Bucket-List Cruise Adventures

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Filtering From Miami, Florida ×Round trip ×13+ nights × Clear all
Showing 36 of 128 sailings
MSC Cruises · MSC World AmericaRound-trip
Caribbean 14 nights Jul 4 – Jul 18, 2026 from Miami, Florida
Miami, Florida · Roatan, Honduras · … · Miami, Florida10 ports
Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, Bahamas · Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Chacchoben Mayan RuinsEl Cielo + Palancar + Columbia 3-Stop Snorkel +3 more
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from $1,576
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MSC Cruises · MSC World AmericaRound-trip
Mexico 14 nights Jul 25 – Aug 8, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida10 ports
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, 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 WallsShipwreck Snorkel Safari +3 more
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from $1,565
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MSC Cruises · MSC World AmericaRound-trip
Caribbean 14 nights Aug 8 – Aug 22, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida10 ports
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, 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 WallsShipwreck Snorkel Safari +3 more
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from $1,610
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MSC Cruises · MSC World AmericaRound-trip
Caribbean 14 nights Aug 22 – Sep 5, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida10 ports
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, 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 WallsShipwreck Snorkel Safari +3 more
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from $1,351
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MSC Cruises · MSC World AmericaRound-trip
Mexico 14 nights Aug 29 – Sep 12, 2026 from Miami, Florida
Miami, Florida · Roatan, Honduras · … · Miami, Florida10 ports
Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, Bahamas · Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Chacchoben Mayan RuinsEl Cielo + Palancar + Columbia 3-Stop Snorkel +3 more
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from $1,762
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MSC Cruises · MSC World AmericaRound-trip
Caribbean 14 nights Sep 5 – Sep 19, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida10 ports
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, 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 WallsShipwreck Snorkel Safari +3 more
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from $1,273
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MSC Cruises · MSC World AmericaRound-trip
Mexico 14 nights Oct 3 – Oct 17, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida10 ports
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, 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 WallsShipwreck Snorkel Safari +3 more
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from $1,400
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MSC Cruises · MSC World AmericaRound-trip
Bahamas 14 nights Oct 10 – Oct 24, 2026 from Miami, Florida
Miami, Florida · Roatan, Honduras · … · Miami, Florida10 ports
Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, Bahamas · Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Chacchoben Mayan RuinsEl Cielo + Palancar + Columbia 3-Stop Snorkel +3 more
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from $1,260
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Cunard · Queen ElizabethRound-trip
Caribbean 21 nights Oct 15 – Nov 5, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida13 ports
Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida · Grand Turk, Turks and Caicos · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsAdventure AntiguaGros Piton Summit Hike +7 more
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from $1,922
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MSC Cruises · MSC PoesiaRound-trip
Caribbean 15 nights Oct 17 – Nov 1, 2026 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida10 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Miami, Florida · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Cabo Rojo, Dominican Republic · Ocho Rios, Jamaica · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarBlue HoleKlein Bonaire +3 more
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from $1,169
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MSC Cruises · MSC World AmericaRound-trip
Mexico 14 nights Oct 17 – Oct 31, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida10 ports
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, 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 WallsShipwreck Snorkel Safari +3 more
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from $1,192
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Cunard · Queen ElizabethRound-trip
Caribbean 21 nights Oct 27 – Nov 17, 2026 from Miami, Florida
Miami, Florida · Grand Turk, Turks and Caicos · … · Miami, Florida13 ports
Miami, Florida · Grand Turk, Turks and Caicos · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef SnorkelPrivate Full-Day Curaçao Island Tour with Local Ex…Klein Bonaire +7 more
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from $1,932
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Holland America · ZuiderdamRound-trip
Bahamas 21 nights Oct 31 – Nov 21, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida15 ports
Miami, Florida · Philipsburg, St. Maarten · St. John's, Antigua · Fort-de-France, Martinique · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Miami, Florida · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Half Moon Cay (Little San Salvador Island), Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay BeachMount Pelée & Saint-Pierre +8 more
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from $1,679
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MSC Cruises · MSC PoesiaRound-trip
Caribbean 21 nights Nov 1 – Nov 22, 2026 from Miami, Florida
Miami, Florida · Ocho Rios, Jamaica · … · Miami, Florida15 ports
Miami, Florida · Ocho Rios, Jamaica · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Roatan, Honduras · Belize City, Belize · Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Philipsburg, St. Maarten · St. John's, Antigua · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Blue HoleThe Roman Theatre of Cartagena with the Rafael Mon…Panama Canal Full Transit +9 more
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from $2,225
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Cunard · Queen ElizabethRound-trip
Caribbean 21 nights Nov 5 – Nov 26, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida14 ports
Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsAdventure AntiguaGros Piton Summit Hike +8 more
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from $1,945
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MSC Cruises · MSC World AmericaRound-trip
Bahamas 14 nights Nov 7 – Nov 21, 2026 from Miami, Florida
Miami, Florida · Roatan, Honduras · … · Miami, Florida10 ports
Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, Bahamas · Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Chacchoben Mayan RuinsEl Cielo + Palancar + Columbia 3-Stop Snorkel +3 more
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from $1,340
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Regent · Seven Seas MarinerRound-trip
Caribbean 22 nights Nov 9 – Dec 1, 2026 from Miami, Florida
Miami, Florida · Willis Island · … · Miami, Florida16 ports
Miami, Florida · Willis Island · Bridgetown, Barbados · Port of Spain, Trinidad · Willis Island · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Willis Island · St. Georges, Grenada, West Indies · Willis Island · San Juan, Puerto Rico · Willis Island · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis IslandSwim with wild green sea turtles + two shipwrecks…Caroni Swamp +7 more
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from $15,099
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Oceania · Oceania VistaRound-trip
Caribbean 14 nights Nov 11 – Nov 25, 2026 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida10 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Falmouth, Jamaica · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarBlue Hole & Secret FallsAruba +5 more
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from $3,605
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MSC Cruises · MSC World AmericaRound-trip
Bahamas 14 nights Nov 14 – Nov 28, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida10 ports
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, 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 WallsShipwreck Snorkel Safari +3 more
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from $1,491
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MSC Cruises · MSC MeravigliaRound-trip
Bahamas 14 nights Nov 15 – Nov 29, 2026 from Miami, Florida
Miami, Florida · Grand Turk, Turks and Caicos · … · Miami, Florida10 ports
Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef SnorkelShipwreck Snorkel SafariSwim With the Wild Exuma Pigs +4 more
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from $1,306
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MSC Cruises · MSC MeravigliaRound-trip
Bahamas 14 nights Nov 21 – Dec 5, 2026 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida10 ports
Miami, Florida · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Island TourPrivate Full-Day Boat Charter +4 more
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from $1,216
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MSC Cruises · MSC World AmericaRound-trip
Mexico 14 nights Nov 21 – Dec 5, 2026 from Miami, Florida
Miami, Florida · Roatan, Honduras · … · Miami, Florida10 ports
Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, Bahamas · Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Hold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Chacchoben Mayan RuinsEl Cielo + Palancar + Columbia 3-Stop Snorkel +3 more
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from $1,434
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Seabourn · Seabourn QuestRound-trip
Caribbean 14 nights Nov 22 – Dec 6, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida11 ports
Miami, Florida · San Juan, Puerto Rico · Road Bay, Anguilla · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Terre-de-haut, Guadeloupe · Little Bay, Montserrat, Leeward Islands · Virgin Gorda, British Virgin Islands · Great Harbor, Peter Island, BVI · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsPrivate Island HoppingMt. Liamuiga Volcano Crater Hike +6 more
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from $7,753
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Oceania · Oceania InsigniaRound-trip
Bahamas 25 nights Nov 24 – Dec 19, 2026 from Miami, Florida
Miami, Florida · Tortola, B.V.I. · … · Miami, Florida18 ports
Miami, Florida · Tortola, B.V.I. · St. John's, Antigua · Castries, St. Lucia · Scarborough, Tobago · Kiel Canal, Germany · Santarem, Brazil · Boca da Valeria, Brazil · Manaus, Brazil · Parintins, Brazil · Alter do Chao, Brazil · Kiel Canal, Germany · Bridgetown, Barbados · Roseau, Dominica · Philipsburg, St. Maarten · San Juan, Puerto Rico · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Jost Van DykePrivate Half-Day Island Adventure & Trunk Bay BeachCosol Tours +12 more
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from $7,649
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Cunard · Queen ElizabethRound-trip
Caribbean 21 nights Nov 26 – Dec 17, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida14 ports
Miami, Florida · San Juan, Puerto Rico · Antigua, Antigua & Barbuda · St. Lucia, Caribbean · Bridgetown, Barbados · Philipsburg, St. Maarten · Road Town, Tortola, B.V.I. · Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Montego Bay, Jamaica · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsAdventure AntiguaGros Piton Summit Hike +8 more
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from $1,680
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Holland America · ZuiderdamRound-trip
Caribbean 14 nights Nov 28 – Dec 12, 2026 from Miami, Florida
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · … · Miami, Florida11 ports
Miami, Florida · Half Moon Cay (Little San Salvador Island), Bahamas · Amber Cove, Dominican Republic · Grand Turk, Turks and Caicos · Nassau, Bahamas · Miami, Florida · Grand Turk, Turks and Caicos · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Half Moon Cay (Little San Salvador Island), Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Horseback Riding by Land & Sea27 Charcos of DamajaguaGibbs Cay Private Stingray Swim & Reef Snorkel +3 more
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from $1,219
Book This Cruise@ Cruisebound
MSC Cruises · MSC World AmericaRound-trip
Mexico 14 nights Nov 28 – Dec 12, 2026 from Miami, Florida
Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida10 ports
Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Ocean Cay, Bahamas · Miami, Florida · Roatan, Honduras · Costa Maya, Mexico · Cozumel, Mexico · Ocean Cay, 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 WallsShipwreck Snorkel Safari +3 more
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from $1,154
Book This Cruise@ Cruisebound
MSC Cruises · MSC MeravigliaRound-trip
Bahamas 14 nights Nov 29 – Dec 13, 2026 from Miami, Florida
Miami, Florida · Grand Turk, Turks and Caicos · … · Miami, Florida10 ports
Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida · San Juan, Puerto Rico · Port of Charlestown, Nevis, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef SnorkelShipwreck Snorkel SafariSwim With the Wild Exuma Pigs +4 more
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from $1,096
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MSC Cruises · MSC PoesiaRound-trip
Caribbean 20 nights Dec 3 – Dec 23, 2026 from Miami, Florida
Miami, Florida · Willemstad, Curacao · … · Miami, Florida13 ports
Miami, Florida · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Cabo Rojo, Dominican Republic · Ocho Rios, Jamaica · Georgetown, Grand Cayman, Cayman Islands · Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Curaçao Island Tour with Local Ex…ArubaBahía de las Águilas +3 more
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from $1,326
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MSC Cruises · MSC MeravigliaRound-trip
Caribbean 14 nights Dec 5 – Dec 19, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida10 ports
Miami, Florida · San Juan, Puerto Rico · Port of Charlestown, Nevis, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsPrivate Island TourPrivate Full-Day Boat Charter +4 more
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from $1,116
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Seabourn · Seabourn QuestRound-trip
Caribbean 14 nights Dec 6 – Dec 20, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida11 ports
Miami, Florida · San Juan, Puerto Rico · Virgin Gorda, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Fort-de-France, Martinique · Terre-de-haut, Guadeloupe · Little Bay, Montserrat, Leeward Islands · Road Bay, Anguilla · Great Harbor, Peter Island, BVI · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsThe Baths National ParkMt. Liamuiga Volcano Crater Hike +6 more
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from $5,498
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MSC Cruises · MSC MeravigliaRound-trip
Bahamas 14 nights Dec 13 – Dec 27, 2026 from Miami, Florida
Miami, Florida · Grand Turk, Turks and Caicos · … · Miami, Florida10 ports
Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef SnorkelShipwreck Snorkel SafariSwim With the Wild Exuma Pigs +4 more
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from $1,496
Book This Cruise@ Cruisebound
MSC Cruises · MSC PoesiaRound-trip
Caribbean 21 nights Dec 13 – Jan 3, 2027 from Miami, Florida
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · … · Miami, Florida14 ports
Miami, Florida · Georgetown, Grand Cayman, Cayman Islands · Ocho Rios, Jamaica · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Port of Oranjestad, Aruba, Caribbean · Miami, Florida · Ocho Rios, Jamaica · Cartagena, Colombia · Colon, Panama · Puerto Limon, Costa Rica · Roatan, Honduras · Belize City, Belize · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Stingray City SandbarBlue HolePrivate Full-Day Curaçao Island Tour with Local Ex… +7 more
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from $2,735
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MSC Cruises · MSC MeravigliaRound-trip
Caribbean 14 nights Dec 19 – Jan 2, 2027 from Miami, Florida
Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida10 ports
Miami, Florida · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Amber Cove, Dominican Republic · Miami, Florida · Grand Turk, Turks and Caicos · Ocean Cay, Bahamas · Nassau, Bahamas · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Island TourPrivate Full-Day Boat Charter +4 more
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from $1,906
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Seabourn · Seabourn QuestRound-trip
Caribbean 16 nights Dec 20 – Jan 5, 2027 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida13 ports
Miami, Florida · San Juan, Puerto Rico · Road Bay, Anguilla · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Marigot, Saint Martin · Terre-de-haut, Guadeloupe · Fort-de-France, Martinique · Rodney Bay, St. Lucia · Roseau, Dominica · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Great Harbor, Peter Island, BVI · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsPrivate Island HoppingMt. Liamuiga Volcano Crater Hike +8 more
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from $10,998
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Oceania · Oceania AlluraRound-trip
Mexico 17 nights Dec 21 – Jan 7, 2027 from Miami, Florida
Miami, Florida · Costa Maya, Mexico · … · Miami, Florida12 ports
Miami, Florida · Costa Maya, Mexico · Roatan, Honduras · Harvest Caye, Belize · Cozumel, Mexico · Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Chacchoben Mayan RuinsHold a Sloth at Daniel Johnson's Monkey & Sloth Ha…Lamanai Mayan Ruins +6 more
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from $10,049
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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