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Caribbean voyages

1027 voyages found  ·   · 

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15-Day Southern Caribbean In Depth
 ·  Seabourn Ovation
15-Day Southern Caribbean In Depth
15 nights  ·  Departs 20 Nov 2026
From
$7168
per person
Embarkation Miami
Disembarkation Philipsburg
Journey type Cruise only (please call for flight options)
Ship capacity 600 guests

Itinerary: Miami|San Juan|Jost Van Dyke|South Friars Bay|Roseau|Bequia|Bridgetown|Rodney Bay|Montserrat|St John's|South Friars Bay|Virgin Gorda|Philipsburg

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

From Miami to Philipsburg

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Miami to Miami
 ·  Silver Shadow
Miami to Miami
12 nights  ·  Departs 18 Nov 2026
From
$5277
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|St John's|Little Bay|Basseterre (Saint Kitts)|Jost Van Dyke|Miami

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

From Miami to Miami

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Transatlantic Crossing and Eastern Caribbean
 ·  Queen Mary 2
Transatlantic Crossing and Eastern Caribbean
18 nights  ·  Departs 17 Nov 2026
From
$3232
per person
Embarkation New York
Disembarkation Southampton
Journey type Fly - Cruise
Ship capacity 2691 guests

Itinerary: New York|St Thomas|Tortola|Saint Kitts|Philipsburg|New York|Southampton

✓ Daytime activities ✓ Meals included

From New York to Southampton

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Eastern Caribbean
 ·  Queen Mary 2
Eastern Caribbean
11 nights  ·  Departs 17 Nov 2026
From
$1514
per person
Embarkation New York
Disembarkation New York
Journey type Fly - Cruise
Ship capacity 2691 guests

Itinerary: New York|St Thomas|Tortola|Saint Kitts|Philipsburg|New York

✓ Daytime activities ✓ Meals included

From New York to New York

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A Journey of Blissful Escapes & Island Splendour
 ·  Explora III
A Journey of Blissful Escapes & Island Splendour
7 nights  ·  Departs 15 Nov 2026
From
$5304
per person
Embarkation San Juan
Disembarkation Miami
Journey type Cruise only (please call for flight options)
Ship capacity 926 guests

Itinerary: 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 San Juan to Miami

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San Juan & the Virgin Islands
 ·  Star Pride
San Juan & the Virgin Islands
7 nights  ·  Departs 15 Nov 2026
From
$4165
per person
Embarkation San Juan
Disembarkation San Juan
Journey type Cruise only (please call for flight options)
Ship capacity 312 guests

Itinerary: 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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Star Collector: Lovely Leewards
 ·  Star Pride
Star Collector: Lovely Leewards
14 nights  ·  Departs 15 Nov 2026
From
$5987
per person
Embarkation San Juan
Disembarkation San Juan
Journey type Cruise only (please call for flight options)
Ship capacity 312 guests

Itinerary: San Juan|Basseterre (Saint Kitts)|Gustavia|Philipsburg|Jost Van Dyke|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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An Extended Journey of Tropical Harmony & Natural Wonders
 ·  Explora III
An Extended Journey of Tropical Harmony & Natural Wonders
14 nights  ·  Departs 15 Nov 2026
From
$8429
per person
Embarkation San Juan
Disembarkation San Juan
Journey type Cruise only (please call for flight options)
Ship capacity 926 guests

Itinerary: San Juan|Road Bay|St John's|Frederiksted (St Croix)|Isla Santa Catalina|Puerto Plata|Miami|Cruz Bay (St John)|St John's|Terre-de-Haut|Philipsburg|San Juan

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

From San Juan to San Juan

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Eastern Caribbean Cruise: Barbados, Saint Lucia & British Virgin Islands
 ·  Azamara Journey
Eastern Caribbean Cruise: Barbados, Saint Lucia & British Virgin Islands
7 nights  ·  Departs 14 Nov 2026
From
$1500
per person
Embarkation Bridgetown
Disembarkation San Juan
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

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

From Bridgetown to San Juan

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West Indies Explorer
 ·  Viking Sea
West Indies Explorer
10 nights  ·  Departs 15 Nov 2026
From
$6623
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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British & French Islands Discovery
 ·  SeaDream I
British & French Islands Discovery
7 nights  ·  Departs 14 Nov 2026
From
$4994
per person
Embarkation Philipsburg
Disembarkation Bridgetown
Journey type Cruise only (please call for flight options)
Ship capacity 112 guests

Itinerary: Philipsburg|Soper’s Hole (Tortola)|Norman Island|Spanish Town (Virgin Gorda)|Leverick Bay (Virgin Gorda)|Gustavia|Gustavia|Terre-de-Haut|Mayreau|Bridgetown

✓ Alcohol included ✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ Shore excursions included

From Philipsburg to Bridgetown

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Transatlantic Autumn Voyage II
 ·  SeaDream II
Transatlantic Autumn Voyage II
13 nights  ·  Departs 14 Nov 2026
From
$5191
per person
Embarkation Lisbon
Disembarkation San Juan
Journey type Cruise only (please call for flight options)
Ship capacity 112 guests

Itinerary: Lisbon|Philipsburg|San Juan

✓ Alcohol included ✓ Daytime activities ✓ Gratuities included ✓ Meals included ✓ Shore excursions included

From Lisbon to San Juan

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