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 ×Viking Ocean ×Visits Dominica × Clear all
Showing 36 of 88 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
Book This Cruise@ Cruisebound
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
Book This Cruise@ Cruisebound
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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Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Nov 5 – Nov 15, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
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from $5,399
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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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Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Nov 15 – Nov 25, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
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from $4,999
Book This Cruise@ Cruisebound
Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Nov 25 – Dec 5, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
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from $5,199
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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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Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Dec 5 – Dec 15, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
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from $5,599
Book This Cruise@ Cruisebound
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
Book This Cruise@ Cruisebound
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
Book This Cruise@ Cruisebound
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
Book This Cruise@ Cruisebound
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
View →
from $1,195
Book This Cruise@ Cruisebound
Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Jan 5 – Jan 15, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +5 more
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from $6,399
Book This Cruise@ Cruisebound
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
Book This Cruise@ Cruisebound
Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Jan 15 – Jan 25, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
View →
from $6,099
Book This Cruise@ Cruisebound
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
View →
from $970
Book This Cruise@ Cruisebound
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
Book This Cruise@ Cruisebound
Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Jan 25 – Feb 4, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
View →
from $6,099
Book This Cruise@ Cruisebound
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
View →
from $1,356
Book This Cruise@ Cruisebound
Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Feb 4 – Feb 14, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
View →
from $6,599
Book This Cruise@ Cruisebound
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
Book This Cruise@ Cruisebound
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
View →
from $1,966
Book This Cruise@ Cruisebound
Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Feb 14 – Feb 24, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
View →
from $6,299
Book This Cruise@ Cruisebound
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
Book This Cruise@ Cruisebound
Viking Ocean · Viking SeaRound-trip
Caribbean 10 nights Feb 24 – Mar 6, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater HikeCosol Tours +5 more
View →
from $6,299
Book This Cruise@ Cruisebound
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
View →
from $1,040
Book This Cruise@ Cruisebound
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
View →
from $1,448
Book This Cruise@ Cruisebound
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
View →
from $1,040
Book This Cruise@ Cruisebound
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
Book This Cruise@ Cruisebound
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
View →
from $1,005
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
aboard
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