Bucket-List Cruise Adventures

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Showing 36 of 39 sailings
Silversea · Silver ShadowRound-trip
Caribbean 11 nights Nov 7 – Nov 18, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida8 ports
Miami, Florida · San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Little Bay, Montserrat, Leeward Islands · Jost Van Dyke, British Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. Barts +3 more
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from $7,150
Book This Cruise@ Cruisebound
Silversea · Silver ShadowRound-trip
Caribbean 12 nights Nov 18 – Nov 30, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida9 ports
Miami, Florida · San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Gustavia, St. Barts · Codrington, Barbuda · Little Bay, Montserrat, Leeward Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Jost Van Dyke, British Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. Barts +4 more
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from $8,550
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Silversea · Silver ShadowRound-trip
Caribbean 10 nights Nov 30 – Dec 10, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida7 ports
Miami, Florida · San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Jost Van Dyke, British Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. Barts +2 more
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from $6,450
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Silversea · Silver ShadowOne-way
Caribbean 10 nights Dec 10 – Dec 20, 2026 from Miami, Florida to San Juan, Puerto Rico
Miami, Florida · Cruz Bay, St. John, U.S. Virgin Islands · … · San Juan, Puerto Rico9 ports
Miami, Florida · Cruz Bay, St. John, U.S. Virgin Islands · Philipsburg, St. Maarten · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Iles des Saintes, Guadeloupe · Fort-de-France, Martinique · Little Bay, Montserrat, Leeward Islands · Jost Van Dyke, British Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Trunk Bay Underwater Snorkel Trail & VI National P…Random Wind 'Paradise Day Sail'Mt. Liamuiga Volcano Crater Hike +5 more
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from $3,850
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Silversea · Silver RayRound-trip
Caribbean 11 nights Dec 11 – Dec 22, 2026 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida8 ports
Miami, Florida · San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · Deshaies, Guadeloupe · Road Town, Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Mt. Liamuiga Volcano Crater Hike +3 more
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from $5,450
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Silversea · Silver SpiritRound-trip
Caribbean 8 nights Dec 19 – Dec 27, 2026 from Bridgetown, Barbados
Bridgetown, Barbados · Bequia, Grenadines · … · Bridgetown, Barbados8 ports
Bridgetown, Barbados · Bequia, Grenadines · Fort-de-France, Martinique · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Cruz Bay, St. John, U.S. Virgin Islands · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Tobago Cays & Mystique Full-Day Private SailMount Pelée & Saint-PierreBoiling Lake Hike +3 more
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from $3,650
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Silversea · Silver RayRound-trip
Caribbean 14 nights Dec 22 – Jan 5, 2027 from Miami, Florida
Miami, Florida · Grand Turk, Turks and Caicos · … · Miami, Florida9 ports
Miami, Florida · Grand Turk, Turks and Caicos · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Oranjestad, Aruba, Caribbean · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Cruz Bay, St. John, U.S. Virgin Islands · San Juan, Puerto Rico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Gibbs Cay Private Stingray Swim & Reef SnorkelMt. Liamuiga Volcano Crater HikeAruba +4 more
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from $11,550
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Silversea · Silver ShadowRound-trip
Caribbean 7 nights Dec 27 – Jan 3, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Iles des Saintes, Guadeloupe · Bequia, Grenadines · St. Thomas, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Mt. Liamuiga Volcano Crater HikeSunrise Hike to Le Chameau's Summit Fort +2 more
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from $7,050
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Silversea · Silver NovaOne-way
Caribbean 8 nights Dec 29 – Jan 6, 2027 from San Juan, Puerto Rico to Miami, Florida
San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · … · Miami, Florida7 ports
San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Port of Charlestown, Nevis, St. Kitts and Nevis · Roseau, Dominica · Codrington, Barbuda · Jost Van Dyke, British Virgin Islands · Miami, Florida
★ Bucket-list Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Private Island TourBoiling Lake Hike +3 more
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from $6,850
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Silversea · Silver ShadowRound-trip
Caribbean 7 nights Jan 3 – Jan 10, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Gustavia, St. Barts · Codrington, Barbuda · Little Bay, Montserrat, Leeward Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Jost Van Dyke, British Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. BartsBarbuda's Pink Sand Beach at Dawn, Private & Empty +3 more
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from $6,150
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Silversea · Silver RayRound-trip
Caribbean 11 nights Jan 5 – Jan 16, 2027 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida8 ports
Miami, Florida · San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Deshaies, Guadeloupe · Codrington, Barbuda · Road Town, Tortola, B.V.I. · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Mt. Liamuiga Volcano Crater Hike +3 more
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from $8,750
Book This Cruise@ Cruisebound
Silversea · Silver NovaOne-way
Caribbean 12 nights Jan 6 – Jan 18, 2027 from Miami, Florida to Bridgetown, Barbados
Miami, Florida · San Juan, Puerto Rico · … · Bridgetown, Barbados9 ports
Miami, Florida · San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Bridgetown, Barbados
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. Barts +5 more
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from $5,850
Book This Cruise@ Cruisebound
Silversea · Silver RayRound-trip
Caribbean 11 nights Jan 16 – Jan 27, 2027 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida8 ports
Miami, Florida · San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Gustavia, St. Barts · Road Town, Tortola, B.V.I. · Anguilla, Caribbean · Port of Charlestown, Nevis, St. Kitts and Nevis · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. Barts +3 more
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from $6,650
Book This Cruise@ Cruisebound
Silversea · Silver ShadowOne-way
Caribbean 10 nights Jan 20 – Jan 30, 2027 from Bridgetown, Barbados to San Juan, Puerto Rico
Bridgetown, Barbados · Bequia, Grenadines · … · San Juan, Puerto Rico11 ports
Bridgetown, Barbados · Bequia, Grenadines · Castries, St. Lucia · Trois Ilets · Roseau, Dominica · Iles des Saintes, Guadeloupe · Little Bay, Montserrat, Leeward Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · Cruz Bay, St. John, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Tobago Cays & Mystique Full-Day Private SailCosol ToursLa Savane des Esclaves +7 more
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from $7,150
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Silversea · Silver SpiritOne-way
Caribbean 12 nights Jan 25 – Feb 6, 2027 from Bridgetown, Barbados to Miami, Florida
Bridgetown, Barbados · Bequia, Grenadines · … · Miami, Florida9 ports
Bridgetown, Barbados · Bequia, Grenadines · St. Georges, Grenada, West Indies · Kralendijk, Bonaire, Dutch Antilles · Willemstad, Curacao · Port of Oranjestad, Aruba, Caribbean · Cruz Bay, St. John, U.S. Virgin Islands · San Juan, Puerto Rico · Miami, Florida
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Tobago Cays & Mystique Full-Day Private SailGrenada Private Taxi TourKlein Bonaire +5 more
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from $4,250
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Silversea · Silver RayRound-trip
Caribbean 11 nights Jan 27 – Feb 7, 2027 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida8 ports
Miami, Florida · San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Gustavia, St. Barts · Codrington, Barbuda · Deshaies, Guadeloupe · Anguilla, Caribbean · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. Barts +3 more
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from $9,250
Book This Cruise@ Cruisebound
Silversea · Silver ShadowRound-trip
Caribbean 7 nights Jan 30 – Feb 6, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Little Bay, Montserrat, Leeward Islands · Codrington, Barbuda · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Jost Van Dyke, British Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Soufrière Hills Volcano Exclusion Zone Helicopter…Barbuda's Pink Sand Beach at Dawn, Private & Empty +3 more
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from $6,150
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Silversea · Silver SpiritOne-way
Caribbean 12 nights Feb 6 – Feb 18, 2027 from Miami, Florida to Bridgetown, Barbados
Miami, Florida · San Juan, Puerto Rico · … · Bridgetown, Barbados9 ports
Miami, Florida · San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Port of Oranjestad, Aruba, Caribbean · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · Castries, St. Lucia · Bridgetown, Barbados
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Aruba +5 more
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from $7,300
Book This Cruise@ Cruisebound
Silversea · Silver RayOne-way
Caribbean 12 nights Feb 7 – Feb 19, 2027 from Miami, Florida to Bridgetown, Barbados
Miami, Florida · San Juan, Puerto Rico · … · Bridgetown, Barbados11 ports
Miami, Florida · San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · Codrington, Barbuda · Deshaies, Guadeloupe · Roseau, Dominica · Fort-de-France, Martinique · Bequia, Grenadines · Bridgetown, Barbados
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Mt. Liamuiga Volcano Crater Hike +7 more
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from $9,200
Book This Cruise@ Cruisebound
Silversea · Silver ShadowRound-trip
Caribbean 7 nights Feb 26 – Mar 5, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · … · San Juan, Puerto Rico8 ports
San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Codrington, Barbuda · Little Bay, Montserrat, Leeward Islands · Jost Van Dyke, British Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. BartsMt. Liamuiga Volcano Crater Hike +3 more
View →
from $5,450
Book This Cruise@ Cruisebound
Silversea · Silver SpiritRound-trip
Caribbean 7 nights Feb 28 – Mar 7, 2027 from Bridgetown, Barbados
Bridgetown, Barbados · Castries, St. Lucia · … · Bridgetown, Barbados8 ports
Bridgetown, Barbados · Castries, St. Lucia · Gustavia, St. Barts · Cruz Bay, St. John, U.S. Virgin Islands · Codrington, Barbuda · Roseau, Dominica · Bequia, Grenadines · Bridgetown, Barbados
★ Bucket-list Swim with wild green sea turtles + two shipwrecks…Cosol ToursPrivate Open-Top Mini Moke Island Tour of St. BartsTrunk Bay Underwater Snorkel Trail & VI National P… +3 more
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from $5,150
Book This Cruise@ Cruisebound
Silversea · Silver SpiritOne-way
Caribbean 12 nights Mar 19 – Mar 31, 2027 from Miami, Florida to Bridgetown, Barbados
Miami, Florida · San Juan, Puerto Rico · … · Bridgetown, Barbados9 ports
Miami, Florida · San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Gustavia, St. Barts · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · St. Georges, Grenada, West Indies · Bequia, Grenadines · Bridgetown, Barbados
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. Barts +5 more
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from $6,800
Book This Cruise@ Cruisebound
Seabourn · Seabourn QuestRound-trip
Caribbean 14 nights Dec 4 – Dec 18, 2027 from Miami, Florida
Miami, Florida · Cruz Bay, St. John, U.S. Virgin Islands · … · Miami, Florida11 ports
Miami, Florida · Cruz Bay, St. John, U.S. Virgin Islands · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort-de-France, Martinique · Roseau, Dominica · Little Bay, Montserrat, Leeward Islands · St. John's, Antigua · Road Bay, Anguilla · Great Harbor, Peter Island, BVI · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Trunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. BartsMt. Liamuiga Volcano Crater Hike +6 more
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from $5,949
Book This Cruise@ Cruisebound
Silversea · Silver DawnRound-trip
Caribbean 10 nights Dec 11 – Dec 21, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Jost Van Dyke, British Virgin Islands · … · San Juan, Puerto Rico11 ports
San Juan, Puerto Rico · Jost Van Dyke, British Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · Fort-de-France, Martinique · St. Georges, Grenada, West Indies · Bequia, Grenadines · Castries, St. Lucia · Codrington, Barbuda · Cruz Bay, St. John, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran CharterMt. Liamuiga Volcano Crater HikePrivate Open-Top Mini Moke Island Tour of St. Barts +6 more
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from $6,050
Book This Cruise@ Cruisebound
Silversea · Silver NovaRound-trip
Caribbean 11 nights Dec 18 – Dec 29, 2027 from Miami, Florida
Miami, Florida · Sopers Hole · … · Miami, Florida7 ports
Miami, Florida · Sopers Hole · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Deshaies, Guadeloupe · Fort-de-France, Martinique · Cruz Bay, St. John, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…The Baths of Virgin GordaMt. Liamuiga Volcano Crater HikeJardin Botanique de Deshaies at Opening Hour +2 more
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from $7,850
Book This Cruise@ Cruisebound
Silversea · Silver DawnRound-trip
Caribbean 7 nights Dec 21 – Dec 28, 2027 from San Juan, Puerto Rico
San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Castries, St. Lucia · Codrington, Barbuda · Jost Van Dyke, British Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Mt. Liamuiga Volcano Crater HikeCosol Tours +2 more
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from $5,150
Book This Cruise@ Cruisebound
Silversea · Silver ShadowRound-trip
Caribbean 12 nights Dec 24 – Jan 5, 2028 from Miami, Florida
Miami, Florida · Exuma Island · … · Miami, Florida9 ports
Miami, Florida · Exuma Island · Santander, Spain · San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Sopers Hole · Puerto Plata, Dominican Republic · Grand Turk, Turks and Caicos · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Altamira Caves & Santillana del MarWalk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P… +3 more
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from $7,050
Book This Cruise@ Cruisebound
Silversea · Silver RayOne-way
Caribbean 8 nights Dec 26 – Jan 3, 2028 from San Juan, Puerto Rico to Miami, Florida
San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · … · Miami, Florida7 ports
San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Codrington, Barbuda · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Jost Van Dyke, British Virgin Islands · Miami, Florida
★ Bucket-list Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Barbuda's Pink Sand Beach at Dawn, Private & EmptyMount Pelée & Saint-Pierre +3 more
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from $7,050
Book This Cruise@ Cruisebound
Silversea · Silver DawnRound-trip
Caribbean 7 nights Dec 28 – Jan 4, 2028 from San Juan, Puerto Rico
San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · … · San Juan, Puerto Rico7 ports
San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Philipsburg, St. Maarten · Roseau, Dominica · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Jost Van Dyke, British Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Random Wind 'Paradise Day Sail'Boiling Lake Hike +2 more
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from $5,350
Book This Cruise@ Cruisebound
Silversea · Silver NovaRound-trip
Caribbean 11 nights Dec 29 – Jan 9, 2028 from Miami, Florida
Miami, Florida · Key West, Florida · … · Miami, Florida8 ports
Miami, Florida · Key West, Florida · St. Thomas, U.S. Virgin Islands · Sopers Hole · Gustavia, St. Barts · Codrington, Barbuda · Cruz Bay, St. John, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Dry Tortugas National ParkPrivate Catamaran Sail & Snorkel at Honeymoon Beac…The Baths of Virgin Gorda +3 more
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from $8,750
Book This Cruise@ Cruisebound
Silversea · Silver RayRound-trip
Caribbean 12 nights Jan 3 – Jan 15, 2028 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida9 ports
Miami, Florida · San Juan, Puerto Rico · Cruz Bay, St. John, U.S. Virgin Islands · Gustavia, St. Barts · Codrington, Barbuda · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Jost Van Dyke, British Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsTrunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. Barts +4 more
View →
from $7,550
Book This Cruise@ Cruisebound
Silversea · Silver NovaRound-trip
Caribbean 11 nights Jan 9 – Jan 20, 2028 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida8 ports
Miami, Florida · San Juan, Puerto Rico · Sopers Hole · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Codrington, Barbuda · Cruz Bay, St. John, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsThe Baths of Virgin GordaPrivate Open-Top Mini Moke Island Tour of St. Barts +3 more
View →
from $7,550
Book This Cruise@ Cruisebound
Silversea · Silver DawnRound-trip
Caribbean 10 nights Jan 15 – Jan 25, 2028 from San Juan, Puerto Rico
San Juan, Puerto Rico · Jost Van Dyke, British Virgin Islands · … · San Juan, Puerto Rico11 ports
San Juan, Puerto Rico · Jost Van Dyke, British Virgin Islands · Gustavia, St. Barts · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Fort-de-France, Martinique · St. Georges, Grenada, West Indies · Canouan, St. Vincent · Castries, St. Lucia · Codrington, Barbuda · Cruz Bay, St. John, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran CharterPrivate Open-Top Mini Moke Island Tour of St. BartsMt. Liamuiga Volcano Crater Hike +5 more
View →
from $5,750
Book This Cruise@ Cruisebound
Silversea · Silver NovaRound-trip
Caribbean 11 nights Jan 20 – Jan 31, 2028 from Miami, Florida
Miami, Florida · San Juan, Puerto Rico · … · Miami, Florida8 ports
Miami, Florida · San Juan, Puerto Rico · Sopers Hole · Port of Basseterre, St. Kitts, St. Kitts and Nevis · Gustavia, St. Barts · Codrington, Barbuda · Cruz Bay, St. John, U.S. Virgin Islands · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Walk El Morro & Old San Juan's City WallsThe Baths of Virgin GordaMt. Liamuiga Volcano Crater Hike +3 more
View →
from $7,550
Book This Cruise@ Cruisebound
Silversea · Silver DawnRound-trip
Caribbean 11 nights Jan 25 – Feb 5, 2028 from San Juan, Puerto Rico
San Juan, Puerto Rico · Jost Van Dyke, British Virgin Islands · … · San Juan, Puerto Rico10 ports
San Juan, Puerto Rico · Jost Van Dyke, British Virgin Islands · Gustavia, St. Barts · Roseau, Dominica · Canouan, St. Vincent · St. Georges, Grenada, West Indies · Willemstad, Curacao · Kralendijk, Bonaire, Dutch Antilles · Cruz Bay, St. John, U.S. Virgin Islands · San Juan, Puerto Rico
★ Bucket-list Walk El Morro & Old San Juan's City WallsPrivate Catamaran CharterPrivate Open-Top Mini Moke Island Tour of St. BartsBoiling Lake Hike +4 more
View →
from $6,050
Book This Cruise@ Cruisebound
Silversea · Silver NovaRound-trip
Caribbean 11 nights Jan 31 – Feb 11, 2028 from Miami, Florida
Miami, Florida · Cruz Bay, St. John, U.S. Virgin Islands · … · Miami, Florida8 ports
Miami, Florida · Cruz Bay, St. John, U.S. Virgin Islands · Gustavia, St. Barts · Codrington, Barbuda · Fort-de-France, Martinique · Port of Basseterre, St. Kitts, St. Kitts and Nevis · San Juan, Puerto Rico · Miami, Florida
★ Bucket-list Star Island & Millionaire's Row Skyline Cruise on…Trunk Bay Underwater Snorkel Trail & VI National P…Private Open-Top Mini Moke Island Tour of St. BartsBarbuda's Pink Sand Beach at Dawn, Private & Empty +3 more
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from $7,550
Book This Cruise@ Cruisebound
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