Bucket-List Cruise Adventures

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Bucket-list adventures at every port — where to fly in, and what to do the day(s) before and after.

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Filtering Oceania ×Visits Willemstad × Clear all
Showing 17 of 17 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 TourPrivate Full-Day Boat CharterJost Van DykePrivate Half-Day Island Adventure & Trunk Bay Beach +6 more
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from $3,412
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Oceania · Oceania VistaRound-trip
Caribbean 14 nights Nov 11 – Nov 25, 2026 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida10 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Falmouth, Jamaica · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarBlue Hole & Secret FallsAruba +5 more
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from $3,605
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Oceania · Oceania InsigniaOne-way
Caribbean 15 nights Dec 19 – Jan 3, 2027 from Miami, Florida to Lima, Peru
Miami, Florida · Key West, Florida · … · Lima, Peru10 ports
Miami, Florida · Key West, Florida · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Santa Marta, Colombia · Cartagena, Colombia · Kiel Canal, Germany · Manta (Quito), Ecuador · Guayaquil (Quito), Ecuador · Lima, Peru
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkPrivate Full-Day Curaçao Island Tour with Local Ex…Aruba +1 more
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from $4,449
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Oceania · Oceania MarinaRound-trip
Caribbean 14 nights Dec 22 – Jan 5, 2027 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida10 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarArubaPrivate Full-Day Curaçao Island Tour with Local Ex… +4 more
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from $3,915
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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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Oceania · Oceania MarinaOne-way
Panama Canal 10 nights Jan 15 – Jan 25, 2027 from Panama City, Panama to Miami, Florida
Panama City, Panama · Kiel Canal, Germany · … · Miami, Florida9 ports
Panama City, Panama · Kiel Canal, Germany · Cartagena, Colombia · Santa Marta, Colombia · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida
★ Bucket-list The Roman Theatre of Cartagena with the Rafael Mon…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Blue Hole & Secret Falls +2 more
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from $5,099
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Oceania · Oceania MarinaRound-trip
Caribbean 12 nights Feb 1 – Feb 13, 2027 from Miami, Florida
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · … · Miami, Florida9 ports
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Port of Kingstown, St. Vincent & the Grenadines · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Cosol Tours +3 more
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from $3,899
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Oceania · Oceania AlluraRound-trip
Bahamas 12 nights Feb 27 – Mar 11, 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 · Kralendijk, Bonaire, Dutch Antilles · Cabo Rojo, Dominican Republic · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarBlue Hole & Secret FallsAruba +3 more
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from $5,949
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Oceania · Oceania MarinaOne-way
Panama Canal 10 nights Mar 15 – Mar 25, 2027 from Panama City, Panama to Miami, Florida
Panama City, Panama · Kiel Canal, Germany · … · Miami, Florida9 ports
Panama City, Panama · Kiel Canal, Germany · Cartagena, Colombia · Santa Marta, Colombia · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Falmouth, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida
★ Bucket-list The Roman Theatre of Cartagena with the Rafael Mon…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…Blue Hole & Secret Falls +2 more
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from $2,640
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Oceania · Oceania SirenaRepositioning
Caribbean 27 nights Oct 25 – Nov 21, 2027 from Montreal, Quebec to Miami, Florida
Montreal, Quebec · Quebec City, Quebec · … · Miami, Florida21 ports
Montreal, Quebec · Quebec City, Quebec · Saguenay Fjord, Canada · Baie-Commeau, Quebec · Havre St. Pierre, Quebec · Corner Brook, Newfoundland · Sydney, Nova Scotia · Halifax, Nova Scotia · Bay of Fundy, Canada · Portland, Maine · 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 · Suez Canal, Egypt · Miami, Florida
★ Bucket-list Old Québec Private Walking Tour with Expert Local…BridgeClimb SydneyPeggy's Cove & LunenburgPortland Head Light & Casco Bay Scenic Lighthouse… +9 more
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from $8,749
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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 TourJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachMt. Liamuiga Volcano Crater Hike +5 more
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from $4,199
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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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Oceania · Oceania SirenaRound-trip
Caribbean 14 nights Dec 22 – Jan 5, 2028 from Miami, Florida
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · … · Miami, Florida11 ports
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · Port of Kingstown, St. Vincent & the Grenadines · Castries, St. Lucia · Fort-de-France, Martinique · Roseau, Dominica · 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 $4,399
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Oceania · Oceania MarinaRound-trip
Mexico 20 nights Jan 6 – Jan 26, 2028 from Miami, Florida
Miami, Florida · Suez Canal, Egypt · … · Miami, Florida20 ports
Miami, Florida · Suez Canal, Egypt · Cozumel, Mexico · Costa Maya, Mexico · Belize City, Belize · Roatan, Honduras · Suez Canal, Egypt · Puerto Limon, Costa Rica · Colon, Panama · Kiel Canal, Germany · Panama City, Panama · Kiel Canal, Germany · Cartagena, Colombia · Suez Canal, Egypt · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Suez Canal, Egypt · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…El Cielo + Palancar + Columbia 3-Stop SnorkelChacchoben Mayan RuinsGreat Blue Hole Flightseeing & Lighthouse Reef Sno… +6 more
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from $6,249
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Oceania · Oceania MarinaOne-way
Caribbean 10 nights Jan 16 – Jan 26, 2028 from Panama City, Panama to Miami, Florida
Panama City, Panama · Kiel Canal, Germany · … · Miami, Florida10 ports
Panama City, Panama · Kiel Canal, Germany · Cartagena, Colombia · Suez Canal, Egypt · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Montego Bay, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Suez Canal, Egypt · Miami, Florida
★ Bucket-list The Roman Theatre of Cartagena with the Rafael Mon…Private Full-Day Curaçao Island Tour with Local Ex…ArubaStingray City Sandbar +1 more
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from $3,099
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Oceania · Oceania MarinaOne-way
Caribbean 10 nights Mar 5 – Mar 15, 2028 from Miami, Florida to Panama City, Panama
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Panama City, Panama8 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Cartagena, Colombia · Kiel Canal, Germany · Panama City, Panama
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarArubaPrivate Full-Day Curaçao Island Tour with Local Ex… +1 more
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from $2,999
Book This Cruise@ Cruisebound

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