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Caribbean voyages

1027 voyages found  ·   · 

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Grenadines & Windwards yachting
 ·  Emerald Azzurra
Grenadines & Windwards yachting
8 nights  ·  Departs 29 Nov 2026
From
$8605
per person
Embarkation Bridgetown
Disembarkation Bridgetown
Journey type Fly - Cruise
Ship capacity 100 guests

Itinerary: 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 Bridgetown to Bridgetown

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Philipsburg to Philipsburg
 ·  Sea Cloud Spirit
Philipsburg to Philipsburg
7 nights  ·  Departs 29 Nov 2026
From
$5692
per person
Embarkation Philipsburg
Disembarkation Philipsburg
Journey type Cruise only (please call for flight options)
Ship capacity 136 guests

Itinerary: Philipsburg|St John's|Gustavia|Gorda Sound|White Bay (Jost Van Dyke)|Jost Van Dyke|Norman Island|Philipsburg

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

From Philipsburg to Philipsburg

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An Extended Journey through Golden Shores & Island Grace
 ·  Explora III
An Extended Journey through Golden Shores & Island Grace
14 nights  ·  Departs 29 Nov 2026
From
$8477
per person
Embarkation San Juan
Disembarkation San Juan
Journey type Cruise only (please call for flight options)
Ship capacity 926 guests

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

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

From San Juan to San Juan

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San Juan & the Virgin Islands
 ·  Star Pride
San Juan & the Virgin Islands
7 nights  ·  Departs 29 Nov 2026
From
$3077
per person
Embarkation San Juan
Disembarkation San Juan
Journey type Cruise only (please call for flight options)
Ship capacity 312 guests

Itinerary: 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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Discover Eastern Caribbean & Grenadines
 ·  Emerald Azzurra
Discover Eastern Caribbean & Grenadines
14 nights  ·  Departs 29 Nov 2026
From
$14362
per person
Embarkation Bridgetown
Disembarkation Marigot
Journey type Fly - Cruise
Ship capacity 100 guests

Itinerary: Bridgetown|Speightstown|Kingstown|Bequia|Mayreau|Union Island|Union Island|Tobago Cays|Bridgetown|Soufrière|Iles des Saintes|Falmouth Harbour|Nevis|Gustavia|Prickly Pear Island|Marigot|Marigot

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

From Bridgetown to Marigot

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7-Day Classic Caribbean Yacht Harbors
 ·  Seabourn Ovation
7-Day Classic Caribbean Yacht Harbors
7 nights  ·  Departs 28 Nov 2026
From
$4192
per person
Embarkation Bridgetown
Disembarkation Philipsburg
Journey type Cruise only (please call for flight options)
Ship capacity 600 guests

Itinerary: Bridgetown|Rodney Bay|Montserrat|St John's|South Friars Bay|Virgin Gorda|Philipsburg

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

From Bridgetown to Philipsburg

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14-Day Exotic Caribbean In Depth
 ·  Seabourn Ovation
14-Day Exotic Caribbean In Depth
14 nights  ·  Departs 28 Nov 2026
From
$7574
per person
Embarkation Bridgetown
Disembarkation Bridgetown
Journey type Cruise only (please call for flight options)
Ship capacity 600 guests

Itinerary: Bridgetown|Rodney Bay|Montserrat|St John's|South Friars Bay|Virgin Gorda|Philipsburg|Frenchman's Cay|South Friars Bay|Trois-Îlets|Bequia|St George's|Bridgetown

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

From Bridgetown to Bridgetown

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Caribbean Combination Cruise: Barbados, St. Lucia & St. Maarten
 ·  Azamara Journey
Caribbean Combination Cruise: Barbados, St. Lucia & St. Maarten
14 nights  ·  Departs 28 Nov 2026
From
$3828
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|Gustavia|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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Yachting Pop-up: Miami Roundtrip
 ·  Emerald Sakara
Yachting Pop-up: Miami Roundtrip
2 nights  ·  Departs 28 Nov 2026
From
$1143
per person
Embarkation Miami
Disembarkation Miami
Journey type Fly - Cruise
Ship capacity 100 guests

Itinerary: Miami|Bimini|Miami

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

From Miami to Miami

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Treasure Islands
 ·  Star Flyer
Treasure Islands
7 nights  ·  Departs 28 Nov 2026
From
$2943
per person
Embarkation Philipsburg
Disembarkation Philipsburg
Journey type Cruise only (please call for flight options)
Ship capacity 166 guests

Itinerary: Philipsburg|Road Bay|White Bay (Jost Van Dyke)|Soper’s Hole (Tortola)|Norman Island|Spanish Town (Virgin Gorda)|Captain's Best|Basse-Terre|South Friars Bay|Gustavia|Philipsburg

✓ Daytime activities ✓ Meals included

From Philipsburg to Philipsburg

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Eastern Caribbean Cruise: Saint Kitts, Nevis & Saint Barth?Âlemy
 ·  Azamara Journey
Eastern Caribbean Cruise: Saint Kitts, Nevis & Saint Barth?Âlemy
7 nights  ·  Departs 28 Nov 2026
From
$1703
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|Gustavia|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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Classic Yachtsman’s
 ·  Royal Clipper
Classic Yachtsman’s
7 nights  ·  Departs 28 Nov 2026
From
$3227
per person
Embarkation St John's
Disembarkation Bridgetown
Journey type Cruise only (please call for flight options)
Ship capacity 227 guests

Itinerary: St John's|Terre-de-Haut|Cabrits|Fort-de-France|St George's|Tobago Cays|Marigot Bay|Soufrière|Bridgetown

✓ Daytime activities ✓ Meals included

From St John's to Bridgetown

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