Bucket-List Cruise Adventures

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Showing 45 of 45 sailings

Regent · Seven Seas SplendorOne-way

Australia & South Pacific 16 nights Oct 30 – Nov 15, 2026 from Montreal, Quebec to Miami, Florida

Montreal, Quebec · Quebec City, Quebec · … · Miami, Florida14 ports

Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Willis Island · Sydney, Nova Scotia · Halifax, Nova Scotia · Willis Island · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · San Juan, Puerto Rico · Willis Island · Miami, Florida

★ Bucket-list Old Québec Private Walking Tour with Expert Local…Zodiac Circumnavigation of Willis Island BridgeClimb Sydney Peggy's Cove & Lunenburg +6 more

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from $11,950

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Seabourn · Seabourn OvationOne-way

Caribbean 8 nights Nov 20 – Nov 28, 2026 from Miami, Florida to Bridgetown, Barbados

Miami, Florida · San Juan, Puerto Rico · … · Bridgetown, Barbados7 ports

Miami, Florida · San Juan, Puerto Rico · Great Harbor, Peter Island, BVI · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Port Elizabeth, Saint Vincent · Bridgetown, Barbados

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike Boiling Lake Hike +1 more

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from $4,098

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Nov 28 – Dec 5, 2026 from Bridgetown, Barbados to Philipsburg, St. Maarten

Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Philipsburg, St. Maarten7 ports

Bridgetown, Barbados · Rodney Bay, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'

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from $4,098

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Seabourn · Seabourn OvationOne-way

Caribbean 14 nights Dec 5 – Dec 19, 2026 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados13 ports

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 · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Terre-de-haut, Guadeloupe · Saint-Pierre, Newfoundland, Canada · Roseau, Dominica · Rodney Bay, St. Lucia · Bridgetown, Barbados

★ Bucket-list Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks… +1 more

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from $6,798

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Azamara · Azamara JourneyOne-way

Caribbean 6 nights Dec 12 – Dec 18, 2026 from Bridgetown, Barbados to San Juan, Puerto Rico

Bridgetown, Barbados · Castries, St. Lucia · … · San Juan, Puerto Rico7 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 · San Juan, Puerto Rico

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol Tours Boiling Lake Hike Mt. Liamuiga Volcano Crater Hike +2 more

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from $1,645

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Costa · Costa FavolosaOne-way

Caribbean 7 nights Dec 16 – Dec 23, 2026 from Fort-de-France, Martinique to Fort-de-France, Martinique

Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports

Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Antigua, Antigua & Barbuda · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Norman Island

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from $1,097

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Regent · Seven Seas MarinerOne-way

Caribbean 14 nights Dec 21 – Jan 4, 2027 from Tampa, Florida to Miami, Florida

Tampa, Florida · Willis Island · … · Miami, Florida14 ports

Tampa, Florida · Willis Island · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Tortola, B.V.I. · Willis Island · Miami, Florida

★ Bucket-list Clearwater Beach Private Luxury Charter Zodiac Circumnavigation of Willis Island Stingray City Sandbar The Natural Pool +6 more

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from $9,899

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Costa · Costa FascinosaOne-way

Caribbean 4 nights Dec 23 – Dec 27, 2026 from Pointe-a-Pitre, Guadeloupe to La Romana, Dominican Republic

Pointe-a-Pitre, Guadeloupe · Guadeloupe Bay · … · La Romana, Dominican Republic6 ports

Pointe-a-Pitre, Guadeloupe · Guadeloupe 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 Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Norman Island Saona Island Private Speedboat & Natural Pool Day

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from $723

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Dec 26 – Jan 2, 2027 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

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 Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

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from $5,998

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Azamara · Azamara JourneyOne-way

Caribbean 17 nights Dec 28 – Jan 14, 2027 from Bridgetown, Barbados to Miami, Florida

Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · … · Miami, Florida14 ports

Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Castries, St. Lucia · Port of Charlestown, Nevis, St. Kitts and Nevis · Frederikstad, St. Croix · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · Gustavia, St. Barts · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Road Town, Tortola, B.V.I. · Miami, Florida

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Aruba Private Full-Day Curaçao Island Tour with Local Ex…Cosol Tours +6 more

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from $7,329

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Princess · Crown PrincessOne-way

Caribbean 5 nights Jan 3 – Jan 8, 2027 from San Juan, Puerto Rico to Bridgetown, Barbados

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · Bridgetown, Barbados6 ports

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

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour +1 more

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from $474

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Costa · Costa FavolosaOne-way

Caribbean 7 nights Jan 7 – Jan 14, 2027 from Fort-de-France, Martinique to Fort-de-France, Martinique

Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports

Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Norman Island +1 more

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from $1,036

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Jan 16 – Jan 23, 2027 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

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 Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

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from $5,798

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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 Hike Norman Island Saona Island Private Speedboat & Natural Pool Day +4 more

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from $1,961

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Jan 30 – Feb 6, 2027 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

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 Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

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from $4,798

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Costa · Costa FavolosaOne-way

Caribbean 7 nights Feb 4 – Feb 11, 2027 from Fort-de-France, Martinique to Fort-de-France, Martinique

Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports

Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · 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-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'

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from $1,037

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Costa · Costa FavolosaOne-way

Caribbean 7 nights Feb 11 – Feb 18, 2027 from Fort-de-France, Martinique to Fort-de-France, Martinique

Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports

Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Norman Island

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from $1,067

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Holland America · ZaandamOne-way

Caribbean 29 nights Feb 13 – Mar 14, 2027 from Buenos Aires, Argentina to Fort Lauderdale (Port Everglades), Florida

Buenos Aires, Argentina · Santos (Sao Paulo), Brazil · … · Fort Lauderdale (Port Everglades), Florida15 ports

Buenos Aires, Argentina · Santos (Sao Paulo), Brazil · Abraao, Ilha Grande, Brazil · Rio de Janeiro, Brazil · Bahia de Salvador, Brazil · Recife, Brazil · Fortaleza, Brazil · Belem, Brazil · Crossing The Equator · Devils Island, French Guiana · Bridgetown, Barbados · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list El Teatro Colón Private Santos Full-Day Private Full-Day Rio Highlights Swim with wild green sea turtles + two shipwrecks… +4 more

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from $6,769

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Costa · Costa FavolosaOne-way

Caribbean 7 nights Feb 18 – Feb 25, 2027 from Fort-de-France, Martinique to Fort-de-France, Martinique

Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports

Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Antigua, Antigua & Barbuda · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Norman Island

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from $1,067

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Oceania · Oceania AlluraOne-way

Caribbean 8 nights Feb 19 – Feb 27, 2027 from San Juan, Puerto Rico to Miami, Florida

San Juan, Puerto Rico · Gustavia, St. Barts · … · Miami, Florida7 ports

San Juan, Puerto Rico · Gustavia, St. Barts · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $2,970

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Feb 20 – Feb 27, 2027 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

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 Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

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from $5,998

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Costa · Costa FavolosaOne-way

Caribbean 7 nights Feb 25 – Mar 4, 2027 from Fort-de-France, Martinique to Fort-de-France, Martinique

Martinique Bay · Fort-de-France, Martinique · … · Fort-de-France, Martinique9 ports

Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Sea Of Antilles Darkest Spot · Road Town, Tortola, B.V.I. · Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Fort-de-France, Martinique

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Norman Island +1 more

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from $1,007

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Feb 27 – Mar 6, 2027 from Bridgetown, Barbados to Philipsburg, St. Maarten

Bridgetown, Barbados · Castries, St. Lucia · … · Philipsburg, St. Maarten7 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

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol Tours Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike +1 more

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from $4,798

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Mar 6 – Mar 13, 2027 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

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 Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

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from $4,798

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Mar 20 – Mar 27, 2027 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

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 Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

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from $5,998

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Regent · Seven Seas PrestigeOne-way

Bahamas 10 nights Mar 30 – Apr 9, 2027 from San Juan, Puerto Rico to Miami, Florida

San Juan, Puerto Rico · Tortola, B.V.I. · … · Miami, Florida11 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Gustavia, St. Barts · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · La Romana, Dominican Republic · Willis Island · Nassau, Bahamas · Miami, Florida

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Private Half-Day Island Adventure & Trunk Bay Beach +6 more

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from $6,049

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Royal Caribbean · Vision of the SeasOne-way

Caribbean 10 nights Apr 4 – Apr 14, 2027 from San Juan, Puerto Rico to Miami, Florida

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida9 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +5 more

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from $792

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Regent · Seven Seas MarinerOne-way

Caribbean 14 nights Apr 15 – Apr 29, 2027 from Miami, Florida to New York, New York

Miami, Florida · Willis Island · … · New York, New York12 ports

Miami, Florida · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Willis Island · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · St. John's, Antigua · Tortola, B.V.I. · Willis Island · New York, New York

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis Island The Natural Pool Private Full-Day Curaçao Island Tour with Local Ex… +5 more

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from $8,199

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Seabourn · Seabourn VentureOne-way

Caribbean 8 nights Oct 1 – Oct 9, 2027 from Halifax, Nova Scotia to Bridgetown, Barbados

Halifax, Nova Scotia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Little Bay, Montserrat, Leeward Islands · Rodney Bay, St. Lucia · Bridgetown, Barbados

★ Bucket-list Peggy's Cove & Lunenburg Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks…

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from $5,998

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Norwegian · Norwegian PrimaOne-way

Caribbean 10 nights Nov 3 – Nov 13, 2027 from New York, New York to San Juan, Puerto Rico

New York, New York · Royal Naval Dockyard, Bermuda · … · San Juan, Puerto Rico9 ports

New York, New York · Royal Naval Dockyard, Bermuda · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · St. John's, Antigua · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Manhattan Helicopter Tour Private Island Wrap-Around Van Tour of Bermuda Jost Van Dyke Mt. Liamuiga Volcano Crater Hike +5 more

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from $1,554

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Nov 27 – Dec 4, 2027 from Bridgetown, Barbados to Philipsburg, St. Maarten

Bridgetown, Barbados · Castries, St. Lucia · … · Philipsburg, St. Maarten7 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

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol Tours Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike +1 more

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from $4,498

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Azamara · Azamara QuestOne-way

Caribbean 7 nights Nov 28 – Dec 5, 2027 from Bridgetown, Barbados to San Juan, Puerto Rico

Bridgetown, Barbados · Castries, St. Lucia · … · San Juan, Puerto Rico8 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 · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol Tours Boiling Lake Hike Mt. Liamuiga Volcano Crater Hike +3 more

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from $2,449

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Dec 4 – Dec 11, 2027 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

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 Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

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from $4,298

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Seabourn · Seabourn OvationOne-way

Caribbean 17 nights Dec 11 – Dec 28, 2027 from Bridgetown, Barbados to Philipsburg, St. Maarten

Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Philipsburg, St. Maarten15 ports

Bridgetown, Barbados · Rodney Bay, St. Lucia · Scarborough, Tobago · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port Elizabeth, Saint Vincent · Saint-Pierre, Newfoundland, Canada · Terre-de-haut, Guadeloupe · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Road Bay, Anguilla · Philipsburg, St. Maarten

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Private Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire Grenada Private Taxi Tour +3 more

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from $8,998

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Azamara · Azamara QuestOne-way

Caribbean 7 nights Dec 12 – Dec 19, 2027 from Bridgetown, Barbados to San Juan, Puerto Rico

Bridgetown, Barbados · Castries, St. Lucia · … · San Juan, Puerto Rico8 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

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol Tours Boiling Lake Hike Mt. Liamuiga Volcano Crater Hike +3 more

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from $2,383

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Seabourn · Seabourn OvationOne-way

Caribbean 10 nights Dec 18 – Dec 28, 2027 from Bridgetown, Barbados to Philipsburg, St. Maarten

Bridgetown, Barbados · St. Georges, Grenada, West Indies · … · Philipsburg, St. Maarten10 ports

Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port Elizabeth, Saint Vincent · Saint-Pierre, Newfoundland, Canada · Terre-de-haut, Guadeloupe · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Road Bay, Anguilla · Philipsburg, St. Maarten

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi Tour Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike +1 more

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from $5,998

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Seabourn · Seabourn OvationOne-way

Caribbean 11 nights Dec 28 – Jan 8, 2028 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados10 ports

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · Road Bay, Anguilla · Falmouth Harbour, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Terre-de-haut, Guadeloupe · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Bridgetown, Barbados

★ Bucket-list Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Aruba Private Full-Day Curaçao Island Tour with Local Ex… +2 more

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from $6,498

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Oceania · Oceania SonataOne-way

Mexico 44 nights Jan 6 – Feb 19, 2028 from Los Angeles, California to Miami, Florida

Los Angeles, California · Ensenada, Mexico · … · Miami, Florida29 ports

Los Angeles, California · Ensenada, Mexico · Cabo San Lucas, Mexico · Acapulco, Mexico · Puerto Quetzal, Guatemala · Puntarenas, Costa Rica · Kiel Canal, Germany · Cartagena, Colombia · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida · Philipsburg, St. Maarten · Fort-de-France, Martinique · Castries, St. Lucia · St. Georges, Grenada, West Indies · Port of Oranjestad, Aruba, Caribbean · Miami, Florida · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Pointe-a-Pitre, Guadeloupe · Tortola, B.V.I. · Miami, Florida · Kiel Canal, Germany · Cozumel, Mexico · Roatan, Honduras · Harvest Caye, Belize · Costa Maya, Mexico · Kiel Canal, Germany · Miami, Florida

★ Bucket-list Warner Bros. Studio Tour Hollywood Valle de Guadalupe wine country El Arco & Lover's Beach The Roman Theatre of Cartagena with the Rafael Mon… +16 more

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from $20,599

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Seabourn · Seabourn OvationOne-way

Caribbean 14 nights Jan 8 – Jan 22, 2028 from Bridgetown, Barbados to Philipsburg, St. Maarten

Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Philipsburg, St. Maarten12 ports

Bridgetown, Barbados · Rodney Bay, St. Lucia · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Kralendijk, Bonaire, Dutch Antilles · 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

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Private Full-Day Curaçao Island Tour with Local Ex…Aruba Klein Bonaire +4 more

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from $8,898

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Jan 22 – Jan 29, 2028 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

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 Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

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from $4,798

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Jan 29 – Feb 5, 2028 from Bridgetown, Barbados to Philipsburg, St. Maarten

Bridgetown, Barbados · Castries, St. Lucia · … · Philipsburg, St. Maarten7 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

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol Tours Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike +1 more

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from $4,798

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Feb 19 – Feb 26, 2028 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

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 Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

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from $4,998

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Regent · Seven Seas VoyagerOne-way

Caribbean 21 nights Feb 26 – Mar 18, 2028 from Rio de Janeiro, Brazil to Miami, Florida

Rio de Janeiro, Brazil · Willis Island · … · Miami, Florida14 ports

Rio de Janeiro, Brazil · Willis Island · Recife, Brazil · Willis Island · Alter do Chao, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Santarem, Brazil · Willis Island · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Willis Island · Miami, Florida

★ Bucket-list Private Full-Day Rio Highlights Zodiac Circumnavigation of Willis Island Cosol Tours Mt. Liamuiga Volcano Crater Hike +1 more

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from $20,699

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Mar 11 – Mar 18, 2028 from Bridgetown, Barbados to Philipsburg, St. Maarten

Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Philipsburg, St. Maarten7 ports

Bridgetown, Barbados · Rodney Bay, 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

★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'

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from $4,798

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Seabourn · Seabourn OvationOne-way

Caribbean 7 nights Mar 18 – Mar 25, 2028 from Philipsburg, St. Maarten to Bridgetown, Barbados

Philipsburg, St. Maarten · Sopers Hole, British Virgin Islands · … · Bridgetown, Barbados7 ports

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 Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike Grenada Private Taxi Tour Swim with wild green sea turtles + two shipwrecks…

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from $4,998

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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.

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