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Showing 46 of 46 sailings

Holland America · RotterdamRound-trip

Bahamas 11 nights Nov 10 – Nov 21, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida9 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · 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 · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +4 more

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from $1,099

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MSC Cruises · MSC PoesiaRound-trip

Caribbean 10 nights Nov 12 – Nov 22, 2026 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida8 ports

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…Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $818

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Oceania · Oceania VistaRound-trip

Caribbean 12 nights Nov 25 – Dec 7, 2026 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida9 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · Fort-de-France, Martinique · Pointe-a-Pitre, Guadeloupe · St. John's, Antigua · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Mount Pelée & Saint-Pierre +3 more

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from $3,360

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Holland America · RotterdamRound-trip

Bahamas 11 nights Dec 1 – Dec 12, 2026 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida9 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · 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 · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +4 more

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from $999

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Oceania · Oceania AlluraRound-trip

Caribbean 10 nights Dec 2 – Dec 12, 2026 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida7 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Gustavia, St. Barts · Philipsburg, St. Maarten · Frederikstad, St. Croix · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Jost Van Dyke

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from $3,815

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Royal Caribbean · Jewel of the SeasRound-trip

Caribbean 9 nights Dec 7 – Dec 16, 2026 from Tampa, Florida

Tampa, Florida · San Juan, Puerto Rico · … · Tampa, Florida6 ports

Tampa, Florida · San Juan, Puerto Rico · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Tampa, Florida

★ Bucket-list Clearwater Beach Private Luxury Charter Walk El Morro & Old San Juan's City Walls Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter +1 more

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from $708

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Oceania · Oceania MarinaRound-trip

Caribbean 12 nights Dec 10 – Dec 22, 2026 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida9 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Gustavia, St. Barts · St. John's, Antigua · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach Mount Pelée & Saint-Pierre +3 more

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from $2,697

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Oceania · Oceania AlluraRound-trip

Caribbean 9 nights Dec 12 – Dec 21, 2026 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida6 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Jost Van Dyke

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from $2,555

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Regent · Seven Seas GrandeurRound-trip

Caribbean 10 nights Dec 19 – Dec 29, 2026 from Miami, Florida

Miami, Florida · Willis Island · … · Miami, Florida9 ports

Miami, Florida · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Roseau, Dominica · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Willis Island · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis Island Private Full-Day Boat Charter Boiling Lake Hike +3 more

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from $8,999

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Oceania · Oceania AlluraRound-trip

Caribbean 10 nights Dec 28 – Jan 7, 2027 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida7 ports

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…Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +1 more

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from $6,649

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Royal Caribbean · Odyssey of the SeasRound-trip

Caribbean 11 nights Jan 3 – Jan 14, 2027 from Cape Liberty (Bayonne), New Jersey

Cape Liberty (Bayonne), New Jersey · Philipsburg, St. Maarten · … · Cape Liberty (Bayonne), New Jersey6 ports

Cape Liberty (Bayonne), New Jersey · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Cape Liberty (Bayonne), New Jersey

★ Bucket-list Statue of Liberty & Ellis Island Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike +1 more

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from $1,101

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Azamara · Azamara JourneyOne-way

Caribbean 11 nights Jan 14 – Jan 25, 2027 from Miami, Florida to Bridgetown, Barbados

Miami, Florida · Saint John, New Brunswick · … · Bridgetown, Barbados10 ports

Miami, Florida · Saint John, New Brunswick · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Port of Charlestown, Nevis, St. Kitts and Nevis · St. John's, Antigua · Saint- Pierre · Port Elizabeth, Saint Vincent · St. Georges, Grenada, West Indies · Bridgetown, Barbados

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Reversing Falls & Fundy Tidal Bore Private Full-Day Boat Charter Random Wind 'Paradise Day Sail' +3 more

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from $3,116

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Royal Caribbean · Odyssey of the SeasRound-trip

Caribbean 12 nights Jan 25 – Feb 6, 2027 from Cape Liberty (Bayonne), New Jersey

Cape Liberty (Bayonne), New Jersey · Labadee (Labadie), Haiti · … · Cape Liberty (Bayonne), New Jersey8 ports

Cape Liberty (Bayonne), New Jersey · Labadee (Labadie), Haiti · Puerto Plata, Dominican Republic · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Castries, St. Lucia · Philipsburg, St. Maarten · Cape Liberty (Bayonne), New Jersey

★ Bucket-list Statue of Liberty & Ellis Island The full 27 jumps at the Damajagua Waterfalls Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $1,427

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Oceania · Oceania AlluraRound-trip

Caribbean 9 nights Jan 27 – Feb 5, 2027 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida6 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · 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…Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +1 more

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from $4,349

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Oceania · Oceania MarinaRound-trip

Caribbean 10 nights Feb 13 – Feb 23, 2027 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida8 ports

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Philipsburg, St. Maarten · San Juan, Puerto Rico · Puerto Plata, Dominican Republic · Great Stirrup Cay, Bahamas · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach Random Wind 'Paradise Day Sail' +3 more

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from $3,015

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Regent · Seven Seas PrestigeRound-trip

Caribbean 12 nights Mar 5 – Mar 17, 2027 from Miami, Florida

Miami, Florida · Willis Island · … · Miami, Florida11 ports

Miami, Florida · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · Pointe-a-Pitre, Guadeloupe · Tortola, B.V.I. · Willis Island · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis Island Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike +5 more

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from $11,099

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Oceania · Oceania AlluraRound-trip

Caribbean 10 nights Mar 11 – Mar 21, 2027 from Miami, Florida

Miami, Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida7 ports

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…Private Full-Day Boat Charter Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +1 more

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from $3,899

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Holland America · RotterdamRound-trip

Bahamas 11 nights Mar 16 – Mar 27, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida9 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Fort-de-France, Martinique · 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 · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +4 more

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from $1,399

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Regent · Seven Seas PrestigeOne-way

Caribbean 10 nights Mar 20 – Mar 30, 2027 from Miami, Florida to San Juan, Puerto Rico

Miami, Florida · Willis Island · … · San Juan, Puerto Rico10 ports

Miami, Florida · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Roseau, Dominica · Bridgetown, Barbados · Castries, St. Lucia · Fort-de-France, Martinique · St. John's, Antigua · Tortola, B.V.I. · San Juan, Puerto Rico

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis Island Private Full-Day Boat Charter Boiling Lake Hike +6 more

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from $6,099

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Oceania · Oceania AlluraRound-trip

Caribbean 10 nights Mar 21 – Mar 31, 2027 from Miami, Florida

Miami, Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · … · Miami, Florida7 ports

Miami, Florida · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Philipsburg, St. Maarten · Gustavia, St. Barts · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Mt. Liamuiga Volcano Crater Hike Random Wind 'Paradise Day Sail'Private Full-Day Boat Charter +1 more

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from $3,735

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Regent · Seven Seas PrestigeOne-way

Bahamas 10 nights Mar 30 – Apr 9, 2027 from San Juan, Puerto Rico to Miami, Florida

San Juan, Puerto Rico · Tortola, B.V.I. · … · Miami, Florida11 ports

San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Gustavia, St. Barts · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · La Romana, Dominican Republic · Willis Island · Nassau, Bahamas · Miami, Florida

★ Bucket-list Walk El Morro & Old San Juan's City Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Private Half-Day Island Adventure & Trunk Bay Beach +6 more

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from $6,049

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Celebrity · Celebrity EclipseRound-trip

Caribbean 9 nights Apr 2 – Apr 11, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · St. John's, Antigua · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours Mt. Liamuiga Volcano Crater Hike +1 more

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from $942

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Royal Caribbean · Vision of the SeasOne-way

Caribbean 10 nights Apr 4 – Apr 14, 2027 from San Juan, Puerto Rico to Miami, Florida

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Miami, Florida9 ports

San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. Croix, U.S. Virgin Islands · Philipsburg, St. Maarten · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Miami, Florida

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Buck Island Reef Random Wind 'Paradise Day Sail' +5 more

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from $792

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Holland America · ZuiderdamRound-trip

Bahamas 10 nights Apr 7 – Apr 17, 2027 from Miami, Florida

Miami, Florida · Philipsburg, St. Maarten · … · Miami, Florida8 ports

Miami, Florida · Philipsburg, St. Maarten · St. John's, Antigua · Castries, St. Lucia · 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

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours +3 more

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from $1,249

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Celebrity · Celebrity SummitRepositioning

Caribbean 9 nights Oct 20 – Oct 29, 2027 from Boston, Massachusetts to San Juan, Puerto Rico

Boston, Massachusetts · Puerto Plata, Dominican Republic · … · San Juan, Puerto Rico7 ports

Boston, Massachusetts · Puerto Plata, Dominican Republic · Samana, Dominican Republic · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Tortola, B.V.I. · San Juan, Puerto Rico

★ Bucket-list Private Luxury Boston Tour The full 27 jumps at the Damajagua Waterfalls Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $806

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Celebrity · Celebrity SummitRound-trip

Caribbean 9 nights Oct 29 – Nov 7, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · St. John's, Antigua · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · St. John's, Antigua · Castries, St. Lucia · St. Georges, Grenada, West Indies · Bridgetown, Barbados · Port of Kingstown, St. Vincent & the Grenadines · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours Grenada Private Taxi Tour +2 more

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from $879

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Royal Caribbean · Vision of the SeasRound-trip

Caribbean 9 nights Oct 29 – Nov 7, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · … · San Juan, Puerto Rico8 ports

San Juan, Puerto Rico · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Bridgetown, Barbados · Roseau, Dominica · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Aruba Private Full-Day Curaçao Island Tour with Local Ex…Swim with wild green sea turtles + two shipwrecks… +3 more

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from $757

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Regent · Seven Seas GrandeurRound-trip

Caribbean 10 nights Nov 28 – Dec 8, 2027 from Miami, Florida

Miami, Florida · Willis Island · … · Miami, Florida10 ports

Miami, Florida · Willis Island · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · Gustavia, St. Barts · Tortola, B.V.I. · Willis Island · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis Island The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls +3 more

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from $5,999

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Royal Caribbean · Adventure of the SeasRound-trip

Caribbean 9 nights Dec 1 – Dec 10, 2027 from Port Canaveral, Florida

Port Canaveral, Florida · Philipsburg, St. Maarten · … · Port Canaveral, Florida6 ports

Port Canaveral, Florida · Philipsburg, St. Maarten · St. John's, Antigua · St. Croix, U.S. Virgin Islands · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port Canaveral, Florida

★ Bucket-list Kennedy Space Center Visitor Complex Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Buck Island Reef +1 more

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from $1,064

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Regent · Seven Seas PrestigeRound-trip

Caribbean 11 nights Dec 7 – Dec 18, 2027 from Miami, Florida

Miami, Florida · Willis Island · … · Miami, Florida10 ports

Miami, Florida · Willis Island · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Castries, St. Lucia · Pointe-a-Pitre, Guadeloupe · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Tortola, B.V.I. · Willis Island · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Zodiac Circumnavigation of Willis Island Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach +4 more

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from $7,649

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Oceania · Oceania SirenaRound-trip

Bahamas 12 nights Dec 10 – Dec 22, 2027 from Miami, Florida

Miami, Florida · Nassau, Bahamas · … · Miami, Florida10 ports

Miami, Florida · Nassau, Bahamas · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Gustavia, St. Barts · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma Pigs The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls +4 more

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from $3,499

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Celebrity · Celebrity AscentRound-trip

Caribbean 10 nights Dec 13 – Dec 23, 2027 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Bridgetown, Barbados · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach Swim with wild green sea turtles + two shipwrecks… +2 more

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from $917

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Celebrity · Celebrity ApexRound-trip

Caribbean 10 nights Dec 18 – Dec 28, 2027 from Orlando, Florida

Orlando, Florida · Philipsburg, St. Maarten · … · Orlando, Florida7 ports

Orlando, Florida · Philipsburg, St. Maarten · Castries, St. Lucia · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Grand Turk, Turks and Caicos · Orlando, Florida

★ Bucket-list Random Wind 'Paradise Day Sail'Cosol Tours Private Half-Day Island Adventure & Trunk Bay Beach Private Full-Day Boat Charter +1 more

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from $2,167

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Royal Caribbean · Symphony of the SeasRound-trip

Caribbean 9 nights Dec 26 – Jan 4, 2028 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Puerto Plata, Dominican Republic · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · Puerto Plata, Dominican Republic · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Philipsburg, St. Maarten · San Juan, Puerto Rico · Perfect Day at CocoCay · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show The full 27 jumps at the Damajagua Waterfalls Private Full-Day Boat Charter Random Wind 'Paradise Day Sail' +2 more

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from $1,679

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Oceania · Oceania MarinaRound-trip

Caribbean 10 nights Dec 27 – Jan 6, 2028 from Miami, Florida

Miami, Florida · Nassau, Bahamas · … · Miami, Florida9 ports

Miami, Florida · Nassau, Bahamas · San Juan, Puerto Rico · Tortola, B.V.I. · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma Pigs Walk El Morro & Old San Juan's City Walls Jost Van Dyke +3 more

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from $3,099

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Royal Caribbean · Odyssey of the SeasRound-trip

Caribbean 11 nights Jan 2 – Jan 13, 2028 from Cape Liberty (Bayonne), New Jersey

Cape Liberty (Bayonne), New Jersey · Philipsburg, St. Maarten · … · Cape Liberty (Bayonne), New Jersey6 ports

Cape Liberty (Bayonne), New Jersey · Philipsburg, St. Maarten · St. John's, Antigua · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Cape Liberty (Bayonne), New Jersey

★ Bucket-list Statue of Liberty & Ellis Island Random Wind 'Paradise Day Sail'Private Half-Day Island Adventure & Trunk Bay Beach Mt. Liamuiga Volcano Crater Hike +1 more

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from $1,193

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Celebrity · Celebrity AscentRound-trip

Caribbean 11 nights Jan 24 – Feb 4, 2028 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach Swim with wild green sea turtles + two shipwrecks… +3 more

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from $1,250

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Celebrity · Celebrity EclipseRound-trip

Caribbean 9 nights Jan 29 – Feb 7, 2028 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Fort Lauderdale (Port Everglades), Florida6 ports

Fort Lauderdale (Port Everglades), Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Castries, St. Lucia · Philipsburg, St. Maarten · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours +1 more

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from $870

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Oceania · Oceania SonataRound-trip

Caribbean 10 nights Feb 2 – Feb 12, 2028 from Miami, Florida

Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida7 ports

Miami, Florida · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Pointe-a-Pitre, Guadeloupe · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike +2 more

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from $4,799

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Celebrity · Celebrity AscentRound-trip

Caribbean 10 nights Feb 4 – Feb 14, 2028 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · … · Fort Lauderdale (Port Everglades), Florida7 ports

Fort Lauderdale (Port Everglades), Florida · Philipsburg, St. Maarten · Castries, St. Lucia · Bridgetown, Barbados · St. John's, Antigua · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Random Wind 'Paradise Day Sail'Cosol Tours Swim with wild green sea turtles + two shipwrecks… +2 more

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from $1,489

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Oceania · Oceania MarinaRound-trip

Bahamas 10 nights Feb 7 – Feb 17, 2028 from Miami, Florida

Miami, Florida · Nassau, Bahamas · … · Miami, Florida9 ports

Miami, Florida · Nassau, Bahamas · San Juan, Puerto Rico · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Philipsburg, St. Maarten · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Puerto Plata, Dominican Republic · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Swim With the Wild Exuma Pigs Walk El Morro & Old San Juan's City Walls Mt. Liamuiga Volcano Crater Hike +4 more

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from $3,099

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Oceania · Oceania SonataRound-trip

Caribbean 11 nights Feb 19 – Mar 1, 2028 from Miami, Florida

Miami, Florida · Puerto Plata, Dominican Republic · … · Miami, Florida9 ports

Miami, Florida · Puerto Plata, Dominican Republic · San Juan, Puerto Rico · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Philipsburg, St. Maarten · Tortola, B.V.I. · Miami, Florida

★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The full 27 jumps at the Damajagua Waterfalls Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter +4 more

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from $5,299

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Celebrity · Celebrity EclipseRound-trip

Caribbean 12 nights Feb 28 – Mar 11, 2028 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Gibbs Cay Private Stingray Swim & Reef Snorkel Aruba Private Full-Day Curaçao Island Tour with Local Ex… +3 more

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from $1,067

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Celebrity · Celebrity AscentRound-trip

Caribbean 11 nights Mar 6 – Mar 17, 2028 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · St. John's, Antigua · Bridgetown, Barbados · Castries, St. Lucia · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach Swim with wild green sea turtles + two shipwrecks… +3 more

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from $1,688

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Regent · Seven Seas PrestigeOne-way

Mediterranean 12 nights Mar 14 – Mar 26, 2028 from Panama City, Panama to Miami, Florida

Panama City, Panama · Kiel Canal, Germany · … · Miami, Florida12 ports

Panama City, Panama · Kiel Canal, Germany · Cartagena, Spain · Willis Island · Oranjestad, Sint Eustatius · Willemstad, Curacao · Willis Island · St. Georges, Grenada, West Indies · Roseau, Dominica · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Willis Island · Miami, Florida

★ Bucket-list The Roman Theatre of Cartagena with the Rafael Mon…Zodiac Circumnavigation of Willis Island The Natural Pool Private Full-Day Curaçao Island Tour with Local Ex… +4 more

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from $8,599

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Celebrity · Celebrity EclipseRound-trip

Caribbean 12 nights Apr 10 – Apr 22, 2028 from Fort Lauderdale (Port Everglades), Florida

Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · … · Fort Lauderdale (Port Everglades), Florida8 ports

Fort Lauderdale (Port Everglades), Florida · Grand Turk, Turks and Caicos · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Castries, St. Lucia · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Charlotte Amalie, St. Thomas, U.S. Virgin Islands · Fort Lauderdale (Port Everglades), Florida

★ Bucket-list Everglades Airboat Skim + Gator Boys Live Show Gibbs Cay Private Stingray Swim & Reef Snorkel Aruba Private Full-Day Curaçao Island Tour with Local Ex… +3 more

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from $1,411

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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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