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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Showing 36 of 89 sailings
Princess · Caribbean PrincessRound-trip
Caribbean 7 nights Jul 5 – Jul 12, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · San Juan, Puerto Rico · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexGibbs Cay Private Stingray Swim & Reef Snorkel27 Charcos of DamajaguaWalk El Morro & Old San Juan's City Walls
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from $889
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Princess · Caribbean PrincessRound-trip
Caribbean 7 nights Jul 12 – Jul 19, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexWalk El Morro & Old San Juan's City Walls27 Charcos of DamajaguaGibbs Cay Private Stingray Swim & Reef Snorkel
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from $889
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Princess · Caribbean PrincessRound-trip
Bahamas 7 nights Jul 19 – Jul 26, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Nassau, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Nassau, Bahamas · Princess Cays, Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexSwim With the Wild Exuma PigsPrivate Bungalow Day27 Charcos of Damajagua +1 more
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from $879
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Princess · Caribbean PrincessRound-trip
Caribbean 7 nights Aug 2 – Aug 9, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexWalk El Morro & Old San Juan's City Walls27 Charcos of DamajaguaGibbs Cay Private Stingray Swim & Reef Snorkel
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from $731
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Princess · Caribbean PrincessRound-trip
Bahamas 7 nights Aug 9 – Aug 16, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Nassau, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Nassau, Bahamas · Princess Cays, Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexSwim With the Wild Exuma PigsPrivate Bungalow Day27 Charcos of Damajagua +1 more
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from $601
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Princess · Regal PrincessRound-trip
Caribbean 7 nights Sep 12 – Sep 19, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Maarten, Netherlands Antilles · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show27 Charcos of DamajaguaWalk El Morro & Old San Juan's City WallsMaho Beach
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from $641
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Princess · Caribbean PrincessRound-trip
Caribbean 7 nights Sep 13 – Sep 20, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexWalk El Morro & Old San Juan's City Walls27 Charcos of DamajaguaGibbs Cay Private Stingray Swim & Reef Snorkel
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from $571
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Princess · Caribbean PrincessRound-trip
Bahamas 7 nights Sep 27 – Oct 4, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Nassau, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Nassau, Bahamas · Princess Cays, Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexSwim With the Wild Exuma PigsPrivate Bungalow Day27 Charcos of Damajagua +1 more
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from $659
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Princess · Regal PrincessRound-trip
Caribbean 7 nights Oct 10 – Oct 17, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Princess Cays, Bahamas · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · Princess Cays, Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Nassau, Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowPrivate Bungalow Day27 Charcos of DamajaguaGibbs Cay Private Stingray Swim & Reef Snorkel +1 more
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from $683
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Princess · Caribbean PrincessRound-trip
Bahamas 7 nights Oct 11 – Oct 18, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Nassau, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Nassau, Bahamas · Princess Cays, Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexSwim With the Wild Exuma PigsPrivate Bungalow Day27 Charcos of Damajagua +1 more
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from $521
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Princess · Regal PrincessRound-trip
Caribbean 8 nights Oct 31 – Nov 8, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · St. Maarten, Netherlands Antilles · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowMaho BeachWalk El Morro & Old San Juan's City Walls27 Charcos of Damajagua +1 more
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from $529
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Princess · Star PrincessRound-trip
Bahamas 7 nights Oct 31 – Nov 7, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Celebration Key, Bahamas · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · Celebration Key, Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Bimini, Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowKayak the Lucayan Caves & Gold Rock Beach with the…27 Charcos of DamajaguaGibbs Cay Private Stingray Swim & Reef Snorkel +1 more
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from $491
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Princess · Star PrincessRound-trip
Caribbean 7 nights Nov 28 – Dec 5, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · Celebration Key, Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef Snorkel27 Charcos of DamajaguaKayak the Lucayan Caves & Gold Rock Beach with the…
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from $493
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Princess · Sky PrincessRound-trip
Caribbean 8 nights Nov 29 – Dec 7, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Princess Cays, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Princess Cays, Bahamas · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Bungalow DayWalk El Morro & Old San Juan's City Walls27 Charcos of Damajagua +1 more
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from $477
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Princess · Regal PrincessRound-trip
Caribbean 6 nights Dec 6 – Dec 12, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Celebration Key, Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowKayak the Lucayan Caves & Gold Rock Beach with the…27 Charcos of DamajaguaGibbs Cay Private Stingray Swim & Reef Snorkel
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from $485
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Princess · Sun PrincessRound-trip
Caribbean 7 nights Dec 6 – Dec 13, 2026 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Celebration Key, Bahamas · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowKayak the Lucayan Caves & Gold Rock Beach with the…Walk El Morro & Old San Juan's City Walls27 Charcos of Damajagua
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from $457
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Princess · Sky PrincessRound-trip
Caribbean 6 nights Dec 7 – Dec 13, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Celebration Key, Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexKayak the Lucayan Caves & Gold Rock Beach with the…27 Charcos of DamajaguaGibbs Cay Private Stingray Swim & Reef Snorkel
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from $462
Book This Cruise@ Cruisebound
Princess · Sky PrincessRound-trip
Caribbean 8 nights Dec 13 – Dec 21, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Celebration Key, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Celebration Key, Bahamas · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · San Juan, Puerto Rico · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexKayak the Lucayan Caves & Gold Rock Beach with the…Gibbs Cay Private Stingray Swim & Reef Snorkel27 Charcos of Damajagua +1 more
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from $482
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Princess · Sky PrincessRound-trip
Caribbean 6 nights Dec 21 – Dec 27, 2026 from Port Canaveral, Florida
Port Canaveral, Florida · Celebration Key, Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexKayak the Lucayan Caves & Gold Rock Beach with the…27 Charcos of DamajaguaGibbs Cay Private Stingray Swim & Reef Snorkel
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from $714
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Princess · Star PrincessRound-trip
Caribbean 7 nights Dec 26 – Jan 2, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · Celebration Key, Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef Snorkel27 Charcos of DamajaguaKayak the Lucayan Caves & Gold Rock Beach with the…
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from $1,311
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Princess · Sky PrincessRound-trip
Caribbean 8 nights Dec 27 – Jan 4, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Princess Cays, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Princess Cays, Bahamas · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexPrivate Bungalow DayWalk El Morro & Old San Juan's City Walls27 Charcos of Damajagua +1 more
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from $1,211
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Princess · Sun PrincessRound-trip
Caribbean 7 nights Jan 3 – Jan 10, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef SnorkelWalk El Morro & Old San Juan's City Walls27 Charcos of Damajagua
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from $517
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Princess · Sky PrincessRound-trip
Caribbean 6 nights Jan 4 – Jan 10, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Celebration Key, Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexKayak the Lucayan Caves & Gold Rock Beach with the…27 Charcos of DamajaguaGibbs Cay Private Stingray Swim & Reef Snorkel
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from $498
Book This Cruise@ Cruisebound
Princess · Star PrincessRound-trip
Bahamas 7 nights Jan 9 – Jan 16, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Amber Cove, Dominican Republic · Bimini, Bahamas · Celebration Key, Bahamas · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef Snorkel27 Charcos of DamajaguaSwim with Wild Dolphins at Honeymoon Harbour +1 more
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from $644
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Princess · Sky PrincessRound-trip
Caribbean 8 nights Jan 10 – Jan 18, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Celebration Key, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Celebration Key, Bahamas · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexKayak the Lucayan Caves & Gold Rock Beach with the…Walk El Morro & Old San Juan's City Walls27 Charcos of Damajagua +1 more
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from $556
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Princess · Sun PrincessRound-trip
Caribbean 7 nights Jan 17 – Jan 24, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Celebration Key, Bahamas · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowKayak the Lucayan Caves & Gold Rock Beach with the…Walk El Morro & Old San Juan's City Walls27 Charcos of Damajagua
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from $480
Book This Cruise@ Cruisebound
Princess · Sky PrincessRound-trip
Caribbean 6 nights Jan 18 – Jan 24, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Celebration Key, Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexKayak the Lucayan Caves & Gold Rock Beach with the…27 Charcos of DamajaguaGibbs Cay Private Stingray Swim & Reef Snorkel
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from $474
Book This Cruise@ Cruisebound
Princess · Regal PrincessRound-trip
Caribbean 8 nights Jan 23 – Jan 31, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Amber Cove, Dominican Republic · … · Fort Lauderdale (Port Everglades), Florida6 ports
Fort Lauderdale (Port Everglades), Florida · Amber Cove, Dominican Republic · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Grand Turk, Turks and Caicos · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show27 Charcos of DamajaguaWalk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac… +1 more
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from $858
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Princess · Sky PrincessRound-trip
Caribbean 8 nights Jan 24 – Feb 1, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Celebration Key, Bahamas · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Celebration Key, Bahamas · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexKayak the Lucayan Caves & Gold Rock Beach with the…Walk El Morro & Old San Juan's City Walls27 Charcos of Damajagua +1 more
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from $542
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Princess · Crown PrincessRound-trip
Caribbean 7 nights Jan 29 – Feb 5, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · San Juan, Puerto Rico · … · Bridgetown, Barbados7 ports
Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Guadeloupe, Caribbean · Dominica, Caribbean · St. Georges, Grenada, West Indies · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Boiling Lake & Valley of Desolation +1 more
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from $889
Book This Cruise@ Cruisebound
Princess · Sun PrincessRound-trip
Caribbean 7 nights Jan 31 – Feb 7, 2027 from Fort Lauderdale (Port Everglades), Florida
Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowGibbs Cay Private Stingray Swim & Reef SnorkelWalk El Morro & Old San Juan's City Walls27 Charcos of Damajagua
View →
from $517
Book This Cruise@ Cruisebound
Princess · Sky PrincessRound-trip
Caribbean 6 nights Feb 1 – Feb 7, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Celebration Key, Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexKayak the Lucayan Caves & Gold Rock Beach with the…27 Charcos of DamajaguaGibbs Cay Private Stingray Swim & Reef Snorkel
View →
from $460
Book This Cruise@ Cruisebound
Princess · Crown PrincessRound-trip
Caribbean 7 nights Feb 5 – Feb 12, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · San Juan, Puerto Rico · … · Bridgetown, Barbados7 ports
Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · Dominica, Caribbean · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Maho Beach +2 more
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from $961
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Princess · Crown PrincessRound-trip
Caribbean 7 nights Feb 7 – Feb 14, 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 · St. Maarten, Netherlands Antilles · Antigua, Antigua & Barbuda · Dominica, Caribbean · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Maho BeachAdventure Antigua +2 more
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from $636
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Princess · Sky PrincessRound-trip
Caribbean 8 nights Feb 7 – Feb 15, 2027 from Port Canaveral, Florida
Port Canaveral, Florida · Grand Turk, Turks and Caicos · … · Port Canaveral, Florida6 ports
Port Canaveral, Florida · Grand Turk, Turks and Caicos · San Juan, Puerto Rico · Amber Cove, Dominican Republic · Celebration Key, Bahamas · Port Canaveral, Florida
★ Bucket-list Kennedy Space Center Visitor ComplexGibbs Cay Private Stingray Swim & Reef SnorkelWalk El Morro & Old San Juan's City Walls27 Charcos of Damajagua +1 more
View →
from $696
Book This Cruise@ Cruisebound
Princess · Crown PrincessRound-trip
Caribbean 7 nights Feb 12 – Feb 19, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · San Juan, Puerto Rico · … · Bridgetown, Barbados7 ports
Bridgetown, Barbados · San Juan, Puerto Rico · St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Dominica, Caribbean · St. Georges, Grenada, West Indies · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Walk El Morro & Old San Juan's City WallsPrivate Catamaran Sail & Snorkel at Honeymoon Beac…Mt. Liamuiga Volcano Crater Hike +2 more
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from $889
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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