Bucket-List Cruise Adventures

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Showing 36 of 85 sailings

Oceania · Oceania VistaRepositioning

Caribbean 14 nights Oct 28 – Nov 11, 2026 from New York, New York to Miami, Florida

New York, New York · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida10 ports

New York, New York · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · St. Georges, Grenada, West Indies · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Miami, Florida

★ Bucket-list Manhattan Helicopter Tour Private Full-Day Boat Charter Jost Van Dyke Private Half-Day Island Adventure & Trunk Bay Beach +6 more

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from $3,412

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Celebrity · Celebrity AscentRound-trip

Caribbean 10 nights Nov 13 – Nov 23, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Cosol Tours Grenada Private Taxi Tour +2 more

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from $1,112

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 11 nights Nov 17 – Nov 28, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico10 ports

San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · Fort-de-France, Martinique · Roseau, Dominica · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours +5 more

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from $917

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Celebrity · Celebrity EclipseRound-trip

Caribbean Nov 24, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours Mt. Liamuiga Volcano Crater Hike +1 more

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from $654

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Oceania · Oceania InsigniaRound-trip

Bahamas 25 nights Nov 24 – Dec 19, 2026 from Miami, Florida

Miami, Florida · Tortola, B.V.I. · … · Miami, Florida18 ports

Miami, Florida · Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · Scarborough, Tobago · Kiel Canal, Germany · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Kiel Canal, Germany · Bridgetown, Barbados · Roseau, Dominica · Philipsburg, St. Maarten · San Juan, Puerto Rico · Nassau, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Jost Van Dyke Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours +5 more

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from $7,649

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Oceania · Oceania VistaRound-trip

Caribbean 12 nights Nov 25 – Dec 7, 2026 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida9 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre +3 more

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from $3,360

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Celebrity · Celebrity EclipseRound-trip

Caribbean 9 nights Dec 3 – Dec 12, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Roseau, Dominica · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Mt. Liamuiga Volcano Crater Hike Cosol Tours Boiling Lake Hike +1 more

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from $758

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Celebrity · Celebrity AscentRound-trip

Caribbean 10 nights Dec 4 – Dec 14, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Cosol Tours Grenada Private Taxi Tour +2 more

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from $1,105

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Dec 5 – Dec 12, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $603

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Celebrity · Celebrity XcelRound-trip

Bahamas 7 nights Dec 6 – Dec 13, 2026 from Miami, Florida

Miami, Florida · Nassau, Bahamas · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma Pigs Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach

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from $885

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Oceania · Oceania MarinaRound-trip

Caribbean 12 nights Dec 10 – Dec 22, 2026 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida9 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Gustavia, St. Barts · St. John's, Antigua · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach Mount Pelée & Saint-Pierre +3 more

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from $2,697

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Celebrity · Celebrity EclipseRound-trip

Caribbean 10 nights Dec 12 – Dec 22, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Tortola, B.V.I. · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · Tortola, B.V.I. · St. John's, Antigua · Bridgetown, Barbados · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Jost Van Dyke Private Half-Day Island Adventure & Trunk Bay Beach Swim with wild green sea turtles + two shipwrecks… +2 more

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from $825

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Celebrity · Celebrity AscentRound-trip

Caribbean 10 nights Dec 14 – Dec 24, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Cosol Tours Grenada Private Taxi Tour +2 more

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from $1,143

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Celebrity · Celebrity AscentRound-trip

Caribbean 11 nights Dec 24 – Jan 4, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours +3 more

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from $1,787

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Dec 26 – Jan 2, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $817

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Celebrity · Celebrity XcelRound-trip

Caribbean 7 nights Dec 27 – Jan 3, 2027 from Miami, Florida

Miami, Florida · Nassau, Bahamas · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma Pigs Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach

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from $1,765

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Celebrity · Celebrity ReflectionRound-trip

Caribbean 7 nights Dec 28 – Jan 4, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Puerto Plata, Dominican Republic · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show The full 27 jumps at the Damajagua Waterfalls Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach

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from $1,090

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Celebrity · Celebrity AscentRound-trip

Caribbean 11 nights Jan 4 – Jan 15, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours +3 more

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from $1,596

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Celebrity · Celebrity EclipseRound-trip

Caribbean 9 nights Jan 8 – Jan 17, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · Philipsburg, St. Maarten · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike Mount Pelée & Saint-Pierre +1 more

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from $828

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Jan 9 – Jan 16, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · St. Georges, Grenada, West Indies · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $517

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Celebrity · Celebrity AscentRound-trip

Caribbean 10 nights Jan 15 – Jan 25, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Cosol Tours Grenada Private Taxi Tour +2 more

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from $1,210

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Celebrity · Celebrity XcelRound-trip

Bahamas 7 nights Jan 17 – Jan 24, 2027 from Miami, Florida

Miami, Florida · Nassau, Bahamas · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma Pigs Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach

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from $738

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Jan 23 – Jan 30, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $501

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Celebrity · Celebrity AscentRound-trip

Caribbean 11 nights Jan 25 – Feb 5, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours +3 more

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from $1,201

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Celebrity · Celebrity EclipseRound-trip

Caribbean 10 nights Jan 29 – Feb 8, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours Swim with wild green sea turtles + two shipwrecks… +2 more

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from $1,237

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Celebrity · Celebrity AscentRound-trip

Caribbean 10 nights Feb 5 – Feb 15, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Roseau, Dominica · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Cosol Tours Grenada Private Taxi Tour +2 more

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from $1,284

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Oceania · Oceania AlluraOne-way

Caribbean 7 nights Feb 5 – Feb 12, 2027 from Miami, Florida to San Juan, Puerto Rico

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico6 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Gustavia, St. Barts · San Juan, Puerto Rico

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +1 more

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from $3,375

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Feb 6 – Feb 13, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · St. Georges, Grenada, West Indies · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +2 more

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from $550

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Celebrity · Celebrity XcelRound-trip

Caribbean 7 nights Feb 7 – Feb 14, 2027 from Miami, Florida

Miami, Florida · Nassau, Bahamas · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma Pigs Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach

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from $779

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Oceania · Oceania MarinaRound-trip

Caribbean 10 nights Feb 13 – Feb 23, 2027 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida8 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Philipsburg, St. Maarten · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Great Stirrup Cay, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail' +3 more

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from $3,015

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Oceania · Oceania InsigniaRepositioning

Caribbean 54 nights Feb 14 – Apr 9, 2027 from Valparaiso (Santiago), Chile to Miami, Florida

Valparaiso (Santiago), Chile · Puerto Montt, Chile · … · Miami, Florida33 ports

Valparaiso (Santiago), Chile · Puerto Montt, Chile · Castro, Chile · Puerto Chacabuco, Chile · Laguna San Raphael, Chile · Kiel Canal, Germany · Punta Arenas, Chile · Ushuaia, Argentina · Kiel Canal, Germany · Port Stanley, Falkland Islands · Puerto Madryn, Argentina · Buenos Aires, Argentina · Montevideo, Uruguay · Punta del Este, Uruguay · Rio Grande, Rio Grande do Sul, Brazil · Florianopolis, Brazil · Itajai, Brazil · Santos (Sao Paulo), Brazil · Paraty, Brazil · Ilha Grande, Brazil · Buzios, Brazil · Rio de Janeiro, Brazil · Kiel Canal, Germany · Alter do Chao, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Santarem, Brazil · Kiel Canal, Germany · Bridgetown, Barbados · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Miami, Florida

★ Bucket-list Private Osorno Volcano & Petrohué Falls Shore Excu…Full-Day King Penguin Colony & Tierra del Fuego Ex…Isla Martillo Private Full-Day Península Valdés +8 more

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from $16,399

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Celebrity · Celebrity AscentRound-trip

Caribbean 11 nights Feb 15 – Feb 26, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours +3 more

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from $2,014

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Celebrity · Celebrity EclipseRound-trip

Caribbean Feb 19, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike Mt. Liamuiga Volcano Crater Hike +1 more

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from $847

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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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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Feb 20 – Feb 27, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $723

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Celebrity · Celebrity AscentRound-trip

Caribbean 10 nights Feb 26 – Mar 8, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · St. John's, Antigua · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Cosol Tours Grenada Private Taxi Tour +2 more

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from $1,675

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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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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