 nights  ·  Departs 13 Nov 2026
From
$4465
per person
Embarkation Miami
Disembarkation Miami
Journey type Cruise only (please call for flight options)
Ship capacity 448 guests

Itinerary: Miami|Bimini|Miami

✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ WiFi included

From Miami to Miami

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Dutchman’s Caribbean
 ·  Vista
Dutchman’s Caribbean
14 nights  ·  Departs 11 Nov 2026
From
$4445
per person
Embarkation Miami
Disembarkation Miami
Journey type Cruise only (please call for flight options)
Ship capacity 1200 guests

Itinerary: Miami|Grand Cayman|Falmouth|Oranjestad|Willemstad|St George's|Bridgetown|Castries|Basseterre (Saint Kitts)|Miami

✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ Soft drinks, tea and coffee included ✓ WiFi included

From Miami to Miami

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Miami, Florida Roundtrip
 ·  Ilma
Miami, Florida Roundtrip
4 nights  ·  Departs 9 Nov 2026
From
$5547
per person
Embarkation Miami
Disembarkation Miami
Journey type Cruise only (please call for flight options)
Ship capacity 448 guests

Itinerary: Miami|Nassau|Bimini|Miami

✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ WiFi included

From Miami to Miami

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Star Collector: Lovely Leewards
 ·  Star Pride
Star Collector: Lovely Leewards
14 nights  ·  Departs 8 Nov 2026
From
$6148
per person
Embarkation San Juan
Disembarkation San Juan
Journey type Cruise only (please call for flight options)
Ship capacity 312 guests

Itinerary: San Juan|St George's|Bequia|Mayreau|Terre-de-Haut|Marigot|San Juan|Basseterre (Saint Kitts)|Gustavia|Philipsburg|Jost Van Dyke|San Juan

✓ Alcohol included ✓ Daytime activities ✓ Meals included ✓ Soft drinks, tea and coffee included

From San Juan to San Juan

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An Extended Journey of Blissful Escapes & Shoreline Splendour
 ·  Explora III
An Extended Journey of Blissful Escapes & Shoreline Splendour
14 nights  ·  Departs 8 Nov 2026
From
$8713
per person
Embarkation Miami
Disembarkation Miami
Journey type Cruise only (please call for flight options)
Ship capacity 926 guests

Itinerary: Miami|Providenciales|Puerto Plata|La Romana|Jost Van Dyke|Gustavia|San Juan|Road Bay|St John's|Frederiksted (St Croix)|Isla Santa Catalina|Puerto Plata|Miami

✓ Alcohol included ✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ WiFi included

From Miami to Miami

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Windward Islands Surf & Sunsets
 ·  Star Pride
Windward Islands Surf & Sunsets
7 nights  ·  Departs 8 Nov 2026
From
$3430
per person
Embarkation San Juan
Disembarkation San Juan
Journey type Cruise only (please call for flight options)
Ship capacity 312 guests

Itinerary: San Juan|St George's|Bequia|Mayreau|Terre-de-Haut|Marigot|San Juan

✓ Alcohol included ✓ Daytime activities ✓ Meals included ✓ Soft drinks, tea and coffee included

From San Juan to San Juan

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A Journey through Beguiling Caribbean Coastlines & Lush Landscapes
 ·  Explora III
A Journey through Beguiling Caribbean Coastlines & Lush Landscapes
7 nights  ·  Departs 8 Nov 2026
From
$4871
per person
Embarkation Miami
Disembarkation San Juan
Journey type Cruise only (please call for flight options)
Ship capacity 926 guests

Itinerary: Miami|Providenciales|Puerto Plata|La Romana|Jost Van Dyke|Gustavia|San Juan

✓ Alcohol included ✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ WiFi included

From Miami to San Juan

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Southern Caribbean Cruise: British Virgin Islands, Martinique & Grenada
 ·  Azamara Journey
Southern Caribbean Cruise: British Virgin Islands, Martinique & Grenada
7 nights  ·  Departs 7 Nov 2026
From
$1798
per person
Embarkation San Juan
Disembarkation Bridgetown
Journey type Cruise only (please call for flight options)
Ship capacity 686 guests

Itinerary: San Juan|Virgin Gorda|St John's|Saint Pierre (Martinique)|Bequia|St George's|Scarborough|Bridgetown

✓ Alcohol included ✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ Soft drinks, tea and coffee included

From San Juan to Bridgetown

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Caribbean Combination Cruise: San Juan, St. Lucia & St. Kitts
 ·  Azamara Journey
Caribbean Combination Cruise: San Juan, St. Lucia & St. Kitts
14 nights  ·  Departs 7 Nov 2026
From
$3733
per person
Embarkation San Juan
Disembarkation San Juan
Journey type Cruise only (please call for flight options)
Ship capacity 686 guests

Itinerary: San Juan|Virgin Gorda|St John's|Saint Pierre (Martinique)|Bequia|St George's|Scarborough|Bridgetown|Castries|Roseau|Basseterre (Saint Kitts)|Nevis|Philipsburg|Road Town (Tortola)|San Juan

✓ Alcohol included ✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ Soft drinks, tea and coffee included

From San Juan to San Juan

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Miami to Miami
 ·  Silver Shadow
Miami to Miami
11 nights  ·  Departs 7 Nov 2026
From
$4736
per person
Embarkation Miami
Disembarkation Miami
Journey type Cruise only (please call for flight options)
Ship capacity 392 guests

Itinerary: Miami|San Juan|St John|Gustavia|Basseterre (Saint Kitts)|Little Bay|Jost Van Dyke|Miami

✓ Alcohol included ✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ WiFi included

From Miami to Miami

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West Indies Explorer
 ·  Viking Sea
West Indies Explorer
10 nights  ·  Departs 5 Nov 2026
From
$6488
per person
Embarkation San Juan
Disembarkation San Juan
Journey type Fly - Cruise
Ship capacity 930 guests

Itinerary: San Juan|San Juan|Charlotte Amalie (St Thomas)|Basseterre (Saint Kitts)|Castries|Bridgetown|Roseau|St John's|Philipsburg|Frederiksted (St Croix)|San Juan

✓ Daytime activities ✓ Flights included ✓ Gratuities included ✓ Meals included ✓ Shore excursions included ✓ Soft drinks, tea and coffee included ✓ WiFi included

From San Juan to San Juan

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