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 ×Carnival ×Visits St. Lucia × Clear all
Showing 29 of 29 sailings
Virgin Voyages · Valiant LadyRound-trip
Caribbean Nov 7, 2026 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 · Bridgetown, Barbados · Castries, St. Lucia · 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 WallsMaho BeachSwim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more
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from $1,755
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Virgin Voyages · Valiant LadyRound-trip
Caribbean Nov 14, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandPrivate Half-Day Island Adventure & Trunk Bay BeachCosol Tours +1 more
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from $1,153
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Virgin Voyages · Valiant LadyRound-trip
Caribbean Dec 12, 2026 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 · Bridgetown, Barbados · Castries, St. Lucia · 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 WallsMaho BeachSwim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more
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from $1,335
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Virgin Voyages · Valiant LadyRound-trip
Caribbean Dec 26, 2026 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 · Fort-de-France, Martinique · Bridgetown, Barbados · Castries, St. Lucia · St. John's, Antigua · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsMaho BeachMount Pelée & Saint-PierreSwim with wild green sea turtles + two shipwrecks… +2 more
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from $2,039
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Carnival · Carnival DreamRound-trip
Caribbean Jan 2, 2027 from Galveston, Texas
Galveston, Texas · Ocho Rios, Jamaica · … · Galveston, Texas8 ports
Galveston, Texas · Ocho Rios, Jamaica · Bridgetown, Barbados · St. Lucia, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Galveston, Texas
★ Bucket-list Moody GardensBlue HoleSwim with wild green sea turtles + two shipwrecks…Gros Piton Summit Hike +3 more
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from $903
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Virgin Voyages · Valiant LadyRound-trip
Caribbean Jan 2, 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. · Bridgetown, Barbados · 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 WallsNorman IslandSwim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more
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from $1,213
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Virgin Voyages · Valiant LadyRound-trip
Caribbean Jan 16, 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 · Bridgetown, Barbados · Castries, St. Lucia · 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 WallsMaho BeachSwim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more
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from $1,271
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Virgin Voyages · Valiant LadyRound-trip
Caribbean Jan 23, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Castries, St. Lucia · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandMt. Liamuiga Volcano Crater HikePrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $1,127
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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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Virgin Voyages · Valiant LadyRound-trip
Caribbean Mar 6, 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 · Bridgetown, Barbados · Castries, St. Lucia · St. John's, Antigua · Road Town, Tortola, B.V.I. · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsMaho BeachSwim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more
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from $1,283
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Carnival · Carnival FirenzeRound-trip
Caribbean Mar 8, 2027 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida7 ports
Miami, Florida · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Lucia, Caribbean · Antigua, Antigua & Barbuda · St. Thomas, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater HikeGros Piton Summit Hike +2 more
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from $640
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Virgin Voyages · Valiant LadyRound-trip
Caribbean Mar 13, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico6 ports
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Castries, St. Lucia · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandMt. Liamuiga Volcano Crater HikePrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $1,187
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Virgin Voyages · Scarlet LadyRound-trip
Caribbean Nov 12, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Road Town, Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandMt. Liamuiga Volcano Crater HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,134
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Virgin Voyages · Scarlet LadyRound-trip
Caribbean Nov 27, 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. · Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandSwim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more
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from $932
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Carnival · Carnival FirenzeRound-trip
Caribbean Nov 28, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida10 ports
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Grenada, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Adventure AntiguaGros Piton Summit Hike +4 more
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from $867
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Carnival · Carnival PrideRound-trip
Caribbean Nov 28, 2027 from Baltimore, Maryland
Baltimore, Maryland · Philipsburg, St. Maarten · … · Baltimore, Maryland7 ports
Baltimore, Maryland · Philipsburg, St. Maarten · Fort-de-France, Martinique · Bridgetown, Barbados · St. Lucia, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Baltimore, Maryland
★ Bucket-list Random Wind 'Paradise Day Sail'Mount Pelée & Saint-PierreSwim with wild green sea turtles + two shipwrecks…Gros Piton Summit Hike +1 more
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from $1,142
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Carnival · Carnival ConquestRound-trip
Caribbean Nov 29, 2027 from Miami, Florida
Miami, Florida · St. Thomas, U.S. Virgin Islands · … · Miami, Florida8 ports
Miami, Florida · St. Thomas, U.S. Virgin Islands · Guadeloupe, Caribbean · St. Lucia, Caribbean · Fort-de-France, Martinique · Philipsburg, St. Maarten · Celebration Key, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Catamaran Sail & Snorkel at Honeymoon Beac…Gros Piton Summit HikeMount Pelée & Saint-Pierre +2 more
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from $778
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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 WallsMaho BeachPrivate Half-Day Island Adventure & Trunk Bay BeachCosol Tours +1 more
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from $997
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Carnival · Carnival PrideRound-trip
Caribbean Jan 9, 2028 from Baltimore, Maryland
Baltimore, Maryland · St. Thomas, U.S. Virgin Islands · … · Baltimore, Maryland9 ports
Baltimore, Maryland · St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Dominica, Caribbean · St. Lucia, Caribbean · Bridgetown, Barbados · Antigua, Antigua & Barbuda · Tortola, B.V.I. · Baltimore, Maryland
★ Bucket-list Private Catamaran Sail & Snorkel at Honeymoon Beac…Random Wind 'Paradise Day Sail'Boiling Lake & Valley of DesolationGros Piton Summit Hike +3 more
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from $1,253
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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 WallsArubaCosol ToursPrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $973
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Carnival · Carnival BreezeRound-trip
Caribbean Jan 29, 2028 from Galveston, Texas
Galveston, Texas · Ocho Rios, Jamaica · … · Galveston, Texas9 ports
Galveston, Texas · Ocho Rios, Jamaica · St. Croix, U.S. Virgin Islands · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Galveston, Texas
★ Bucket-list Moody GardensBlue HoleBuck Island ReefAdventure Antigua +4 more
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from $1,324
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Carnival · Carnival FirenzeRound-trip
Caribbean Feb 6, 2028 from Port Canaveral, Florida
Port Canaveral, Florida · Grand Turk, Turks and Caicos · … · Port Canaveral, Florida10 ports
Port Canaveral, Florida · Grand Turk, Turks and Caicos · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · St. Lucia, Caribbean · Bridgetown, Barbados · Fort-de-France, Martinique · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexGibbs Cay Private Stingray Swim & Reef SnorkelArubaKlein Curaçao Private Day Trip +5 more
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from $879
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Virgin Voyages · Scarlet LadyRound-trip
Caribbean Feb 12, 2028 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 · 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 WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Swim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more
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from $1,057
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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 WallsArubaCosol ToursPrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $1,113
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Carnival · Carnival FirenzeRound-trip
Caribbean Mar 19, 2028 from Port Canaveral, Florida
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida10 ports
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Grenada, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · St. Croix, U.S. Virgin Islands · San Juan, Puerto Rico · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Adventure AntiguaGros Piton Summit Hike +4 more
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from $1,033
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Carnival · Carnival MiracleRound-trip
Caribbean Mar 25, 2028 from Baltimore, Maryland
Baltimore, Maryland · Philipsburg, St. Maarten · … · Baltimore, Maryland9 ports
Baltimore, Maryland · Philipsburg, St. Maarten · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Dominica, Caribbean · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. Thomas, U.S. Virgin Islands · Baltimore, Maryland
★ Bucket-list Random Wind 'Paradise Day Sail'Adventure AntiguaGros Piton Summit HikeSwim with wild green sea turtles + two shipwrecks… +3 more
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from $1,053
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Carnival · Carnival FirenzeRound-trip
Caribbean Apr 2, 2028 from Port Canaveral, Florida
Port Canaveral, Florida · Amber Cove, Dominican Republic · … · Port Canaveral, Florida10 ports
Port Canaveral, Florida · Amber Cove, Dominican Republic · Port of Oranjestad, Aruba, Caribbean · Curacao, Caribbean · St. Lucia, Caribbean · Bridgetown, Barbados · Fort-de-France, Martinique · Philipsburg, St. Maarten · St. Thomas, U.S. Virgin Islands · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor Complex27 Charcos of DamajaguaArubaKlein Curaçao Private Day Trip +5 more
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from $903
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Virgin Voyages · Scarlet LadyRound-trip
Caribbean Apr 8, 2028 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. · Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsNorman IslandSwim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more
View →
from $1,118
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Carnival · Carnival FirenzeRound-trip
Caribbean Apr 16, 2028 from Port Canaveral, Florida
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · … · Port Canaveral, Florida10 ports
Port Canaveral, Florida · St. Thomas, U.S. Virgin Islands · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Grenada, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Tortola, B.V.I. · San Juan, Puerto Rico · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Adventure AntiguaGros Piton Summit Hike +4 more
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from $891
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.

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