Bucket-List Cruise Adventures

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Showing 36 of 38 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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Princess · Majestic PrincessRepositioning

Caribbean 12 nights Nov 7 – Nov 19, 2026 from New York, New York to Fort Lauderdale (Port Everglades), Florida

New York, New York · St. Maarten, Netherlands Antilles · … · Fort Lauderdale (Port Everglades), Florida7 ports

New York, New York · St. Maarten, Netherlands Antilles · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Lucia, Caribbean · Curacao, Caribbean · Port of Oranjestad, Aruba, Caribbean · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Manhattan Helicopter Tour Maho Beach Mt. Liamuiga Volcano Crater Hike Aruba +1 more

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from $811

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Nov 9 – Nov 21, 2026 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

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from $1,127

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Cunard · Queen Mary 2Round-trip

Caribbean 11 nights Nov 17 – Nov 28, 2026 from New York, New York

New York, New York · St. Thomas, U.S. Virgin Islands · … · New York, New York6 ports

New York, New York · St. Thomas, U.S. Virgin Islands · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · New York, New York

★ Bucket-list Manhattan Helicopter Tour Private Catamaran Sail & Snorkel at Honeymoon Beac…Norman Island Mt. Liamuiga Volcano Crater Hike +1 more

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from $1,199

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Nov 29 – Dec 11, 2026 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

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from $945

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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 ferry Sagrada Familia Granada & the Alhambra +7 more

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from $2,110

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Dec 11 – Dec 23, 2026 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

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from $887

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Cunard · Queen Mary 2Repositioning

Northern Europe 21 nights Dec 12 – Jan 2, 2027 from Southampton, England to New York, New York

Southampton, England · New York, New York · … · New York, New York9 ports

Southampton, England · New York, New York · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Bridgetown, Barbados · St. Lucia, Caribbean · Dominica, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · New York, New York

★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Manhattan Helicopter Tour Norman Island Random Wind 'Paradise Day Sail' +2 more

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from $3,310

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Cunard · Queen Mary 2Repositioning

Northern Europe 23 nights Dec 19 – Jan 11, 2027 from New York, New York to Southampton, England

New York, New York · Road Town, Tortola, B.V.I. · … · Southampton, England9 ports

New York, New York · Road Town, Tortola, B.V.I. · Philipsburg, St. Maarten · Bridgetown, Barbados · St. Lucia, Caribbean · Dominica, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · New York, New York · Southampton, England

★ Bucket-list Manhattan Helicopter Tour Norman Island Random Wind 'Paradise Day Sail'Swim with wild green sea turtles + two shipwrecks… +2 more

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from $3,389

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Dec 23 – Jan 4, 2027 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

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from $1,860

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Jan 4 – Jan 16, 2027 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

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from $1,157

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Feb 1 – Feb 13, 2027 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac… +3 more

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from $1,305

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Costa · Costa FavolosaRepositioning

Mediterranean 20 nights Mar 1 – Mar 21, 2027 from Santo Domingo, Dominican Republic to Savona (Genoa), Italy

Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · … · Savona (Genoa), Italy13 ports

Santo Domingo, Dominican Republic · Philipsburg, St. Maarten · Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Santa Cruz de Tenerife, Canary Islands · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Marseille, France · Savona (Genoa), Italy

★ Bucket-list Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike +6 more

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from $1,841

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Mar 1 – Mar 13, 2027 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

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from $1,379

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Costa · Costa FascinosaRepositioning

Caribbean 20 nights Mar 4 – Mar 24, 2027 from Pointe-a-Pitre, Guadeloupe to Marseille, France

Guadeloupe Bay · Pointe-a-Pitre, Guadeloupe · … · Marseille, France14 ports

Guadeloupe Bay · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Guadeloupe Bay · Road Town, Tortola, B.V.I. · La Romana, Dominican Republic · Philipsburg, St. Maarten · Santa Cruz de Tenerife, Canary Islands · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Ajaccio, Corsica, France · Genoa, Italy · Marseille, France

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Norman Island Saona Island Private Speedboat & Natural Pool Day +8 more

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from $1,777

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Costa · Costa FavolosaRepositioning

Caribbean 16 nights Mar 4 – Mar 20, 2027 from Fort-de-France, Martinique to Marseille, France

Martinique Bay · Fort-de-France, Martinique · … · Marseille, France10 ports

Martinique Bay · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Santa Cruz de Tenerife, Canary Islands · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Marseille, France

★ Bucket-list Mount Pelée & Saint-Pierre Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Teide National Park +4 more

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from $1,479

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Costa · Costa FavolosaRepositioning

Mediterranean 15 nights Mar 5 – Mar 20, 2027 from Pointe-a-Pitre, Guadeloupe to Marseille, France

Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Marseille, France8 ports

Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · Santa Cruz de Tenerife, Canary Islands · Tangier, Morocco · Malaga, Spain · Barcelona, Spain · Marseille, France

★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike Teide National Park Tangier Kasbah, Medina & American Legation Private… +3 more

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from $1,419

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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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Cunard · Queen ElizabethRepositioning

Caribbean 27 nights Oct 29 – Nov 25, 2027 from Barcelona, Spain to Miami, Florida

Barcelona, Spain · Seville, Spain · … · Miami, Florida13 ports

Barcelona, Spain · Seville, Spain · Lanzarote, Canary Islands, Spain · Santa Cruz de Tenerife, Canary Islands · Miami, Florida · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Grenada, Caribbean · Bridgetown, Barbados · St. Lucia, Caribbean · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida

★ Bucket-list Sagrada Familia Teide National Park Star Island & Millionaire's Row Skyline Cruise on…Private Catamaran Sail & Snorkel at Honeymoon Beac… +4 more

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from $3,369

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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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Oceania · Oceania SirenaRepositioning

Caribbean 15 nights Nov 6 – Nov 21, 2027 from New York, New York to Miami, Florida

New York, New York · Tortola, B.V.I. · … · Miami, Florida10 ports

New York, New York · Tortola, B.V.I. · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida

★ Bucket-list Manhattan Helicopter Tour Jost Van Dyke Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike +5 more

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from $4,199

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Princess · Regal PrincessRepositioning

Caribbean 14 nights Nov 6 – Nov 20, 2027 from New York, New York to Miami, Florida

New York, New York · St. Thomas, U.S. Virgin Islands · … · Miami, Florida9 ports

New York, New York · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Port of Oranjestad, Aruba, Caribbean · Grand Turk, Turks and Caicos · Miami, Florida

★ Bucket-list Manhattan Helicopter Tour Private Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +3 more

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from $1,324

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Nov 8 – Nov 20, 2027 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Philipsburg, St. Maarten · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +3 more

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from $1,140

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Seabourn · Seabourn OvationRepositioning

Mediterranean 13 nights Nov 14 – Nov 27, 2027 from Lisbon, Portugal to Bridgetown, Barbados

Lisbon, Portugal · Funchal, Madeira, Portugal · … · Bridgetown, Barbados6 ports

Lisbon, Portugal · Funchal, Madeira, Portugal · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Trois Ilets, Martinique · Bridgetown, Barbados

★ Bucket-list Sintra Pico do Arieiro to Pico Ruivo Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike +1 more

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from $5,524

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Cunard · Queen Mary 2Round-trip

Caribbean 13 nights Nov 19 – Dec 2, 2027 from New York, New York

New York, New York · St. Thomas, U.S. Virgin Islands · … · New York, New York8 ports

New York, New York · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Lucia, Caribbean · Bridgetown, Barbados · Dominica, Caribbean · Philipsburg, St. Maarten · New York, New York

★ Bucket-list Manhattan Helicopter Tour Private Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +1 more

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from $1,899

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Nov 28 – Dec 10, 2027 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +3 more

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from $1,155

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Dec 10 – Dec 22, 2027 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Tortola, B.V.I. · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Jost Van Dyke +3 more

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from $1,174

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Cunard · Queen Mary 2Repositioning

Northern Europe 20 nights Dec 14 – Jan 3, 2028 from Southampton, England to New York, New York

Southampton, England · New York, New York · … · New York, New York8 ports

Southampton, England · New York, New York · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Lucia, Caribbean · Bridgetown, Barbados · Dominica, Caribbean · Philipsburg, St. Maarten · New York, New York

★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…Manhattan Helicopter Tour Mt. Liamuiga Volcano Crater Hike Swim with wild green sea turtles + two shipwrecks… +1 more

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from $3,053

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Cunard · Queen Mary 2Repositioning

Northern Europe 21 nights Dec 21 – Jan 11, 2028 from New York, New York to Southampton, England

New York, New York · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Southampton, England8 ports

New York, New York · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Lucia, Caribbean · Bridgetown, Barbados · Dominica, Caribbean · Philipsburg, St. Maarten · New York, New York · Southampton, England

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

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from $3,086

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Dec 22 – Jan 3, 2028 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Jost Van Dyke +3 more

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from $1,702

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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 Hike Private Half-Day Island Adventure & Trunk Bay Beach Walk El Morro & Old San Juan's City Walls The full 27 jumps at the Damajagua Waterfalls

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from $1,516

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Jan 3 – Jan 15, 2028 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail' +3 more

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from $1,100

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Norwegian · Norwegian BlissRound-trip

Caribbean 11 nights Jan 15 – Jan 26, 2028 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York7 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +2 more

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from $1,053

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Jan 26 – Feb 7, 2028 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Tortola, B.V.I. · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Jost Van Dyke +3 more

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from $1,115

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Norwegian · Norwegian BlissRound-trip

Caribbean 12 nights Feb 7 – Feb 19, 2028 from New York, New York

New York, New York · Puerto Plata, Dominican Republic · … · New York, New York8 ports

New York, New York · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · New York, New York

★ Bucket-list Manhattan Helicopter Tour The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Jost Van Dyke +3 more

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from $1,241

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Cunard · Queen Mary 2Repositioning

Caribbean 20 nights Mar 6 – Mar 26, 2028 from New York, New York to Southampton, England

New York, New York · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Southampton, England8 ports

New York, New York · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Lucia, Caribbean · Bridgetown, Barbados · Dominica, Caribbean · Philipsburg, St. Maarten · New York, New York · Southampton, England

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

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from $15,039

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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