Bucket-List Cruise Adventures

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Filtering Caribbean ×Round trip ×13+ nights × Clear all
Showing 36 of 91 sailings
Azamara · Azamara JourneyRound-trip
Caribbean 14 nights Nov 14 – Nov 28, 2026 from Bridgetown, Barbados
Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados15 ports
Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursBoiling Lake HikeMt. Liamuiga Volcano Crater Hike +5 more
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from $4,856
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MSC Cruises · MSC World EuropaRound-trip
Caribbean 13 nights Dec 2 – Dec 15, 2026 from Bridgetown, Barbados
Bridgetown, Barbados · St. Georges, Grenada, West Indies · … · Bridgetown, Barbados12 ports
Bridgetown, Barbados · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourMount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga… +4 more
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from $1,941
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Dec 3 – Dec 17, 2026 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman Island +2 more
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from $2,895
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Dec 4 – Dec 18, 2026 from Fort-de-France, Martinique
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman IslandSaona Island Private Speedboat & Natural Pool Day +2 more
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from $1,664
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Regent · Seven Seas SplendorRound-trip
Caribbean 17 nights Dec 11 – Dec 28, 2026 from Galveston, Texas
Galveston, Texas · Willis Island · … · Galveston, Texas15 ports
Galveston, Texas · Willis Island · Montego Bay, Jamaica · Ocho Rios, Jamaica · Willis Island · Punta Cana, Dominican Republic · San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · Gustavia, St. Barts · St. John's, Antigua · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Willis Island · Galveston, Texas
★ Bucket-list Moody GardensZodiac Circumnavigation of Willis IslandWalk El Morro & Old San Juan's City WallsJost Van Dyke +3 more
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from $10,299
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MSC Cruises · MSC World EuropaRound-trip
Caribbean 14 nights Dec 15 – Dec 29, 2026 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados12 ports
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourMount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga… +3 more
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from $2,290
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Viking Ocean · Viking SeaRound-trip
Caribbean 21 nights Dec 15 – Jan 5, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Sail the Caribbean Sea · … · San Juan, Puerto Rico18 ports
San Juan, Puerto Rico · Sail the Caribbean Sea · Bridgetown, Barbados · Sail the Caribbean Sea · Iles du Salut, Guiana · Sail the Atlantic Ocean · Sail The Amazon River · Santarem, Brazil · Parintins, Brazil · Manaus, Brazil · Sail the Amazon River · Belem, Brazil · Sail the Atlantic Ocean · Scarborough, Tobago · Castries, St. Lucia · St. John's, Antigua · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsSwim with wild green sea turtles + two shipwrecks…Cosol ToursPrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $12,499
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Dec 17 – Dec 31, 2026 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman Island +2 more
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from $3,595
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Dec 18 – Jan 1, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman IslandSaona Island Private Speedboat & Natural Pool Day +2 more
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from $3,048
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Seabourn · Seabourn OvationRound-trip
Caribbean 14 nights Dec 19 – Jan 2, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Castries, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursPrivate Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +2 more
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from $9,598
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Princess · Crown PrincessRound-trip
Caribbean 14 nights Dec 27 – Jan 10, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico13 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Dominica, Caribbean · St. Georges, Grenada, West Indies · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Maho BeachSwim with wild green sea turtles + two shipwrecks… +2 more
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from $1,914
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MSC Cruises · MSC World EuropaRound-trip
Caribbean 14 nights Dec 29 – Jan 12, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados14 ports
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Castries, St. Lucia · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourCosol ToursMount Pelée & Saint-Pierre +4 more
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from $2,770
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Dec 31 – Jan 14, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachNorman Island +2 more
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from $2,578
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Jan 1 – Jan 15, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachNorman IslandSaona Island Private Speedboat & Natural Pool Day +2 more
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from $1,714
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Costa · Costa FascinosaRound-trip
Caribbean 14 nights Jan 7 – Jan 21, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · … · Pointe-a-Pitre, Guadeloupe15 ports
Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Samana, Dominican Republic · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · Cabo Rojo, Dominican Republic · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Fort-de-France, Martinique · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandSaona Island Private Speedboat & Natural Pool Day +4 more
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from $1,998
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Seabourn · Seabourn OvationRound-trip
Caribbean 14 nights Jan 9 – Jan 23, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Castries, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursPrivate Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +2 more
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from $10,598
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Costa · Costa FascinosaRound-trip
Caribbean 14 nights Jan 10 – Jan 24, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic15 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Samana, Dominican Republic · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · Cabo Rojo, Dominican Republic · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Fort-de-France, Martinique · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayGibbs Cay Private Stingray Swim & Reef Snorkel27 Charcos of DamajaguaMount Pelée & Saint-Pierre +4 more
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from $2,012
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MSC Cruises · MSC World EuropaRound-trip
Caribbean 14 nights Jan 12 – Jan 26, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourMount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga… +4 more
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from $2,185
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Jan 15 – Jan 29, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · St. John's, Antigua · Virgin Gorda, British Virgin Islands · La Romana, Dominican Republic · Samana, Dominican Republic · Virgin Gorda, British Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachSaona Island Private Speedboat & Natural Pool DayRandom Wind 'Paradise Day Sail' +1 more
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from $1,584
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Costa · Costa FascinosaRound-trip
Caribbean 14 nights Jan 17 – Jan 31, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · … · La Romana, Dominican Republic16 ports
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Fort-de-France, Martinique · Bridgetown, Barbados · Guadalupa Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Guadalupa Bay · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Samana, Dominican Republic · Puerto Plata, Dominican Republic · Grand Turk, Turks and Caicos · Cabo Rojo, Dominican Republic · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayMount Pelée & Saint-PierreSwim with wild green sea turtles + two shipwrecks…Death in Paradise Filming Locations & Botanical Ga… +4 more
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from $1,959
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Seabourn · Seabourn OvationRound-trip
Caribbean 14 nights Jan 23 – Feb 6, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Castries, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursPrivate Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +2 more
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from $10,298
Book This Cruise@ Cruisebound
Costa · Costa FascinosaRound-trip
Caribbean 14 nights Jan 24 – Feb 7, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic16 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Samana, Dominican Republic · Puerto Plata, Dominican Republic · Grand Turk, Turks and Caicos · Cabo Rojo, Dominican Republic · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Bridgetown, Barbados · Guadalupa Bay · Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayThe full 27 jumps at the Damajagua WaterfallsGibbs Cay Private Stingray Swim & Reef SnorkelCosol Tours +4 more
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from $1,975
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Princess · Crown PrincessRound-trip
Caribbean 14 nights Jan 24 – Feb 7, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico13 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Guadeloupe, Caribbean · Dominica, Caribbean · St. Georges, Grenada, West Indies · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Maho BeachSwim with wild green sea turtles + two shipwrecks… +1 more
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from $1,142
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MSC Cruises · MSC World EuropaRound-trip
Caribbean 14 nights Jan 26 – Feb 9, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourMount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga… +4 more
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from $2,223
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Jan 29 – Feb 12, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · St. John's, Antigua · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · St. John's, Antigua · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierrePrivate Half-Day Island Adventure & Trunk Bay BeachNorman IslandSaona Island Private Speedboat & Natural Pool Day +2 more
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from $1,784
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Costa · Costa FascinosaRound-trip
Caribbean 14 nights Jan 31 – Feb 14, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · … · La Romana, Dominican Republic16 ports
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Bridgetown, Barbados · Guadalupa Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Guadalupa Bay · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Cabo Rojo, Dominican Republic · Grand Turk, Turks and Caicos · Puerto Plata, Dominican Republic · Samana, Dominican Republic · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayCosol ToursSwim with wild green sea turtles + two shipwrecks…Death in Paradise Filming Locations & Botanical Ga… +4 more
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from $1,975
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Princess · Crown PrincessRound-trip
Caribbean 14 nights Jan 31 – Feb 14, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico13 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Guadeloupe, Caribbean · Dominica, Caribbean · St. Georges, Grenada, West Indies · Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · Dominica, Caribbean · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Grenada Private Taxi TourSwim with wild green sea turtles + two shipwrecks… +1 more
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from $1,195
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Costa · Costa FascinosaRound-trip
Caribbean 14 nights Feb 4 – Feb 18, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · … · Pointe-a-Pitre, Guadeloupe15 ports
Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Cabo Rojo, Dominican Republic · Grand Turk, Turks and Caicos · Puerto Plata, Dominican Republic · Samana, Dominican Republic · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandSaona Island Private Speedboat & Natural Pool Day +4 more
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from $1,961
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Costa · Costa FascinosaRound-trip
Caribbean 14 nights Feb 7 – Feb 21, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · Catalina Island, Dominican Republic · … · La Romana, Dominican Republic16 ports
La Romana, Dominican Republic · Catalina Island, Dominican Republic · Cabo Rojo, Dominican Republic · Grand Turk, Turks and Caicos · Puerto Plata, Dominican Republic · Samana, Dominican Republic · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Bridgetown, Barbados · Guadalupa Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Guadalupa Bay · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Saona Island Private Speedboat & Natural Pool DayGibbs Cay Private Stingray Swim & Reef SnorkelThe full 27 jumps at the Damajagua WaterfallsCosol Tours +4 more
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from $1,975
Book This Cruise@ Cruisebound
MSC Cruises · MSC World EuropaRound-trip
Caribbean 14 nights Feb 9 – Feb 23, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · St. John's, Antigua · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourMount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga… +4 more
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from $2,070
Book This Cruise@ Cruisebound
MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Feb 11 – Feb 25, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Fort-de-France, Martinique · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman Island +2 more
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from $1,808
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MSC Cruises · MSC OperaRound-trip
Caribbean 14 nights Feb 12 – Feb 26, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Fort-de-France, Martinique13 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Catalina Island, Dominican Republic · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Bridgetown, Barbados · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Norman IslandSaona Island Private Speedboat & Natural Pool Day +2 more
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from $1,748
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Seabourn · Seabourn OvationRound-trip
Caribbean 14 nights Feb 13 – Feb 27, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Castries, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursPrivate Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +2 more
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from $11,298
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Costa · Costa FascinosaRound-trip
Caribbean 14 nights Feb 18 – Mar 4, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · … · Pointe-a-Pitre, Guadeloupe16 ports
Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Guadalupa Bay · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Catalina Island, Dominican Republic · Samana, Dominican Republic · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Cabo Rojo, Dominican Republic · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeNorman IslandSaona Island Private Speedboat & Natural Pool Day +3 more
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from $1,952
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Princess · Crown PrincessRound-trip
Caribbean 14 nights Feb 21 – Mar 7, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico13 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Martinique · Dominica, Caribbean · St. Georges, Grenada, West Indies · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Maho BeachSwim with wild green sea turtles + two shipwrecks… +1 more
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from $1,212
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MSC Cruises · MSC World EuropaRound-trip
Caribbean 14 nights Feb 23 – Mar 9, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourMount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga… +4 more
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from $2,420
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