Bucket-List Cruise Adventures

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Every cruise here comes with the bucket-list thing at each port and a whole-trip plan — where to fly in, the days before and after, what it all runs. Filter by date, length, line, or the ports it visits.

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Showing 25 of 25 sailings
MSC Cruises · MSC World EuropaRepositioning
Caribbean 19 nights Nov 17 – Dec 6, 2026 from Marseille, France to Pointe-a-Pitre, Guadeloupe
Marseille, France · Barcelona, Spain · … · Pointe-a-Pitre, Guadeloupe11 ports
Marseille, France · Barcelona, Spain · Puerto del Rosario, Spain · Santa Cruz de Tenerife, Canary Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Calanques National Park Boat Cruise from the Old P…Sagrada FamiliaTeide National ParkRandom Wind 'Paradise Day Sail' +4 more
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from $1,229
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Costa · Costa FavolosaRepositioning
Mediterranean 8 nights Nov 18 – Nov 26, 2026 from Las Palmas, Gran Canaria, Canary Islands to Pointe-a-Pitre, Guadeloupe
Las Palmas, Gran Canaria, Canary Islands · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe
★ Bucket-list Roque Nublo & TejedaMount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…
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from $773
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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 CharterRandom Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre +3 more
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from $3,360
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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 Republic17 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 · 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 +7 more
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from $2,110
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Costa · Costa FascinosaRepositioning
Mediterranean 15 nights Dec 5 – Dec 20, 2026 from Savona (Genoa), Italy to La Romana, Dominican Republic
Savona (Genoa), Italy · Barcelona, Spain · … · La Romana, Dominican Republic7 ports
Savona (Genoa), Italy · Barcelona, Spain · Malaga, Spain · Las Palmas, Gran Canaria, Canary Islands · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · La Romana, Dominican Republic
★ Bucket-list Portofino & San Fruttuoso Abbey by the local ferrySagrada FamiliaGranada & the AlhambraRoque Nublo & Tejeda +3 more
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from $1,397
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Costa · Costa FascinosaRepositioning
Mediterranean 14 nights Dec 6 – Dec 20, 2026 from Barcelona, Spain to La Romana, Dominican Republic
Barcelona, Spain · Malaga, Spain · … · La Romana, Dominican Republic6 ports
Barcelona, Spain · Malaga, Spain · Las Palmas, Gran Canaria, Canary Islands · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · La Romana, Dominican Republic
★ Bucket-list Sagrada FamiliaGranada & the AlhambraRoque Nublo & TejedaDeath in Paradise Filming Locations & Botanical Ga… +2 more
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from $1,304
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Oceania · Oceania AlluraRound-trip
Caribbean 13 nights Jan 7 – Jan 20, 2027 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida9 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Falmouth, Jamaica · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarBlue Hole & Secret FallsAruba +4 more
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from $7,099
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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-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater Hike +6 more
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from $1,841
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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 HikeNorman IslandSaona 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-PierreDeath in Paradise Filming Locations & Botanical Ga…Mt. Liamuiga Volcano Crater HikeTeide 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 HikeTeide National ParkTangier Kasbah, Medina & American Legation Private… +3 more
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from $1,419
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Regent · Seven Seas PrestigeRound-trip
Caribbean 12 nights Mar 5 – Mar 17, 2027 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida13 ports
Miami, Florida · Willis Island · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe · Tortola, B.V.I. · Willis Island · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Full-Day Boat CharterMt. Liamuiga Volcano Crater Hike +5 more
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from $11,099
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MSC Cruises · MSC World EuropaRepositioning
Mediterranean 25 nights Apr 3 – Apr 28, 2027 from Fort-de-France, Martinique to Civitavecchia (Rome), Italy
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Civitavecchia (Rome), Italy17 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Castries, St. Lucia · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port of Kingstown, St. Vincent & the Grenadines · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · St. John's, Antigua · Santa Cruz de Tenerife, Canary Islands · Barcelona, Spain · Marseille, France · Genoa, Italy · La Spezia (Cinque Terre), Italy · Civitavecchia (Rome), Italy
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Cosol ToursSwim with wild green sea turtles + two shipwrecks… +10 more
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from $3,500
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MSC Cruises · MSC World EuropaRepositioning
Mediterranean 18 nights Apr 6 – Apr 24, 2027 from Bridgetown, Barbados to Barcelona, Spain
Bridgetown, Barbados · St. Georges, Grenada, West Indies · … · Barcelona, Spain10 ports
Bridgetown, Barbados · St. Georges, Grenada, West Indies · Port of Kingstown, St. Vincent & the Grenadines · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · St. John's, Antigua · Santa Cruz de Tenerife, Canary Islands · Barcelona, Spain
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Grenada Private Taxi TourMount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga… +5 more
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from $1,278
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MSC Cruises · MSC World EuropaRepositioning
Mediterranean 20 nights Apr 10 – Apr 30, 2027 from Fort-de-France, Martinique to Palma de Mallorca, Spain
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · … · Palma de Mallorca, Spain12 ports
Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · St. John's, Antigua · Santa Cruz de Tenerife, Canary Islands · Barcelona, Spain · Marseille, France · Genoa, Italy · La Spezia (Cinque Terre), Italy · Civitavecchia (Rome), Italy · Palma de Mallorca, Spain
★ Bucket-list Mount Pelée & Saint-PierreDeath in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Norman Island +8 more
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from $1,449
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MSC Cruises · MSC World EuropaRepositioning
Mediterranean 17 nights Apr 11 – Apr 28, 2027 from Pointe-a-Pitre, Guadeloupe to Civitavecchia (Rome), Italy
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · … · Civitavecchia (Rome), Italy10 ports
Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · St. John's, Antigua · Santa Cruz de Tenerife, Canary Islands · Barcelona, Spain · Marseille, France · Genoa, Italy · La Spezia (Cinque Terre), Italy · Civitavecchia (Rome), Italy
★ Bucket-list Death in Paradise Filming Locations & Botanical Ga…Random Wind 'Paradise Day Sail'Norman IslandPrivate Half-Day Island Adventure & Trunk Bay Beach +6 more
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from $1,105
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Oceania · Oceania SirenaRound-trip
Caribbean 12 nights Nov 28 – Dec 10, 2027 from Miami, Florida
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · … · Miami, Florida9 ports
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Philipsburg, St. Maarten · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +4 more
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from $3,399
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Oceania · Oceania SonataRound-trip
Caribbean 13 nights Dec 6 – Dec 19, 2027 from Miami, Florida
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · … · Miami, Florida10 ports
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +5 more
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from $6,399
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Regent · Seven Seas PrestigeRound-trip
Caribbean 11 nights Dec 7 – Dec 18, 2027 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida12 ports
Miami, Florida · Willis Island · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Willis Island · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandPrivate Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay Beach +4 more
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from $7,649
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Regent · Seven Seas GrandeurOne-way
Caribbean 10 nights Jan 5 – Jan 15, 2028 from Miami, Florida to Bridgetown, Barbados
Miami, Florida · Willis Island · … · Bridgetown, Barbados11 ports
Miami, Florida · Willis Island · Willis Island · Tortola, B.V.I. · Gustavia, St. Barts · Philipsburg, St. Maarten · Pointe-a-Pitre, Guadeloupe · Roseau, Dominica · Fort-de-France, Martinique · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandJost Van DykeRandom Wind 'Paradise Day Sail' +5 more
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from $6,399
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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 HollywoodValle de Guadalupe wine countryEl Arco & Lover's BeachThe Roman Theatre of Cartagena with the Rafael Mon… +16 more
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from $20,599
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Oceania · Oceania SonataRound-trip
Caribbean 10 nights Feb 2 – Feb 12, 2028 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida7 ports
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
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterMt. Liamuiga Volcano Crater Hike +2 more
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from $4,799
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Oceania · Oceania SirenaRepositioning
Mediterranean 21 nights Feb 18 – Mar 10, 2028 from Rio de Janeiro, Brazil to Miami, Florida
Rio de Janeiro, Brazil · Suez Canal, Egypt · … · Miami, Florida16 ports
Rio de Janeiro, Brazil · Suez Canal, Egypt · Maceio, Brazil · Kiel Canal, Germany · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Suez Canal, Egypt · Suez Canal, Egypt · Suez Canal, Egypt · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Private Full-Day Rio HighlightsSwim with wild green sea turtles + two shipwrecks…Death in Paradise Filming Locations & Botanical Ga…Jost Van Dyke +1 more
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from $6,849
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Regent · Seven Seas GrandeurOne-way
Caribbean 9 nights Feb 24 – Mar 4, 2028 from Bridgetown, Barbados to Miami, Florida
Bridgetown, Barbados · Castries, St. Lucia · … · Miami, Florida10 ports
Bridgetown, Barbados · Castries, St. Lucia · Fort-de-France, Martinique · Roseau, Dominica · Pointe-a-Pitre, Guadeloupe · Gustavia, St. Barts · Philipsburg, St. Maarten · Willis Island · Willis Island · Miami, Florida
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursMount Pelée & Saint-PierreBoiling Lake Hike +4 more
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from $5,899
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Regent · Seven Seas GrandeurRound-trip
Caribbean 12 nights Mar 20 – Apr 1, 2028 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida13 ports
Miami, Florida · Willis Island · Puerto Plata, Dominican Republic · Cayo Levantado, Dominican Republic · San Juan, Puerto Rico · Gustavia, St. Barts · Roseau, Dominica · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Willis Island · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandThe full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City Walls +4 more
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from $7,599
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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