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Caribbean voyages

1027 voyages found  ·   · 

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British Islands Discovery
 ·  SeaDream I
British Islands Discovery
7 nights  ·  Departs 5 Dec 2026
From
$5193
per person
Embarkation St John's
Disembarkation San Juan
Journey type Cruise only (please call for flight options)
Ship capacity 112 guests

Itinerary: St John's|Sint Eustatius|Gustavia|Gustavia|Nevis|Sandy Ground|White Bay (Jost Van Dyke)|Spanish Town (Virgin Gorda)|Norman Island|San Juan

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

From St John's to San Juan

14-Day Yachtsman’s Caribbean In Depth
 ·  Seabourn Ovation
14-Day Yachtsman’s Caribbean In Depth
14 nights  ·  Departs 5 Dec 2026
From
$6898
per person
Embarkation Philipsburg
Disembarkation Bridgetown
Journey type Cruise only (please call for flight options)
Ship capacity 600 guests

Itinerary: Philipsburg|Frenchman's Cay|South Friars Bay|Trois-Îlets|Bequia|St George's|Bridgetown|South Friars Bay|Terre-de-Haut|Saint Pierre (Martinique)|Roseau|Rodney Bay|Bridgetown

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

From Philipsburg to Bridgetown

Discover the Pearls of the Caribbean
 ·  Emerald Azzurra
Discover the Pearls of the Caribbean
14 nights  ·  Departs 6 Dec 2026
From
$11358
per person
Embarkation Bridgetown
Disembarkation Marigot
Journey type Fly - Cruise
Ship capacity 100 guests

Itinerary: Bridgetown|Soufrière|Iles des Saintes|Falmouth Harbour|Nevis|Gustavia|Prickly Pear Island|Marigot|Marigot|Anguilla|Virgin Gorda|Norman Island|Jost Van Dyke|Anegada|Saba|Gustavia|Gustavia|Marigot

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

From Bridgetown to Marigot

14-Day Leeward Island Jewels
 ·  Seabourn Quest
14-Day Leeward Island Jewels
14 nights  ·  Departs 6 Dec 2026
From
$5545
per person
Embarkation Miami
Disembarkation Miami
Journey type Cruise only (please call for flight options)
Ship capacity 458 guests

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

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

From Miami to Miami

Star Collector: Lovely Leewards
 ·  Star Pride
Star Collector: Lovely Leewards
14 nights  ·  Departs 6 Dec 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|Deshaies|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

Southern Caribbean Cruise: Antigua, Martinique & Grenada
 ·  Azamara Journey
Southern Caribbean Cruise: Antigua, Martinique & Grenada
7 nights  ·  Departs 5 Dec 2026
From
$1622
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

Leeward Islands
 ·  Star Flyer
Leeward Islands
7 nights  ·  Departs 5 Dec 2026
From
$2868
per person
Embarkation Philipsburg
Disembarkation Philipsburg
Journey type Cruise only (please call for flight options)
Ship capacity 166 guests

Itinerary: Philipsburg|Nevis|Cabrits|Terre-de-Haut|Deshaies|Falmouth Harbour|Basse-Terre|South Friars Bay|Philipsburg

✓ Daytime activities ✓ Meals included

From Philipsburg to Philipsburg

Caribbean Dream Route
 ·  MS Europa
Caribbean Dream Route
15 nights  ·  Departs 5 Dec 2026
From
$6388
per person
Embarkation New York
Disembarkation Miami
Journey type Cruise only (please call for flight options)
Ship capacity 400 guests

Itinerary: New York|Gustavia|Portsmouth|Marigot|Kralendijk|Willemstad|Ocho Rios|Miami

✓ Daytime activities ✓ Meals included ✓ Shore excursions included

From New York to Miami

Star Collector: Windward Islands & Spanish New World
 ·  Star Legend
Star Collector: Windward Islands & Spanish New World
16 nights  ·  Departs 4 Dec 2026
From
$6293
per person
Embarkation Bridgetown
Disembarkation Fuerte Amador (Panama City)
Journey type Cruise only (please call for flight options)
Ship capacity 312 guests

Itinerary: Bridgetown|Rodney Bay|Bequia|Mayreau|St George's|Willemstad|Oranjestad|Cartagena|Cartagena|Bocas del Toro|San Blas Islands|Fuerte Amador (Panama City)

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

From Bridgetown to Fuerte Amador (Panama City)

7-Day Yachtsman’s Caribbean
 ·  Seabourn Ovation
7-Day Yachtsman’s Caribbean
7 nights  ·  Departs 5 Dec 2026
From
$4192
per person
Embarkation Philipsburg
Disembarkation Bridgetown
Journey type Cruise only (please call for flight options)
Ship capacity 600 guests

Itinerary: Philipsburg|Frenchman's Cay|South Friars Bay|Trois-Îlets|Bequia|St George's|Bridgetown

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

From Philipsburg to Bridgetown

Fort Lauderdale to San Juan
 ·  Crystal Symphony
Fort Lauderdale to San Juan
10 nights  ·  Departs 3 Dec 2026
From
$4378
per person
Embarkation Fort Lauderdale
Disembarkation San Juan
Journey type Cruise only (please call for flight options)
Ship capacity 606 guests

Itinerary: Fort Lauderdale|Road Town (Tortola)|Gustavia|Pointe-à-Pitre|Kingstown|Castries|Fort-de-France|Basseterre (Saint Kitts)|San Juan

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

From Fort Lauderdale to San Juan

Windward Ways & Tobago Cays
 ·  Star Legend
Windward Ways & Tobago Cays
8 nights  ·  Departs 4 Dec 2026
From
$2824
per person
Embarkation Bridgetown
Disembarkation Oranjestad
Journey type Cruise only (please call for flight options)
Ship capacity 312 guests

Itinerary: Bridgetown|Rodney Bay|Bequia|Mayreau|St George's|Willemstad|Oranjestad

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

From Bridgetown to Oranjestad

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