Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

12 sailings across 23 cruise lines, each one priced and planned end to end: the ports it calls at, the one unmissable thing to do at each, and the flights and nights either side. A balcony averages about $166 a night on Carnival and about $414 on Disney, per person with taxes in — what a night costs on every line. Leaving within three weeks?

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

When are you free? — only cruises that fit entirely inside your dates
My result then click any cruise row to open it
Trip tap one or more Round-trip One-way Repositioning
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Showing 12 of 12 sailings
14-night Philipsburg to BridgetownOne-way
Seabourn · Seabourn Ovation
Suite: low fare 50% under usual↓ 21% suite, 39d
Caribbean 14 nights Dec 5 – Dec 19, 2026
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
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7-night Caribbean from BridgetownRound-trip
Seabourn · Seabourn Ovation
Suite: low fare 41% under usual↓ 10% suite, 39d
Caribbean 7 nights Dec 12 – Dec 19, 2026
Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Bridgetown, Barbados7 ports
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
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8-night Caribbean from MiamiRound-trip
Explora Journeys · EXPLORA III
Suite: low fare 17% under usual↓ 22% suite, 38d
Caribbean 8 nights Jan 21, 2027
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida12 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Road Bay, Anguilla · Saint-Pierre, France · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · St. John's, Antigua · Providenciales, Turks & Caicos · Key West, Florida · Miami, Florida
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12-night Caribbean from San JuanRound-trip
Explora Journeys · EXPLORA I
Suite: above average 128% over usual↓ 11% suite, 22d
Caribbean 12 nights Feb 5, 2027
San Juan, Puerto Rico · Gustavia, St. Barts · … · San Juan, Puerto Rico19 ports
San Juan, Puerto Rico · Gustavia, St. Barts · Saint-Pierre, France · Bridgetown, Barbados · Port of Spain, Trinidad · Macapa, Brazil · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter Do Chão · Macapa, Brazil · Devils Island, French Guiana · Bequia, Grenadines · Bridgetown, Barbados · Castries, St. Lucia · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
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7-night Caribbean from BridgetownRound-trip
Seabourn · Seabourn Ovation
Suite: typical fare in the usual range
Caribbean 7 nights Feb 6 – Feb 13, 2027
Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Bridgetown, Barbados7 ports
Bridgetown, Barbados · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Saint-Pierre, Newfoundland, Canada · Roseau, Dominica · Terre-de-haut, Guadeloupe · Rodney Bay, St. Lucia · Bridgetown, Barbados
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10-night Hamburg to New YorkOne-way
Explora Journeys · EXPLORA IV
Suite: above average 189% over usual
Northern Europe 10 nights Aug 25, 2027
Hamburg, Germany · Southampton, England · … · New York, New York19 ports
Hamburg, Germany · Southampton, England · Belem, Brazil · Stornoway, Scotland · Akureyri, Iceland · Isafjord, Iceland · Reykjavik, Iceland · Sailing Prince Christian Sund · Paamiut (Frederickshaab), Greenland · Qaqortoq, Greenland · St. Johns, Newfoundland · Saint-Pierre, France · Quebec City, Quebec · La Baie, Canada · Sept-Iles, Canada · Sydney, Nova Scotia · Halifax, Nova Scotia · Boston, Massachusetts · New York, New York
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21-night Reykjavik to New YorkOne-way
Explora Journeys · EXPLORA IV
Suite: typical fare in the usual range
North America 21 nights Sep 4, 2027
Reykjavik, Iceland · Sailing Prince Christian Sund · … · New York, New York13 ports
Reykjavik, Iceland · Sailing Prince Christian Sund · Paamiut (Frederickshaab), Greenland · Qaqortoq, Greenland · St. Johns, Newfoundland · Saint-Pierre, France · Quebec City, Quebec · La Baie, Canada · Sept-Iles, Canada · Sydney, Nova Scotia · Halifax, Nova Scotia · Boston, Massachusetts · New York, New York
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17-night Bridgetown to PhilipsburgOne-way
Seabourn · Seabourn Ovation
Suite: typical fare in the usual range
Caribbean 17 nights Dec 11 – Dec 28, 2027
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
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10-night Bridgetown to PhilipsburgOne-way
Seabourn · Seabourn Ovation
Suite: typical fare in the usual range
Caribbean 10 nights Dec 18 – Dec 28, 2027
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
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38-night Copenhagen to Quebec CityOne-way
Explora Journeys · EXPLORA V
Suite: low fare 7% under usual
Northern Europe 38 nights Aug 27, 2028
Copenhagen, Denmark · Lysekil(gotaland) · … · Quebec City, Quebec25 ports
Copenhagen, Denmark · Lysekil(gotaland) · Oslo, Norway · Mandal, Norway · Hamburg, Germany · Southampton, England · Oban · Stornoway, Scotland · Akureyri, Iceland · Isafjord, Iceland · Reykjavik, Iceland · Sailing Prince Christian Sund · Paamiut (Frederickshaab), Greenland · Qaqortoq, Greenland · St. Johns, Newfoundland · Saint-Pierre, France · Sydney, Nova Scotia · Halifax, Nova Scotia · New York, New York · Portland, Maine · Saint John, New Brunswick · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Cap-Aux-Meules, Canada · Gaspe, Quebec · Quebec City, Quebec
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21-night Southampton to New YorkOne-way
Explora Journeys · EXPLORA V
Suite: typical fare in the usual range
Northern Europe 21 nights Sep 3, 2028
Southampton, England · Oban · … · New York, New York14 ports
Southampton, England · Oban · Stornoway, Scotland · Akureyri, Iceland · Isafjord, Iceland · Reykjavik, Iceland · Sailing Prince Christian Sund · Paamiut (Frederickshaab), Greenland · Qaqortoq, Greenland · St. Johns, Newfoundland · Saint-Pierre, France · Sydney, Nova Scotia · Halifax, Nova Scotia · New York, New York
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13-night Reykjavik to Quebec CityOne-way
Explora Journeys · EXPLORA V
Suite: above average 43% over usual
Asia 13 nights Sep 11, 2028
Reykjavik, Iceland · Sailing Prince Christian Sund · … · Quebec City, Quebec15 ports
Reykjavik, Iceland · Sailing Prince Christian Sund · Paamiut (Frederickshaab), Greenland · Qaqortoq, Greenland · St. Johns, Newfoundland · Saint-Pierre, France · Sydney, Nova Scotia · Halifax, Nova Scotia · New York, New York · Portland, Maine · Saint John, New Brunswick · Jeju Island South Korea · Cap-Aux-Meules, Canada · Gaspe, Quebec · Quebec City, Quebec
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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.