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Showing 23 of 23 sailings

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 Waterfalls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike

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from $938

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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 Waterfalls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike

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from $1,788

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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 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 Waterfalls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike

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from $1,517

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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 ApexRound-trip

Caribbean 7 nights Dec 19 – Dec 26, 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 Waterfalls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike

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from $1,285

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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 ApexRound-trip

Caribbean 7 nights Jan 2 – Jan 9, 2027 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 Waterfalls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike

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from $615

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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

Book This Cruise@ Cruisebound

Celebrity · Celebrity ApexRound-trip

Caribbean 7 nights Jan 16 – Jan 23, 2027 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 Waterfalls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike

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from $907

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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 ApexRound-trip

Caribbean 7 nights Jan 30 – Feb 6, 2027 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 Waterfalls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike

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from $982

Book This Cruise@ Cruisebound

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 ApexRound-trip

Caribbean 7 nights Feb 13 – Feb 20, 2027 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 Waterfalls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike

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from $1,377

Book This Cruise@ Cruisebound

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

Book This Cruise@ Cruisebound

Celebrity · Celebrity ApexRound-trip

Caribbean 7 nights Feb 27 – Mar 6, 2027 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 Waterfalls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike

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from $1,069

Book This Cruise@ Cruisebound

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

Book This Cruise@ Cruisebound

Celebrity · Celebrity ApexRound-trip

Caribbean 7 nights Mar 13 – Mar 20, 2027 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 Waterfalls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike

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from $1,285

Book This Cruise@ Cruisebound

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

Book This Cruise@ Cruisebound

Celebrity · Celebrity ApexRound-trip

Caribbean 7 nights Mar 27 – Apr 3, 2027 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 Waterfalls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike

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from $1,312

Book This Cruise@ Cruisebound

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

Book This Cruise@ Cruisebound

Celebrity · Celebrity ApexRound-trip

Caribbean 7 nights Apr 10 – Apr 17, 2027 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 Waterfalls Private Full-Day Boat Charter Mt. Liamuiga Volcano Crater Hike

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from $1,049

Book This Cruise@ Cruisebound

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

Book This Cruise@ Cruisebound

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