Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

15 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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Filtering Visits Rodney Bay × Clear all
Showing 15 of 15 sailings
15-night Miami to PhilipsburgOne-way
Seabourn · Seabourn Ovation
Suite: low fare 47% under usual↓ 10% suite, 38d
Caribbean 15 nights Nov 20 – Dec 5, 2026
Miami, Florida · San Juan, Puerto Rico · … · Philipsburg, St. Maarten13 ports
Miami, Florida · San Juan, Puerto Rico · Great Harbor, Peter Island, BVI · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Port Elizabeth, Saint Vincent · Bridgetown, Barbados · Rodney Bay, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Virgin Gorda, British Virgin Islands · Philipsburg, St. Maarten
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15-night Bridgetown to Port of OranjestadOne-way
Windstar · Star Legend
Balcony: low fare 24% under usual↑ 9% balcony, 39d
Mediterranean 15 nights Nov 27 – Dec 12, 2026
Bridgetown, Barbados · Anses D'arlet, Martinique · … · Port of Oranjestad, Aruba, Caribbean15 ports
Bridgetown, Barbados · Anses D'arlet, Martinique · Rodney Bay, St. Lucia · Casablanca, Morocco · Mayreau, Grenadines · St. Georges, Grenada, West Indies · Bequia, Grenadines · Bridgetown, Barbados · Rodney Bay, St. Lucia · Sca · Bequia, Grenadines · Mayreau, Grenadines · St. Georges, Grenada, West Indies · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean
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Balcony $6,659 pp
Book This Cruise@ Cruisebound
14-night Caribbean from BridgetownRound-trip
Seabourn · Seabourn Ovation
Suite: low fare 40% under usual↓ 23% suite, 38d
Caribbean 14 nights Nov 28 – Dec 12, 2026
Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Bridgetown, Barbados13 ports
Bridgetown, Barbados · Rodney Bay, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Virgin Gorda, British Virgin Islands · 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
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16-night Bridgetown to BalboaOne-way
Windstar · Star Legend
Balcony: typical fare in the usual range
Caribbean 16 nights Dec 4 – Dec 20, 2026
Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Balboa, Panama13 ports
Bridgetown, Barbados · Rodney Bay, St. Lucia · Sca · Bequia, Grenadines · Mayreau, Grenadines · St. Georges, Grenada, West Indies · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Cartagena, Colombia · Bocas Del Toro, Panama · San Blas Islands, Panama · Panama Canal, Panama · Balboa, Panama
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Balcony $7,262 pp
Book This Cruise@ Cruisebound
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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16-night Caribbean from MiamiRound-trip
Seabourn · Seabourn Quest
Suite: low fare 32% under usual
Caribbean 16 nights Dec 20 – Jan 5, 2027
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida13 ports
Miami, Florida · San Juan, Puerto Rico · Road Bay, Anguilla · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Marigot, Saint Martin · Terre-de-haut, Guadeloupe · Fort-de-France, Martinique · Rodney Bay, St. Lucia · Roseau, Dominica · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Great Harbor, Peter Island, BVI · Miami, Florida
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7-night Caribbean from BridgetownRound-trip
Seabourn · Seabourn Ovation
Suite: low fare 38% under usual↓ 7% suite, 39d
Caribbean 7 nights Jan 2 – Jan 9, 2027
Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Bridgetown, Barbados6 ports
Bridgetown, Barbados · Rodney Bay, St. Lucia · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Bridgetown, Barbados
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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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8-night Port of Oranjestad to BridgetownOne-way
Windstar · Star Legend
Balcony: above average 87% over usual↓ 28% balcony, 24d
Caribbean 8 nights Feb 22 – Mar 2, 2027
Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · … · Bridgetown, Barbados8 ports
Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire · St. Georges, Grenada, West Indies · Rodney Bay, St. Lucia · Mayreau, Grenadines · Bequia, Grenadines · Bridgetown, Barbados
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Balcony $6,140 pp
Book This Cruise@ Cruisebound
8-night Halifax to BridgetownOne-way
Seabourn · Seabourn Venture
Suite: low fare 14% under usual
Caribbean 8 nights Oct 1 – Oct 9, 2027
Halifax, Nova Scotia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Little Bay, Montserrat, Leeward Islands · Rodney Bay, St. Lucia · Bridgetown, Barbados
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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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7-night Caribbean from BridgetownRound-trip
Seabourn · Seabourn Ovation
Suite: typical fare in the usual range
Caribbean 7 nights Jan 8 – Jan 15, 2028
Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Bridgetown, Barbados6 ports
Bridgetown, Barbados · Rodney Bay, St. Lucia · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Bridgetown, Barbados
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7-night Bridgetown to PhilipsburgOne-way
Seabourn · Seabourn Ovation
Suite: above average 14% over usual
Caribbean 7 nights Mar 11 – Mar 18, 2028
Bridgetown, Barbados · Rodney Bay, St. Lucia · … · Philipsburg, St. Maarten7 ports
Bridgetown, Barbados · Rodney Bay, St. Lucia · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Great Harbor, Peter Island, BVI · Philipsburg, St. Maarten
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24-night Halifax to Rio de JaneiroOne-way
Seabourn · Seabourn Venture
Suite: low fare 22% under usual
Caribbean 24 nights Oct 2 – Oct 26, 2028
Halifax, Nova Scotia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Rio de Janeiro, Brazil13 ports
Halifax, Nova Scotia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Little Bay, Montserrat, Leeward Islands · Rodney Bay, St. Lucia · Bridgetown, Barbados · Port of Spain, Trinidad · Devils Island, French Guiana · Fortaleza, Brazil · Natal(Rio Grande do Norte), Brazil · Bahia de Salvador, Brazil · Buzios, Brazil · Paraty, Brazil · Rio de Janeiro, Brazil
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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.