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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Where to? tap as many as you like 1 selected · clear Caribbean Mediterranean Alaska Bahamas Mexico Northern Europe Hawaii Bermuda Europe Asia Australia & South Pacific Panama Canal South America North America Pacific Middle East Africa
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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
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Showing 36 of 181 sailings
Celebrity · Celebrity SilhouetteOne-way
Bermuda 7 nights Jun 14 – Jun 21, 2026 from Cape Liberty (Bayonne), New Jersey
Cape Liberty (Bayonne), New Jersey · Royal Naval Dockyard, Bermuda · Cape Liberty (Bayonne), New Jersey
★ Bucket-list Statue of Liberty & Ellis IslandPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,467
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Celebrity · Celebrity SilhouetteOne-way
Europe 13 nights Jun 21 – Jul 4, 2026 from Cape Liberty (Bayonne), New Jersey to Reykjavik, Iceland
Cape Liberty (Bayonne), New Jersey · Halifax, Nova Scotia · … · Reykjavik, Iceland9 ports
Cape Liberty (Bayonne), New Jersey · Halifax, Nova Scotia · Sydney, Nova Scotia · St. Johns, Newfoundland · Qaqortoq, Greenland · Prins Christian Sund(cruise) · Akureyri, Iceland · Isafjord, Iceland · Reykjavik, Iceland
★ Bucket-list Statue of Liberty & Ellis IslandPeggy's Cove & LunenburgBridgeClimb SydneyDynjandi Waterfall +1 more
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from $1,456
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Celebrity · Celebrity SummitOne-way
Mexico 17 nights Oct 1 – Oct 18, 2026 from Los Angeles, California to Tampa, Florida
Los Angeles, California · Puerto Vallarta, Mexico · … · Tampa, Florida9 ports
Los Angeles, California · Puerto Vallarta, Mexico · Puerto Quetzal, Guatemala · Puntarenas, Costa Rica · Panama Canal, Panama · Cartagena, Colombia · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Tampa, Florida
★ Bucket-list Warner Bros. Studio Tour HollywoodHidden Beach at Marietas IslandsThe Roman Theatre of Cartagena with the Rafael Mon…Stingray City Sandbar +1 more
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from $1,578
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Viking Ocean · Viking SeaRepositioning
Caribbean 20 nights Oct 16 – Nov 5, 2026 from Civitavecchia (Rome), Italy to San Juan, Puerto Rico
Civitavecchia (Rome), Italy · Florence, Italy · … · San Juan, Puerto Rico13 ports
Civitavecchia (Rome), Italy · Florence, Italy · Monte Carlo, Monaco · Marseille, France · Sete, France · Barcelona, Spain · Valencia, Spain · Sail the Alboran Sea · Sail the Atlantic Ocean · Funchal, Madeira, Portugal · Sail the Atlantic Ocean · Philipsburg, St. Maarten · San Juan, Puerto Rico
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayUffizi GalleryCasino de Monte-CarloCalanques National Park Boat Cruise from the Old P… +6 more
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from $7,398
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Celebrity · Celebrity ApexRepositioning
Northern Europe Oct 18, 2026 from Southampton, England to Orlando, Florida
Southampton, England · Vigo, Spain · … · Orlando, Florida6 ports
Southampton, England · Vigo, Spain · Lisbon, Portugal · Ponta Delgada, Azores, Portugal · Royal Naval Dockyard, Bermuda · Orlando, Florida
★ Bucket-list Stand Inside Stonehenge & See the Original 1215 Ma…SintraPrivate Island Wrap-Around Van Tour of Bermuda
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from $1,401
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Celebrity · Celebrity SummitRound-trip
Bahamas 7 nights Oct 18 – Oct 25, 2026 from Tampa, Florida
Tampa, Florida · Key West, Florida · Bimini, Bahamas · Nassau, Bahamas · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterDry Tortugas National ParkSwim with Wild Dolphins at Honeymoon HarbourSwim With the Wild Exuma Pigs
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from $647
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Viking Ocean · Viking SeaRepositioning
Caribbean 13 nights Oct 23 – Nov 5, 2026 from Barcelona, Spain to San Juan, Puerto Rico
Barcelona, Spain · Valencia, Spain · … · San Juan, Puerto Rico8 ports
Barcelona, Spain · Valencia, Spain · Sail the Alboran Sea · Sail the Atlantic Ocean · Funchal, Madeira, Portugal · Sail the Atlantic Ocean · Philipsburg, St. Maarten · San Juan, Puerto Rico
★ Bucket-list Sagrada FamiliaOceanograficPico do Arieiro to Pico RuivoRandom Wind 'Paradise Day Sail' +1 more
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from $3,299
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Celebrity · Celebrity SummitRound-trip
Mexico 7 nights Oct 25 – Nov 1, 2026 from Tampa, Florida
Tampa, Florida · Cozumel, Mexico · Belize City, Belize · Costa Maya, Mexico · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterEl Cielo + Palancar + Columbia 3-Stop SnorkelGreat Blue Hole Flightseeing & Lighthouse Reef Sno…Chacchoben Mayan Ruins
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from $670
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Celebrity · Celebrity ApexRound-trip
Caribbean 7 nights Oct 31 – Nov 7, 2026 from Orlando, Florida
Orlando, Florida · Key West, Florida · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Orlando, Florida
★ Bucket-list Dry Tortugas National ParkStingray City SandbarEl Cielo + Palancar + Columbia 3-Stop Snorkel
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from $872
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Celebrity · Celebrity SummitRound-trip
Bahamas 7 nights Nov 1 – Nov 8, 2026 from Tampa, Florida
Tampa, Florida · Key West, Florida · Bimini, Bahamas · Nassau, Bahamas · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterDry Tortugas National ParkSwim with Wild Dolphins at Honeymoon HarbourSwim With the Wild Exuma Pigs
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from $707
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Celebrity · Celebrity ConstellationRepositioning
Mediterranean 15 nights Nov 2 – Nov 17, 2026 from Civitavecchia (Rome), Italy to San Juan, Puerto Rico
Civitavecchia (Rome), Italy · Valencia, Spain · … · San Juan, Puerto Rico7 ports
Civitavecchia (Rome), Italy · Valencia, Spain · Cartagena, Spain · Malaga, Spain · Tangier, Morocco · Philipsburg, St. Maarten · San Juan, Puerto Rico
★ Bucket-list Vatican, Sistine Chapel & Colosseum in One DayOceanograficThe Roman Theatre of Cartagena with the Rafael Mon…Granada & the Alhambra +3 more
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from $792
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Viking Ocean · Viking MarsOne-way
Panama Canal 10 nights Nov 3 – Nov 13, 2026 from Fort Lauderdale (Port Everglades), Florida to Panama City, Panama
Fort Lauderdale (Port Everglades), Florida · Sail the Caribbean Sea · … · Panama City, Panama10 ports
Fort Lauderdale (Port Everglades), Florida · Sail the Caribbean Sea · Cozumel, Mexico · Belize City, Belize · Roatan, Honduras · Sail the Caribbean Sea · Puerto Limon, Costa Rica · Colon, Panama · Scenic Sailing: Panama Canal · Panama City, Panama
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowEl Cielo + Palancar + Columbia 3-Stop SnorkelGreat Blue Hole Flightseeing & Lighthouse Reef Sno…Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +1 more
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from $4,799
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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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Celebrity · Celebrity ApexRound-trip
Caribbean 7 nights Nov 7 – Nov 14, 2026 from Orlando, Florida
Orlando, Florida · Puerto Plata, Dominican Republic · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Orlando, Florida
★ Bucket-list The full 27 jumps at the Damajagua WaterfallsPrivate Full-Day Boat CharterMt. Liamuiga Volcano Crater Hike
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from $938
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Celebrity · Celebrity SummitRound-trip
Caribbean 7 nights Nov 8 – Nov 15, 2026 from Tampa, Florida
Tampa, Florida · Belize City, Belize · Cozumel, Mexico · Costa Maya, Mexico · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterGreat Blue Hole Flightseeing & Lighthouse Reef Sno…El Cielo + Palancar + Columbia 3-Stop SnorkelChacchoben Mayan Ruins
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from $1,124
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Viking Ocean · Viking MarsOne-way
Caribbean 10 nights Nov 13 – Nov 23, 2026 from Panama City, Panama to Fort Lauderdale (Port Everglades), Florida
Panama City, Panama · Scenic Sailing: Panama Canal · … · Fort Lauderdale (Port Everglades), Florida10 ports
Panama City, Panama · Scenic Sailing: Panama Canal · Colon, Panama · Puerto Limon, Costa Rica · Sail the Caribbean Sea · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Sail the Caribbean Sea · Fort Lauderdale (Port Everglades), Florida
★ Bucket-list Panama Canal Full TransitHold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Great Blue Hole Flightseeing & Lighthouse Reef Sno…El Cielo + Palancar + Columbia 3-Stop Snorkel +1 more
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from $4,599
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Celebrity · Celebrity ApexRound-trip
Mexico 7 nights Nov 14 – Nov 21, 2026 from Orlando, Florida
Orlando, Florida · Nassau, Bahamas · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Orlando, Florida
★ Bucket-list Swim With the Wild Exuma PigsStingray City SandbarEl Cielo + Palancar + Columbia 3-Stop Snorkel
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from $709
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Celebrity · Celebrity SummitRound-trip
Bahamas 7 nights Nov 15 – Nov 22, 2026 from Tampa, Florida
Tampa, Florida · Key West, Florida · Bimini, Bahamas · Nassau, Bahamas · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterDry Tortugas National ParkSwim with Wild Dolphins at Honeymoon HarbourSwim With the Wild Exuma Pigs
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from $772
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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
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Celebrity · Celebrity ConstellationRound-trip
Caribbean 11 nights Nov 17 – Nov 28, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · Fort-de-France, Martinique · Roseau, Dominica · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachCosol Tours +4 more
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from $917
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Celebrity · Celebrity ApexRound-trip
Caribbean 7 nights Nov 21 – Nov 28, 2026 from Orlando, Florida
Orlando, Florida · Puerto Plata, Dominican Republic · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Orlando, Florida
★ Bucket-list The full 27 jumps at the Damajagua WaterfallsPrivate Full-Day Boat CharterMt. Liamuiga Volcano Crater Hike
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from $1,788
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Celebrity · Celebrity SummitRound-trip
Caribbean 7 nights Nov 22 – Nov 29, 2026 from Tampa, Florida
Tampa, Florida · Cozumel, Mexico · Belize City, Belize · Georgetown, Grand Cayman, Cayman Islands · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterEl Cielo + Palancar + Columbia 3-Stop SnorkelGreat Blue Hole Flightseeing & Lighthouse Reef Sno…Stingray City Sandbar
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from $580
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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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Celebrity · Celebrity ApexRound-trip
Caribbean 7 nights Nov 28 – Dec 5, 2026 from Orlando, Florida
Orlando, Florida · Key West, Florida · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Orlando, Florida
★ Bucket-list Dry Tortugas National ParkStingray City SandbarEl Cielo + Palancar + Columbia 3-Stop Snorkel
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from $1,025
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Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Nov 28 – Dec 5, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeBoiling Lake Hike +2 more
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from $910
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Celebrity · Celebrity SummitRound-trip
Bahamas 7 nights Nov 29 – Dec 6, 2026 from Tampa, Florida
Tampa, Florida · Key West, Florida · Bimini, Bahamas · Nassau, Bahamas · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterDry Tortugas National ParkSwim with Wild Dolphins at Honeymoon HarbourSwim With the Wild Exuma Pigs
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from $586
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Celebrity · Celebrity ApexRound-trip
Caribbean 7 nights Dec 5 – Dec 12, 2026 from Orlando, Florida
Orlando, Florida · Puerto Plata, Dominican Republic · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Orlando, Florida
★ Bucket-list The full 27 jumps at the Damajagua WaterfallsPrivate Full-Day Boat CharterMt. Liamuiga Volcano Crater Hike
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from $1,517
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Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Dec 5 – Dec 12, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Full-Day Boat CharterRandom Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more
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from $603
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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
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Celebrity · Celebrity SummitRound-trip
Caribbean 7 nights Dec 6 – Dec 13, 2026 from Tampa, Florida
Tampa, Florida · Cozumel, Mexico · Belize City, Belize · Costa Maya, Mexico · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterEl Cielo + Palancar + Columbia 3-Stop SnorkelGreat Blue Hole Flightseeing & Lighthouse Reef Sno…Chacchoben Mayan Ruins
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from $612
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Viking Ocean · Viking MarsOne-way
Caribbean 10 nights Dec 7 – Dec 17, 2026 from Fort Lauderdale (Port Everglades), Florida to Panama City, Panama
Fort Lauderdale (Port Everglades), Florida · Sail the Caribbean Sea · … · Panama City, Panama10 ports
Fort Lauderdale (Port Everglades), Florida · Sail the Caribbean Sea · Cozumel, Mexico · Belize City, Belize · Roatan, Honduras · Sail the Caribbean Sea · Puerto Limon, Costa Rica · Colon, Panama · Scenic Sailing: Panama Canal · Panama City, Panama
★ Bucket-list Everglades Airboat Skim + Gator Boys Live ShowEl Cielo + Palancar + Columbia 3-Stop SnorkelGreat Blue Hole Flightseeing & Lighthouse Reef Sno…Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha… +1 more
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from $3,699
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Celebrity · Celebrity ApexRound-trip
Mexico 7 nights Dec 12 – Dec 19, 2026 from Orlando, Florida
Orlando, Florida · Key West, Florida · Georgetown, Grand Cayman, Cayman Islands · Cozumel, Mexico · Orlando, Florida
★ Bucket-list Dry Tortugas National ParkStingray City SandbarEl Cielo + Palancar + Columbia 3-Stop Snorkel
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from $943
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Celebrity · Celebrity ConstellationRound-trip
Caribbean 7 nights Dec 12 – Dec 19, 2026 from San Juan, Puerto Rico
San Juan, Puerto Rico · Tortola, B.V.I. · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · St. Georges, Grenada, West Indies · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsJost Van DykeMt. Liamuiga Volcano Crater HikeBoiling Lake Hike +2 more
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from $582
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Celebrity · Celebrity SummitRound-trip
Bahamas 7 nights Dec 13 – Dec 20, 2026 from Tampa, Florida
Tampa, Florida · Bimini, Bahamas · Key West, Florida · Grand Bahama Island · Tampa, Florida
★ Bucket-list Clearwater Beach Private Luxury CharterSwim with Wild Dolphins at Honeymoon HarbourDry Tortugas National ParkUNEXSO
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from $570
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Viking Ocean · Viking SeaRound-trip
Caribbean 21 nights Dec 15 – Jan 5, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Sail the Caribbean Sea · … · San Juan, Puerto Rico18 ports
San Juan, Puerto Rico · Sail the Caribbean Sea · Bridgetown, Barbados · Sail the Caribbean Sea · Iles du Salut, Guiana · Sail the Atlantic Ocean · Sail The Amazon River · Santarem, Brazil · Parintins, Brazil · Manaus, Brazil · Sail the Amazon River · Belem, Brazil · Sail the Atlantic Ocean · Scarborough, Tobago · Castries, St. Lucia · St. John's, Antigua · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsSwim with wild green sea turtles + two shipwrecks…Cosol ToursPrivate Half-Day Island Adventure & Trunk Bay Beach +1 more
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from $12,499
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Viking Ocean · Viking MarsOne-way
Panama Canal 10 nights Dec 17 – Dec 27, 2026 from Panama City, Panama to West Palm Beach (Port of Palm Beach), Florida
Panama City, Panama · Scenic Sailing: Panama Canal · … · West Palm Beach (Port of Palm Beach), Florida10 ports
Panama City, Panama · Scenic Sailing: Panama Canal · Colon, Panama · Puerto Limon, Costa Rica · Sail the Caribbean Sea · Roatan, Honduras · Belize City, Belize · Cozumel, Mexico · Sail the Caribbean Sea · West Palm Beach (Port of Palm Beach), Florida
★ Bucket-list Panama Canal Full TransitHold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Great Blue Hole Flightseeing & Lighthouse Reef Sno…El Cielo + Palancar + Columbia 3-Stop Snorkel
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from $3,699
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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.

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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