Bucket-List Cruise Adventures

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Showing 36 of 44 sailings
Norwegian · Norwegian BreakawayRepositioning
Caribbean 14 nights Nov 8 – Nov 22, 2026 from Boston, Massachusetts to New Orleans, Louisiana
Boston, Massachusetts · St. Thomas, U.S. Virgin Islands · … · New Orleans, Louisiana8 ports
Boston, Massachusetts · St. Thomas, U.S. Virgin Islands · St. Lucia, Caribbean · St. Georges, Grenada, West Indies · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Georgetown, Grand Cayman, Cayman Islands · New Orleans, Louisiana
★ Bucket-list Private Luxury Boston TourPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Gros Piton Summit HikeGrenada Private Taxi Tour +4 more
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from $970
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Nov 22 – Nov 29, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,300
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Nov 29 – Dec 6, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,131
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Costa · Costa FascinosaRepositioning
Mediterranean 23 nights Dec 4 – Dec 27, 2026 from Marseille, France to La Romana, Dominican Republic
Marseille, France · Savona (Genoa), Italy · … · La Romana, Dominican Republic16 ports
Marseille, France · Savona (Genoa), Italy · Barcelona, Spain · Malaga, Spain · Las Palmas, Gran Canaria, Canary Islands · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Antigua, Antigua & Barbuda · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic
★ Bucket-list Calanques National Park Boat Cruise from the Old P…Portofino & San Fruttuoso Abbey by the local ferrySagrada FamiliaGranada & the Alhambra +8 more
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from $2,110
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Dec 6 – Dec 13, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · St. Lucia, Caribbean · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Gros Piton Summit HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,084
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Dec 13 – Dec 20, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,094
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Costa · Costa FascinosaRound-trip
Caribbean 6 nights Dec 17 – Dec 23, 2026 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Pointe-a-Pitre, Guadeloupe6 ports
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · La Romana, Dominican Republic · Caribbean Sea Darkest Spot · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Saona Island Private Speedboat & Natural Pool DayCosol Tours
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from $1,062
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Costa · Costa FascinosaRound-trip
Caribbean 7 nights Dec 20 – Dec 27, 2026 from La Romana, Dominican Republic
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · … · La Romana, Dominican Republic9 ports
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Guadalupa Bay · Antigua, Antigua & Barbuda · 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 DayCosol ToursDeath in Paradise Filming Locations & Botanical Ga…Adventure Antigua +2 more
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from $1,001
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Dec 27 – Jan 3, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $2,519
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Costa · Costa FavolosaRound-trip
Caribbean 7 nights Dec 28 – Jan 4, 2027 from Santo Domingo, Dominican Republic
Santo Domingo, Dominican Republic · Fort-de-France, Martinique · … · Santo Domingo, Dominican Republic9 ports
Santo Domingo, Dominican Republic · Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Cosol ToursMt. Liamuiga Volcano Crater Hike +1 more
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from $1,201
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Costa · Costa FavolosaRound-trip
Caribbean 8 nights Dec 30 – Jan 7, 2027 from Fort-de-France, Martinique
Fort-de-France, Martinique · Martinique Bay · … · Fort-de-France, Martinique10 ports
Fort-de-France, Martinique · Martinique Bay · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Cosol ToursMt. Liamuiga Volcano Crater Hike +2 more
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from $1,441
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Costa · Costa FavolosaRound-trip
Caribbean 8 nights Dec 31 – Jan 8, 2027 from Pointe-a-Pitre, Guadeloupe
Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · … · Pointe-a-Pitre, Guadeloupe10 ports
Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Philipsburg, St. Maarten · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Cosol ToursMt. Liamuiga Volcano Crater HikeRandom Wind 'Paradise Day Sail' +2 more
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from $1,438
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Costa · Costa FascinosaRound-trip
Caribbean 7 nights Jan 3 – Jan 10, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · … · La Romana, Dominican Republic9 ports
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · 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 DayCosol ToursSwim with wild green sea turtles + two shipwrecks…Death in Paradise Filming Locations & Botanical Ga… +2 more
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from $973
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Jan 10 – Jan 17, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · Bridgetown, Barbados · St. Lucia, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeRandom Wind 'Paradise Day Sail'Swim with wild green sea turtles + two shipwrecks… +3 more
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from $1,146
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Costa · Costa FascinosaOne-way
Caribbean 14 nights Jan 21 – Feb 4, 2027 from Pointe-a-Pitre, Guadeloupe to Pointe-a-Pitre, Guadeloupe
Guadalupa Bay · Pointe-a-Pitre, Guadeloupe · … · Pointe-a-Pitre, Guadeloupe16 ports
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 · 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 +5 more
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from $1,961
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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 DayPrivate Wildlands Eco TourThe full 27 jumps at the Damajagua WaterfallsGibbs Cay Private Stingray Swim & Reef Snorkel +5 more
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from $1,975
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Jan 24 – Jan 31, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,153
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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… +5 more
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from $1,975
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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 +5 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 DayPrivate Wildlands Eco TourGibbs Cay Private Stingray Swim & Reef SnorkelThe full 27 jumps at the Damajagua Waterfalls +5 more
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from $1,975
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Feb 7 – Feb 14, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,205
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Costa · Costa FascinosaRound-trip
Caribbean 7 nights Feb 14 – Feb 21, 2027 from La Romana, Dominican Republic
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · … · La Romana, Dominican Republic9 ports
La Romana, Dominican Republic · 15.9 N, 63.1 W,caribbean Sea · Castries, St. Lucia · 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 DayCosol ToursSwim with wild green sea turtles + two shipwrecks…Death in Paradise Filming Locations & Botanical Ga… +2 more
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from $913
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Feb 21 – Feb 28, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,439
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Norwegian · Norwegian BreakawayRepositioning
Caribbean 14 nights Apr 4 – Apr 18, 2027 from New Orleans, Louisiana to Boston, Massachusetts
New Orleans, Louisiana · Georgetown, Grand Cayman, Cayman Islands · … · Boston, Massachusetts9 ports
New Orleans, Louisiana · Georgetown, Grand Cayman, Cayman Islands · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · St. Lucia, Caribbean · Tortola, B.V.I. · Boston, Massachusetts
★ Bucket-list Steamboat NatchezStingray City SandbarArubaPrivate Full-Day Curaçao Island Tour with Local Ex… +5 more
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from $1,726
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Nov 13 – Nov 20, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. Lucia, Caribbean · Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeGros Piton Summit HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $973
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Norwegian · Norwegian VivaRound-trip
Caribbean 7 nights Nov 14 – Nov 21, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Lucia, Caribbean · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsMt. Liamuiga Volcano Crater HikeGros Piton Summit HikePrivate Full-Day Curaçao Island Tour with Local Ex… +1 more
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from $1,219
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Norwegian · Norwegian VivaRound-trip
Caribbean 7 nights Nov 21 – Nov 28, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Bridgetown, Barbados · St. Lucia, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsArubaSwim with wild green sea turtles + two shipwrecks…Gros Piton Summit Hike +1 more
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from $1,369
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Norwegian · Norwegian PearlRound-trip
Caribbean 11 nights Nov 27 – Dec 8, 2027 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · … · Philadelphia, Pennsylvania7 ports
Philadelphia, Pennsylvania · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. John's, Antigua · St. Lucia, Caribbean · Philipsburg, St. Maarten · Philadelphia, Pennsylvania
★ Bucket-list The full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsPrivate Half-Day Island Adventure & Trunk Bay BeachGros Piton Summit Hike +1 more
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from $927
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Dec 4 – Dec 11, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $884
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Norwegian · Norwegian VivaRound-trip
Caribbean 7 nights Dec 5 – Dec 12, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Lucia, Caribbean · Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsMt. Liamuiga Volcano Crater HikeGros Piton Summit HikeSwim with wild green sea turtles + two shipwrecks… +1 more
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from $844
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Dec 18 – Dec 25, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,380
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Norwegian · Norwegian VivaRound-trip
Caribbean 7 nights Dec 19 – Dec 26, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Bridgetown, Barbados · St. Lucia, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsArubaSwim with wild green sea turtles + two shipwrecks…Gros Piton Summit Hike +1 more
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from $1,769
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Norwegian · Norwegian PearlRound-trip
Caribbean 11 nights Dec 23 – Jan 3, 2028 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Philadelphia, Pennsylvania7 ports
Philadelphia, Pennsylvania · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Lucia, Caribbean · St. John's, Antigua · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
★ Bucket-list Mt. Liamuiga Volcano Crater HikeGros Piton Summit HikePrivate Half-Day Island Adventure & Trunk Bay BeachWalk El Morro & Old San Juan's City Walls +1 more
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from $1,516
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Norwegian · Norwegian PrimaRound-trip
Caribbean 7 nights Jan 1 – Jan 8, 2028 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,010
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Norwegian · Norwegian VivaRound-trip
Caribbean 7 nights Jan 2 – Jan 9, 2028 from San Juan, Puerto Rico
San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · St. Lucia, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Gros Piton Summit Hike +1 more
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from $933
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Norwegian · Norwegian PearlRound-trip
Caribbean 12 nights Jan 3 – Jan 15, 2028 from Philadelphia, Pennsylvania
Philadelphia, Pennsylvania · Philipsburg, St. Maarten · … · Philadelphia, Pennsylvania8 ports
Philadelphia, Pennsylvania · Philipsburg, St. Maarten · Bridgetown, Barbados · St. Lucia, Caribbean · St. John's, Antigua · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Philadelphia, Pennsylvania
★ Bucket-list Random Wind 'Paradise Day Sail'Swim with wild green sea turtles + two shipwrecks…Gros Piton Summit HikePrivate Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $885
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Itineraries from the Cruisebound catalog + our enrichment; schedules cross-checked against official port authorities. Booking via Cruisebound and CruiseDirect — we may earn a commission, at no extra cost to you.

19 lines
aboard
MSC Cruises Royal Caribbean Carnival Viking River Costa Norwegian AmaWaterways Princess Celebrity Viking Ocean Avalon Disney Holland America Oceania Virgin Voyages Regent Cunard Seabourn Azamara