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Showing 28 of 28 sailings

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 Walls Jost Van Dyke Private Half-Day Island Adventure & Trunk Bay Beach Cosol Tours +5 more

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from $917

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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 Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Boiling Lake Hike +2 more

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from $910

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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 Walls 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 $603

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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 Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Boiling Lake Hike +2 more

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from $582

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Dec 19 – Dec 26, 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 Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Boiling Lake Hike +2 more

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from $656

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Dec 26 – Jan 2, 2027 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 Walls 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 $817

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Jan 2 – Jan 9, 2027 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 · 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 Walls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike Boiling Lake Hike +2 more

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from $645

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Jan 9 – Jan 16, 2027 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 · St. Georges, Grenada, West Indies · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls 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 $517

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Jan 16 – Jan 23, 2027 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 · 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 Walls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike Boiling Lake Hike +2 more

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from $733

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Jan 23 – Jan 30, 2027 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 Walls 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 $501

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Jan 30 – Feb 6, 2027 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 Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Boiling Lake Hike +2 more

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from $500

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Feb 6 – Feb 13, 2027 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 · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · St. Georges, Grenada, West Indies · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +2 more

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from $550

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Feb 13 – Feb 20, 2027 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 Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Boiling Lake Hike +2 more

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from $797

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Feb 20 – Feb 27, 2027 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 Walls 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 $723

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Feb 27 – Mar 6, 2027 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 Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Boiling Lake Hike +2 more

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from $589

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Mar 6 – Mar 13, 2027 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 Walls 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 $884

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Mar 13 – Mar 20, 2027 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 · 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 Walls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike Boiling Lake Hike +2 more

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from $872

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Mar 20 – Mar 27, 2027 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 · St. John's, Antigua · Roseau, Dominica · Castries, St. Lucia · Bridgetown, Barbados · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Private Half-Day Island Adventure & Trunk Bay Beach Boiling Lake Hike +2 more

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from $684

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Celebrity · Celebrity ConstellationRound-trip

Caribbean 7 nights Mar 27 – Apr 3, 2027 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 Walls Jost Van Dyke Mt. Liamuiga Volcano Crater Hike Boiling Lake Hike +2 more

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from $844

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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 +3 more

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from $879

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Celebrity · Celebrity SummitRound-trip

Caribbean 7 nights Nov 7 – Nov 14, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Roseau, Dominica · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Roseau, Dominica · Bridgetown, Barbados · Castries, St. Lucia · 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 Boiling Lake Hike Swim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more

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from $619

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Celebrity · Celebrity SummitRound-trip

Caribbean 7 nights Nov 14 – Nov 21, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Port of Kingstown, St. Vincent & the Grenadines · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Port of Kingstown, St. Vincent & the Grenadines · Bridgetown, Barbados · Castries, St. Lucia · 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 La Soufrière Volcano Summit Hike Swim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more

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from $504

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Celebrity · Celebrity SummitRound-trip

Caribbean 7 nights Nov 21 – Nov 28, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Roseau, Dominica · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Roseau, Dominica · Bridgetown, Barbados · Castries, St. Lucia · 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 Boiling Lake Hike Swim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more

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from $697

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Celebrity · Celebrity SummitRound-trip

Caribbean 7 nights Nov 28 – Dec 5, 2027 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 · Port of Basseterre, St. Kitts, St. Kitts and Nevis · St. John's, Antigua · Castries, St. Lucia · St. Georges, Grenada, West Indies · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike Private Half-Day Island Adventure & Trunk Bay Beach +2 more

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from $642

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Celebrity · Celebrity SummitRound-trip

Caribbean 7 nights Dec 5 – Dec 12, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Roseau, Dominica · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Roseau, Dominica · Bridgetown, Barbados · Castries, St. Lucia · 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 Boiling Lake Hike Swim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more

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from $626

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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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Celebrity · Celebrity SummitRound-trip

Caribbean 7 nights Dec 19 – Dec 26, 2027 from San Juan, Puerto Rico

San Juan, Puerto Rico · Roseau, Dominica · … · San Juan, Puerto Rico7 ports

San Juan, Puerto Rico · Roseau, Dominica · Bridgetown, Barbados · Castries, St. Lucia · 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 Boiling Lake Hike Swim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more

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from $839

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Celebrity · Celebrity SummitRound-trip

Caribbean 7 nights Dec 26 – Jan 2, 2028 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 · Bridgetown, Barbados · Castries, St. Lucia · St. John's, Antigua · Philipsburg, St. Maarten · San Juan, Puerto Rico

★ Bucket-list Walk El Morro & Old San Juan's City Walls Private Full-Day Boat Charter Swim with wild green sea turtles + two shipwrecks…Cosol Tours +2 more

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from $839

Book This Cruise@ Cruisebound

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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