Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

9 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 San Blas Islands × Clear all
Showing 9 of 9 sailings
11-night Bridgetown to ColonOne-way
Windstar · Wind Star
Caribbean 11 nights Nov 24 – Dec 5, 2026
Bridgetown, Barbados · Bequia, Grenadines · … · Colon, Panama9 ports
Bridgetown, Barbados · Bequia, Grenadines · St. Georges, Grenada, West Indies · Kralendijk, Bonaire · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Cartagena, Colombia · San Blas Islands, Panama · Colon, Panama
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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
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16-night Port of Oranjestad to Puerto CalderaOne-way
Windstar · Star Legend
Balcony: typical fare in the usual range
Caribbean 16 nights Dec 12 – Dec 28, 2026
Port of Oranjestad, Aruba, Caribbean · Cartagena, Colombia · … · Puerto Caldera, Costa Rica13 ports
Port of Oranjestad, Aruba, Caribbean · Cartagena, Colombia · Bocas Del Toro, Panama · San Blas Islands, Panama · Panama Canal, Panama · Balboa, Panama · Isla Parida, Panama · Puerto Jimenez, Costa Rica · Quepos, Costa Rica · Pu7 · Curu (Reserve), Costa Rica · Playa Flamingo, Costa Rica · Puerto Caldera, Costa Rica
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Balcony $7,788 pp
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8-night Puerto Caldera to ColonOne-way
Windstar · Star Legend
Balcony: low fare 28% under usual↓ 8% balcony, 37d
Panama Canal 8 nights Dec 28 – Jan 5, 2027
Puerto Caldera, Costa Rica · Pu7 · … · Colon, Panama8 ports
Puerto Caldera, Costa Rica · Pu7 · Quepos, Costa Rica · Puerto Jimenez, Costa Rica · Balboa, Panama · Panama Canal, Panama · San Blas Islands, Panama · Colon, Panama
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Balcony $4,358 pp
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6-night Balboa to Port of OranjestadOne-way
Windstar · Star Legend
Balcony: above average 58% over usual↓ 15% balcony, 24d
Panama Canal 6 nights Feb 16 – Feb 22, 2027
Balboa, Panama · Panama Canal, Panama · … · Port of Oranjestad, Aruba, Caribbean6 ports
Balboa, Panama · Panama Canal, Panama · Bocas Del Toro, Panama · San Blas Islands, Panama · Cartagena, Colombia · Port of Oranjestad, Aruba, Caribbean
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Balcony $7,146 pp
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21-night San Juan to Puerto CalderaOne-way
Windstar · Star Pride
Balcony: low fare 37% under usual↑ 10% balcony, 17d
Pacific 21 nights Nov 22 – Dec 13, 2027
San Juan, Puerto Rico · St. Georges, Grenada, West Indies · … · Puerto Caldera, Costa Rica18 ports
San Juan, Puerto Rico · St. Georges, Grenada, West Indies · Bequia, Grenadines · Mayreau, Grenadines · Les Saintes, Guadeloupe · Marmaris, Turkey · San Juan, Puerto Rico · Catalina Island, Dominican Republic · Santo Domingo, Dominican Republic · Cartagena, Colombia · San Blas Islands, Panama · Colon, Panama · Panama Canal, Panama · Balboa, Panama · Isla Parida, Panama · Puerto Jimenez, Costa Rica · Quepos, Costa Rica · Puerto Caldera, Costa Rica
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Balcony $10,820 pp
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14-night San Juan to Puerto CalderaOne-way
Windstar · Star Pride
Balcony: typical fare in the usual range↑ 8% outside, 22d
Panama Canal 14 nights Nov 29 – Dec 13, 2027
San Juan, Puerto Rico · Catalina Island, Dominican Republic · … · Puerto Caldera, Costa Rica13 ports
San Juan, Puerto Rico · Catalina Island, Dominican Republic · Santo Domingo, Dominican Republic · Cartagena, Colombia · San Blas Islands, Panama · Colon, Panama · Balboa, Panama · Panama Canal, Panama · Balboa, Panama · Isla Parida, Panama · Puerto Jimenez, Costa Rica · Quepos, Costa Rica · Puerto Caldera, Costa Rica
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Balcony $7,184 pp
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14-night Puerto Caldera to Port of OranjestadOne-way
Windstar · Star Pride
Pacific 14 nights Feb 21 – Mar 6, 2028
Puerto Caldera, Costa Rica · Playa Flamingo, Costa Rica · … · Port of Oranjestad, Aruba, Caribbean12 ports
Puerto Caldera, Costa Rica · Playa Flamingo, Costa Rica · Pu7 · Quepos, Costa Rica · Puerto Jimenez, Costa Rica · Isla Parida, Panama · Balboa, Panama · Panama Canal, Panama · Bocas Del Toro, Panama · San Blas Islands, Panama · Cartagena, Colombia · Port of Oranjestad, Aruba, Caribbean
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13-night Balboa to San JuanOne-way
Windstar · Star Pride
Balcony: above average 46% over usual↑ 9% balcony, 37d
Caribbean 13 nights Feb 28 – Mar 12, 2028
Balboa, Panama · Panama Canal, Panama · … · San Juan, Puerto Rico12 ports
Balboa, Panama · Panama Canal, Panama · Bocas Del Toro, Panama · San Blas Islands, Panama · Cartagena, Colombia · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire · Gustavia, St. Barts · Jost Van Dyke, British Virgin Islands · Virgin Gorda, British Virgin Islands · San Juan, Puerto Rico
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Balcony $9,105 pp
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.