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 ×Oceania ×Visits Dominica × Clear all
Showing 36 of 76 sailings
Virgin Voyages · Resilient LadyRound-trip
Bahamas Jul 6, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsSwim with Wild Dolphins at Honeymoon Harbour
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from $1,088
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Virgin Voyages · Resilient LadyRound-trip
Bahamas Aug 3, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsSwim with Wild Dolphins at Honeymoon Harbour
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from $1,038
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Virgin Voyages · Resilient LadyRound-trip
Bahamas Aug 17, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsSwim with Wild Dolphins at Honeymoon Harbour
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from $988
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Virgin Voyages · Resilient LadyRound-trip
Caribbean Aug 31, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsSwim with Wild Dolphins at Honeymoon Harbour
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from $838
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Virgin Voyages · Resilient LadyRound-trip
Caribbean Sep 14, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsSwim with Wild Dolphins at Honeymoon Harbour
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from $888
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Virgin Voyages · Resilient LadyRound-trip
Bahamas Sep 28, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsSwim with Wild Dolphins at Honeymoon Harbour
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from $993
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Virgin Voyages · Resilient LadyRound-trip
Caribbean Oct 12, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsSwim with Wild Dolphins at Honeymoon Harbour
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from $1,100
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Virgin Voyages · Scarlet LadyRound-trip
Bahamas Oct 25, 2026 from Miami, Florida
Miami, Florida · Grand Turk, Turks and Caicos · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef SnorkelThe full 27 jumps at the Damajagua WaterfallsSwim with Wild Dolphins at Honeymoon Harbour
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from $1,419
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Virgin Voyages · Resilient LadyRound-trip
Caribbean Nov 8, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsNorman Island +1 more
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from $1,349
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Oceania · Oceania MarinaRepositioning
Caribbean 25 nights Nov 15 – Dec 10, 2026 from Civitavecchia (Rome), Italy to Miami, Florida
Civitavecchia (Rome), Italy · Naples, Italy · … · Miami, Florida17 ports
Civitavecchia (Rome), Italy · Naples, Italy · Messina, Sicily, Italy · Valletta, Malta · Trapani, Italy · La Goulette, Tunisia · Cagliari, Sardinia, Italy · Mahon, Minorca, Spain · Palma de Mallorca, Spain · Barcelona, Spain · Valencia, Spain · Alicante, Spain · Malaga, Spain · Funchal, Madeira, Portugal · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayPompeii with a Licensed ArchaeologistTaormina's Ancient Greek Theatre, framed by Mount…St John's Co-Cathedral & the Caravaggio masterpieces +12 more
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from $7,799
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Oceania · Oceania InsigniaRound-trip
Bahamas 25 nights Nov 24 – Dec 19, 2026 from Miami, Florida
Miami, Florida · Tortola, B.V.I. · … · Miami, Florida18 ports
Miami, Florida · Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · Scarborough, Tobago · Kiel Canal, Germany · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Kiel Canal, Germany · Bridgetown, Barbados · Roseau, Dominica · Philipsburg, St. Maarten · San Juan, Puerto Rico · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Jost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachCosol Tours +6 more
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from $7,649
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Oceania · Oceania MarinaRepositioning
Mediterranean 15 nights Nov 25 – Dec 10, 2026 from Barcelona, Spain to Miami, Florida
Barcelona, Spain · Valencia, Spain · … · Miami, Florida8 ports
Barcelona, Spain · Valencia, Spain · Alicante, Spain · Malaga, Spain · Funchal, Madeira, Portugal · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Sagrada FamiliaOceanograficCastillo de Santa BárbaraGranada & the Alhambra +4 more
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from $2,940
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Virgin Voyages · Brilliant LadyRound-trip
Caribbean Nov 30, 2026 from Miami, Florida
Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida8 ports
Miami, Florida · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho BeachNorman IslandBuck Island Reef +3 more
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from $1,355
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Virgin Voyages · Resilient LadyRound-trip
Caribbean Dec 5, 2026 from Miami, Florida
Miami, Florida · St. Croix, U.S. Virgin Islands · … · Miami, Florida6 ports
Miami, Florida · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Buck Island ReefWalk El Morro & Old San Juan's City WallsThe full 27 jumps at the Damajagua Waterfalls +1 more
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from $1,184
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Virgin Voyages · Resilient LadyRound-trip
Bahamas Dec 19, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsMaho Beach +1 more
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from $1,598
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Virgin Voyages · Scarlet LadyRound-trip
Bahamas Dec 30, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsSwim with Wild Dolphins at Honeymoon Harbour
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from $1,682
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Virgin Voyages · Resilient LadyRound-trip
Bahamas Jan 3, 2027 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsThe full 27 jumps at the Damajagua WaterfallsSwim with Wild Dolphins at Honeymoon Harbour
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from $1,195
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Virgin Voyages · Brilliant LadyRound-trip
Bahamas Jan 11, 2027 from Miami, Florida
Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida8 ports
Miami, Florida · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho BeachNorman IslandBuck Island Reef +3 more
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from $1,747
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Virgin Voyages · Scarlet LadyRound-trip
Bahamas Jan 18, 2027 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsSwim with Wild Dolphins at Honeymoon Harbour
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from $970
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Virgin Voyages · Resilient LadyRound-trip
Caribbean Jan 24, 2027 from Miami, Florida
Miami, Florida · Key West, Florida · Grand Turk, Turks and Caicos · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkGibbs Cay Private Stingray Swim & Reef SnorkelThe full 27 jumps at the Damajagua Waterfalls
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from $1,023
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Virgin Voyages · Resilient LadyRound-trip
Caribbean Jan 30, 2027 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsMaho Beach +1 more
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from $1,356
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Oceania · Oceania MarinaRound-trip
Caribbean 12 nights Feb 1 – Feb 13, 2027 from Miami, Florida
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · … · Miami, Florida9 ports
Miami, Florida · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Port of Kingstown, St. Vincent & the Grenadines · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…ArubaPrivate Full-Day Curaçao Island Tour with Local Ex…La Soufrière Volcano Summit Hike +4 more
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from $3,899
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Virgin Voyages · Brilliant LadyRound-trip
Bahamas Feb 8, 2027 from Miami, Florida
Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida8 ports
Miami, Florida · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho BeachNorman IslandBuck Island Reef +3 more
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from $2,307
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Oceania · Oceania MarinaRound-trip
Caribbean 10 nights Feb 13 – Feb 23, 2027 from Miami, Florida
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida8 ports
Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Philipsburg, St. Maarten · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat CharterPrivate Half-Day Island Adventure & Trunk Bay BeachRandom Wind 'Paradise Day Sail' +3 more
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from $3,015
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Virgin Voyages · Valiant LadyRound-trip
Caribbean Feb 13, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Samana, Dominican Republic · Grand Turk, Turks and Caicos · Cabo Rojo, Dominican Republic · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsGibbs Cay Private Stingray Swim & Reef Snorkel
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from $1,966
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Virgin Voyages · Valiant LadyRound-trip
Caribbean Feb 20, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandCosol ToursSwim with wild green sea turtles + two shipwrecks… +2 more
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from $1,273
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Oceania · Oceania MarinaRound-trip
Caribbean 10 nights Feb 23 – Mar 5, 2027 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida8 ports
Miami, Florida · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Tortola, B.V.I. · Puerto Plata, Dominican Republic · Great Stirrup Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsMt. Liamuiga Volcano Crater HikeRandom Wind 'Paradise Day Sail' +3 more
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from $2,760
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Oceania · Oceania AlluraRound-trip
Bahamas 12 nights Feb 27 – Mar 11, 2027 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida9 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Falmouth, Jamaica · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Cabo Rojo, Dominican Republic · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarBlue Hole & Secret FallsAruba +3 more
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from $5,949
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Virgin Voyages · Scarlet LadyRound-trip
Caribbean Mar 1, 2027 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsSwim with Wild Dolphins at Honeymoon Harbour
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from $1,040
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Virgin Voyages · Brilliant LadyRound-trip
Caribbean Mar 8, 2027 from Miami, Florida
Miami, Florida · St. Maarten, Netherlands Antilles · … · Miami, Florida8 ports
Miami, Florida · St. Maarten, Netherlands Antilles · Road Town, Tortola, B.V.I. · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Maho BeachNorman IslandBuck Island Reef +3 more
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from $1,448
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Virgin Voyages · Scarlet LadyRound-trip
Bahamas Mar 15, 2027 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsSwim with Wild Dolphins at Honeymoon Harbour
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from $1,040
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Virgin Voyages · Valiant LadyRound-trip
Caribbean Mar 19, 2027 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 · Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · Roseau, Dominica · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Swim with wild green sea turtles + two shipwrecks…La Soufrière Volcano Summit Hike +2 more
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from $1,504
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Virgin Voyages · Resilient LadyRound-trip
Caribbean Mar 21, 2027 from Miami, Florida
Miami, Florida · Grand Turk, Turks and Caicos · Samana, Dominican Republic · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef SnorkelThe full 27 jumps at the Damajagua Waterfalls
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from $1,005
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Virgin Voyages · Resilient LadyRound-trip
Caribbean Mar 27, 2027 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida6 ports
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · St. Croix, U.S. Virgin Islands · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsWalk El Morro & Old San Juan's City WallsBuck Island Reef +1 more
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from $1,263
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Virgin Voyages · Scarlet LadyRound-trip
Bahamas Apr 12, 2027 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua WaterfallsSwim with Wild Dolphins at Honeymoon Harbour
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from $893
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Virgin Voyages · Scarlet LadyRound-trip
Bahamas Apr 17, 2027 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Bimini, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsThe full 27 jumps at the Damajagua WaterfallsSwim with Wild Dolphins at Honeymoon Harbour
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from $1,268
Book This Cruise@ Cruisebound
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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.

19 lines
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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