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Caribbean voyages

1027 voyages found  ·   · 

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A Journey of Caribbean Adventure & Shimmering Tropical Harmony
 ·  Explora III
A Journey of Caribbean Adventure & Shimmering Tropical Harmony
7 nights  ·  Departs 22 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|Cruz Bay (St John)|St John's|Terre-de-Haut|Philipsburg|San Juan

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

From Miami to San Juan

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Star Collector: Lovely Leewards
 ·  Star Pride
Star Collector: Lovely Leewards
14 nights  ·  Departs 22 Nov 2026
From
$5507
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|Gustavia|Basseterre (Saint Kitts)|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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14-Day Leeward Island Jewels
 ·  Seabourn Quest
14-Day Leeward Island Jewels
14 nights  ·  Departs 22 Nov 2026
From
$7831
per person
Embarkation Miami
Disembarkation Miami
Journey type Cruise only (please call for flight options)
Ship capacity 458 guests

Itinerary: Miami|San Juan|Road Bay|South Friars Bay|Roseau|Fort-de-France|Terre-de-Haut|Montserrat|Virgin Gorda|Jost Van Dyke|Miami

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

From Miami to Miami

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Windward Islands Surf & Sunsets
 ·  Star Pride
Windward Islands Surf & Sunsets
7 nights  ·  Departs 22 Nov 2026
From
$2301
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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An Extended Journey of Sunlit Horizons & Sapphire Bays
 ·  Explora III
An Extended Journey of Sunlit Horizons & Sapphire Bays
14 nights  ·  Departs 22 Nov 2026
From
$8477
per person
Embarkation Miami
Disembarkation Miami
Journey type Cruise only (please call for flight options)
Ship capacity 926 guests

Itinerary: Miami|Cruz Bay (St John)|St John's|Terre-de-Haut|Philipsburg|San Juan|Tortola|Basseterre (Saint Kitts)|Gustavia|Grand Turk|Miami

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

From Miami to Miami

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Caribbean Combination Cruise: San Juan, Antigua & Barbados
 ·  Azamara Journey
Caribbean Combination Cruise: San Juan, Antigua & Barbados
14 nights  ·  Departs 21 Nov 2026
From
$4044
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|Gustavia|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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Caribbean escapade
 ·  Emerald Sakara
Caribbean escapade
7 nights  ·  Departs 21 Nov 2026
From
$8021
per person
Embarkation San Juan
Disembarkation Miami
Journey type Fly - Cruise
Ship capacity 100 guests

Itinerary: San Juan|Grand Turk|Gordon's Beach (Long Island)|San Salvador Island|Bahamas|Nassau|Miami

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

From San Juan to Miami

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Southern Caribbean Cruise: Bequia, Grenada & Tobago
 ·  Azamara Journey
Southern Caribbean Cruise: Bequia, Grenada & Tobago
7 nights  ·  Departs 21 Nov 2026
From
$1649
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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The Glorious Grenadines
 ·  SeaDream I
The Glorious Grenadines
9 nights  ·  Departs 20 Nov 2026
From
$4994
per person
Embarkation Barbados
Disembarkation Bridgetown
Journey type Cruise only (please call for flight options)
Ship capacity 112 guests

Itinerary: Barbados|Bridgetown|Soufrière|Kingstown|Bequia|Bequia|Tobago Cays|Mayreau|St George's|Bridgetown

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

From Barbados to Bridgetown

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Discover the Best of the Caribbean
 ·  Emerald Azzurra
Discover the Best of the Caribbean
16 nights  ·  Departs 20 Nov 2026
From
$16378
per person
Embarkation Marigot
Disembarkation Bridgetown
Journey type Fly - Cruise
Ship capacity 100 guests

Itinerary: Marigot|Gustavia|Saint Kitts|Falmouth Harbour|Iles des Saintes|Fort-de-France|Soufrière|Mayreau|Tobago Cays|Tobago Cays|Bridgetown|Speightstown|Kingstown|Bequia|Mayreau|Union Island|Union Island|Tobago Cays|Bridgetown

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

From Marigot to Bridgetown

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Miami, Florida to San Juan (Puerto Rico)
 ·  Ilma
Miami, Florida to San Juan (Puerto Rico)
7 nights  ·  Departs 20 Nov 2026
From
$8524
per person
Embarkation Miami
Disembarkation San Juan
Journey type Cruise only (please call for flight options)
Ship capacity 448 guests

Itinerary: Miami|Bimini|Nassau|Grand Turk|Puerto Plata|Samaná|San Juan

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

From Miami to San Juan

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Classic Caribbean
 ·  Emerald Azzurra
Classic Caribbean
9 nights  ·  Departs 20 Nov 2026
From
$8414
per person
Embarkation Marigot
Disembarkation Bridgetown
Journey type Fly - Cruise
Ship capacity 100 guests

Itinerary: Marigot|Gustavia|Saint Kitts|Falmouth Harbour|Iles des Saintes|Fort-de-France|Soufrière|Mayreau|Tobago Cays|Tobago Cays|Bridgetown

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

From Marigot to Bridgetown

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