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 Virgin Voyages ×Visits Port of Oranjestad × Clear all

Showing 20 of 20 sailings

Virgin Voyages · Valiant LadyRound-trip

Caribbean Oct 31, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Willemstad, Curacao · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Curaçao Island Tour with Local Ex…Aruba Mount Pelée & Saint-Pierre +1 more

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from $1,253

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Virgin Voyages · Valiant LadyRound-trip

Caribbean Nov 20, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Catamaran Sail & Snorkel at Honeymoon Beac…Private Full-Day Curaçao Island Tour with Local Ex…Aruba +2 more

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from $1,437

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Virgin Voyages · Valiant LadyRound-trip

Caribbean Dec 5, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Private Full-Day Curaçao Island Tour with Local Ex…Mount Pelée & Saint-Pierre +1 more

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from $1,253

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Virgin Voyages · Valiant LadyRound-trip

Caribbean Dec 19, 2026 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort-de-France, Martinique · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike Mount Pelée & Saint-Pierre Aruba +1 more

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from $1,183

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Virgin Voyages · Valiant LadyRound-trip

Caribbean Jan 9, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Private Full-Day Curaçao Island Tour with Local Ex…Mount Pelée & Saint-Pierre +1 more

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from $1,190

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Virgin Voyages · Valiant LadyRound-trip

Caribbean Jan 29, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Fort-de-France, Martinique · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Private Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +2 more

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from $1,519

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Virgin Voyages · Valiant LadyRound-trip

Caribbean Feb 6, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · St. John's, Antigua · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Private Full-Day Curaçao Island Tour with Local Ex…Private Half-Day Island Adventure & Trunk Bay Beach +1 more

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from $1,063

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Virgin Voyages · Valiant LadyRound-trip

Caribbean Feb 27, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Private Full-Day Curaçao Island Tour with Local Ex…Mount Pelée & Saint-Pierre +1 more

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from $1,260

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Virgin Voyages · Valiant LadyRound-trip

Caribbean Apr 3, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Private Full-Day Curaçao Island Tour with Local Ex…Mount Pelée & Saint-Pierre +1 more

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from $1,258

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Virgin Voyages · Scarlet LadyRound-trip

Caribbean Nov 20, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · St. John's, Antigua · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Private Full-Day Curaçao Island Tour with Local Ex…Private Half-Day Island Adventure & Trunk Bay Beach +1 more

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from $932

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Virgin Voyages · Scarlet LadyRound-trip

Caribbean Dec 4, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · St. John's, Antigua · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Private Full-Day Curaçao Island Tour with Local Ex…Private Half-Day Island Adventure & Trunk Bay Beach +1 more

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from $1,002

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Virgin Voyages · Scarlet LadyRound-trip

Caribbean Dec 11, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · St. John's, Antigua · Castries, St. Lucia · Port of Oranjestad, Aruba, Caribbean · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Maho Beach Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours +1 more

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from $997

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Virgin Voyages · Scarlet LadyRound-trip

Caribbean Dec 18, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · St. John's, Antigua · Roseau, Dominica · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Maho Beach Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +2 more

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from $1,288

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Virgin Voyages · Scarlet LadyRound-trip

Caribbean Jan 8, 2028 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · St. John's, Antigua · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Private Full-Day Curaçao Island Tour with Local Ex…Private Half-Day Island Adventure & Trunk Bay Beach +1 more

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from $978

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Virgin Voyages · Scarlet LadyRound-trip

Caribbean Jan 22, 2028 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Castries, St. Lucia · St. John's, Antigua · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Cosol Tours Private Half-Day Island Adventure & Trunk Bay Beach +1 more

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from $973

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Virgin Voyages · Scarlet LadyRound-trip

Caribbean Feb 5, 2028 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · St. John's, Antigua · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Private Full-Day Curaçao Island Tour with Local Ex…Private Half-Day Island Adventure & Trunk Bay Beach +1 more

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from $1,047

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Virgin Voyages · Scarlet LadyRound-trip

Caribbean Feb 19, 2028 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · St. John's, Antigua · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Private Full-Day Curaçao Island Tour with Local Ex…Private Half-Day Island Adventure & Trunk Bay Beach +1 more

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from $1,048

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Virgin Voyages · Scarlet LadyRound-trip

Caribbean Mar 4, 2028 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · St. John's, Antigua · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Private Full-Day Curaçao Island Tour with Local Ex…Private Half-Day Island Adventure & Trunk Bay Beach +1 more

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from $1,117

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Virgin Voyages · Scarlet LadyRound-trip

Caribbean Mar 18, 2028 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Castries, St. Lucia · St. John's, Antigua · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Cosol Tours Private Half-Day Island Adventure & Trunk Bay Beach +1 more

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from $1,113

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Virgin Voyages · Scarlet LadyRound-trip

Caribbean Apr 1, 2028 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico6 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · St. John's, Antigua · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Private Full-Day Curaçao Island Tour with Local Ex…Private Half-Day Island Adventure & Trunk Bay Beach +1 more

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from $1,117

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