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 Visits Providenciales × Clear all
Showing 11 of 11 sailings
Explora Journeys · EXPLORA IIIRound-trip
Caribbean 7 nights Nov 8, 2026 from Miami, Florida
Miami, Florida · Providenciales, Turks & Caicos · … · Miami, Florida13 ports
Miami, Florida · Providenciales, Turks & Caicos · Puerto Plata, Dominican Republic · La Romana, Dominican Republic · Jost Van Dyke, British Virgin Islands · Gustavia, St. Barts · San Juan, Puerto Rico · Road Bay, Anguilla · St. John's, Antigua · Frederikstad, St. Croix · Ain Sokhna, Egypt · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Iguana Island & ReefThe full 27 jumps at the Damajagua WaterfallsSaona Island Private Speedboat & Natural Pool Day +6 more
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from $8,735
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Explora Journeys · EXPLORA IIIRound-trip
Caribbean 8 nights Jan 21, 2027 from Miami, Florida
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
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterPrivate Island HoppingÎle aux Marins +7 more
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from $10,840
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Explora Journeys · EXPLORA IIIRound-trip
Caribbean 14 nights Jan 29, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico11 ports
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · St. John's, Antigua · Providenciales, Turks & Caicos · Key West, Florida · Miami, Florida · Philipsburg, St. Maarten · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Saint John/cruz Bay · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandPrivate Half-Day Island Adventure & Trunk Bay BeachIguana Island & Reef +5 more
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from $10,800
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Explora Journeys · EXPLORA IIIOne-way
Caribbean 7 nights Mar 7, 2027 from San Juan, Puerto Rico to Bridgetown, Barbados
San Juan, Puerto Rico · Philipsburg, St. Maarten · … · Bridgetown, Barbados11 ports
San Juan, Puerto Rico · Philipsburg, St. Maarten · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Grand Turk, Turks and Caicos · Miami, Florida · Providenciales, Turks & Caicos · St. John's, Antigua · Pointe-a-Pitre, Guadeloupe · Bequia, Grenadines · Bridgetown, Barbados
★ Bucket-list Walk El Morro & Old San Juan's City WallsRandom Wind 'Paradise Day Sail'Private Open-Top Mini Moke Island Tour of St. BartsMt. Liamuiga Volcano Crater Hike +7 more
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from $8,680
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Explora Journeys · EXPLORA IIIRound-trip
Caribbean 15 nights Mar 14, 2027 from Miami, Florida
Miami, Florida · Providenciales, Turks & Caicos · … · Miami, Florida12 ports
Miami, Florida · Providenciales, Turks & Caicos · St. John's, Antigua · Pointe-a-Pitre, Guadeloupe · Bequia, Grenadines · Bridgetown, Barbados · St. Georges, Grenada, West Indies · Castries, St. Lucia · Martinique/fort De France · Gustavia, St. Barts · Virgin Gorda, British Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Iguana Island & ReefPrivate Half-Day Island Adventure & Trunk Bay BeachDeath in Paradise Filming Locations & Botanical Ga… +6 more
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from $10,185
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Explora Journeys · EXPLORA IVOne-way
Caribbean 8 nights Nov 5, 2027 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Providenciales, Turks & Caicos · … · San Juan, Puerto Rico7 ports
Miami, Florida · Providenciales, Turks & Caicos · Gustavia, St. Barts · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Saint John/cruz Bay · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Iguana Island & ReefPrivate Open-Top Mini Moke Island Tour of St. BartsDeath in Paradise Filming Locations & Botanical Ga… +2 more
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from $4,725
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Explora Journeys · EXPLORA IVOne-way
Caribbean 7 nights Feb 26, 2028 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Providenciales, Turks & Caicos · … · San Juan, Puerto Rico6 ports
Miami, Florida · Providenciales, Turks & Caicos · Gustavia, St. Barts · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Iguana Island & ReefPrivate Open-Top Mini Moke Island Tour of St. BartsPrivate Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $4,020
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Explora Journeys · EXPLORA IVOne-way
Caribbean 7 nights Mar 11, 2028 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Providenciales, Turks & Caicos · … · San Juan, Puerto Rico6 ports
Miami, Florida · Providenciales, Turks & Caicos · Gustavia, St. Barts · St. John's, Antigua · Road Bay, Anguilla · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Iguana Island & ReefPrivate Open-Top Mini Moke Island Tour of St. BartsPrivate Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $4,020
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Explora Journeys · EXPLORA IVOne-way
Caribbean 7 nights Mar 25, 2028 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Providenciales, Turks & Caicos · … · San Juan, Puerto Rico6 ports
Miami, Florida · Providenciales, Turks & Caicos · Gustavia, St. Barts · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Iguana Island & ReefPrivate Open-Top Mini Moke Island Tour of St. BartsPrivate Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $4,020
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Explora Journeys · EXPLORA IVOne-way
Caribbean 7 nights Apr 8, 2028 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Providenciales, Turks & Caicos · … · San Juan, Puerto Rico6 ports
Miami, Florida · Providenciales, Turks & Caicos · Gustavia, St. Barts · St. John's, Antigua · Road Bay, Anguilla · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Iguana Island & ReefPrivate Open-Top Mini Moke Island Tour of St. BartsPrivate Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $3,755
Book This Cruise@ Cruisebound
Explora Journeys · EXPLORA IVOne-way
Caribbean 7 nights Apr 22, 2028 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Providenciales, Turks & Caicos · … · San Juan, Puerto Rico6 ports
Miami, Florida · Providenciales, Turks & Caicos · Gustavia, St. Barts · St. John's, Antigua · Road Bay, Anguilla · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Iguana Island & ReefPrivate Open-Top Mini Moke Island Tour of St. BartsPrivate Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $3,755
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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