Bucket-List Cruise Adventures

Pick your sailing — we plan the whole adventure

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
Where to? tap as many as you like Caribbean Mediterranean Alaska Bahamas Mexico Northern Europe Hawaii Bermuda Europe Asia Australia & South Pacific Panama Canal South America North America Pacific Middle East Africa
Trip tap one or more Round-trip One-way Repositioning
Length tap one or more 3–5 nights 6–8 nights 9–12 nights 13+ nights
Cruise level tap one or more Luxury Premium Contemporary River
+ pick specific cruise lines · 2 selected
Luxury Azamara Oceania Regent Seabourn Viking Ocean River AmaWaterways Avalon Viking River Premium Celebrity Cunard Disney Holland America Princess Virgin Voyages Contemporary Carnival Costa MSC Cruises Norwegian Royal Caribbean
Must visit a specific port clear
Reset
Filtering Virgin Voyages ×Azamara ×Visits Dominica × Clear all
Showing 36 of 72 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
View →
from $1,088
Book This Cruise@ Cruisebound
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
View →
from $1,038
Book This Cruise@ Cruisebound
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
View →
from $988
Book This Cruise@ Cruisebound
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
View →
from $838
Book This Cruise@ Cruisebound
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
View →
from $888
Book This Cruise@ Cruisebound
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
View →
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
View →
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
View →
from $1,419
Book This Cruise@ Cruisebound
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
View →
from $1,349
Book This Cruise@ Cruisebound
Azamara · Azamara JourneyRound-trip
Caribbean 14 nights Nov 14 – Nov 28, 2026 from Bridgetown, Barbados
Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados15 ports
Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Scarborough, Tobago · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursBoiling Lake HikeMt. Liamuiga Volcano Crater Hike +8 more
View →
from $4,856
Book This Cruise@ Cruisebound
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
View →
from $1,355
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
View →
from $1,184
Book This Cruise@ Cruisebound
Azamara · Azamara JourneyOne-way
Caribbean 6 nights Dec 12 – Dec 18, 2026 from Bridgetown, Barbados to San Juan, Puerto Rico
Bridgetown, Barbados · Castries, St. Lucia · … · San Juan, Puerto Rico7 ports
Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · San Juan, Puerto Rico
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursBoiling Lake HikeMt. Liamuiga Volcano Crater Hike +3 more
View →
from $1,645
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
View →
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
View →
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
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
View →
from $1,747
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
View →
from $1,023
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
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
View →
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
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
View →
from $1,273
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
View →
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
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
View →
from $1,263
Book This Cruise@ Cruisebound
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
View →
from $893
Book This Cruise@ Cruisebound
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
View →
from $1,268
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Caribbean Jun 26, 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 $1,043
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Caribbean Aug 2, 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 $992
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Caribbean Sep 13, 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 $942
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Oct 11, 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 $942
Book This Cruise@ Cruisebound
Virgin Voyages · Valiant LadyRound-trip
Bahamas Oct 25, 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 $942
Book This Cruise@ Cruisebound
Load more 36 more

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