Cruise Search Results: book.cruiseshopping.com

(800) 650-7213

Filter Results

Sort Sailings By:

Sailing Dates:

Price Per Person:

Cruise length:

Caribbean

San Juan

Silversea

Silver Nova

Silver Ray

Silver Shadow

Silver Spirit

Update

New Search

Search Results 1 - 12 of 12

December 29, 2025 - 7 Nights | - Caribbean - From $4,400

Cruise Line:	Silversea
Ship:	Silver Spirit
Departs:	San Juan Monday, December 29, 2025
Returns:	Bridgetown Monday, January 05, 2026

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$4,400

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$4,400

AVAILABLE BONUS OFFERS INCLUDE
	Ring in the New Year on this Cruise! (terms) Ring in the New Year on this Cruise! Ring in the New Year during this cruise!

View Itinerary

12/29	San Juan (Depart 07:00 PM)
12/30	Sopers Hole (08:00 AM - 06:00 PM)
12/31	Charlestown (Nevis) (08:00 AM - 06:00 PM)
01/01	Day at sea
01/02	Kralendijk, Bonaire (08:00 AM - 11:00 PM)
01/03	Willemstad, Curacao (08:00 AM - 06:00 PM)
01/04	Day at sea
01/05	Bridgetown (Arrive 07:00 AM)

February 24, 2026 - 14 Nights | - Caribbean - From $9,900

Cruise Line:	Silversea
Ship:	Silver Ray
Departs:	San Juan Tuesday, February 24, 2026
Returns:	Fort Lauderdale, Florida Tuesday, March 10, 2026

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$9,900

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$9,900

View Itinerary

02/24	San Juan (Depart 07:00 PM)
02/25	St John (08:00 AM - 06:00 PM)
02/26	Gustavia, St. Barthelemy (08:00 AM - 11:00 PM)
02/27	St. John's (08:00 AM - 11:00 PM)
02/28	Day at sea
03/01	Bequia (08:00 AM - 06:00 PM)
03/02	Soufriere, St. Lucia (08:00 AM - 06:00 PM)
03/03	Bridgetown (08:00 AM - 10:00 PM)
03/04	Fort-de-France (08:00 AM - 06:00 PM)
03/05	Deshaies (08:00 AM - 06:00 PM)
03/06	St. Kitts (Basseterre) (08:00 AM - 06:00 PM)
03/07	Road Town, Tortola (07:00 AM - 02:30 PM)
03/08	Day at sea
03/09	Day at sea
03/10	Fort Lauderdale, Florida (Arrive 07:00 AM)

February 24, 2026 - 28 Nights | - Caribbean - From $10,900

Cruise Line:	Silversea
Ship:	Silver Ray
Departs:	San Juan Tuesday, February 24, 2026
Returns:	Lisbon Tuesday, March 24, 2026

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$10,900

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$10,900

View Itinerary

02/24	San Juan (Depart 07:00 PM)
02/25	St John (08:00 AM - 06:00 PM)
02/26	Gustavia (08:00 AM - 11:00 PM)
02/27	St Johns (08:00 AM - 11:00 PM)
02/28	Day at sea
03/01	Bequia (08:00 AM - 06:00 PM)
03/02	Soufriere (08:00 AM - 06:00 PM)
03/03	Bridgetown (08:00 AM - 10:00 PM)
03/04	Fort-de-France (08:00 AM - 06:00 PM)
03/05	Deshaies (08:00 AM - 06:00 PM)
03/06	St Kitts (08:00 AM - 06:00 PM)
03/07	Road Town (07:00 AM - 02:30 PM)
03/08	Day at sea
03/09	Day at sea
03/10	Fort Lauderdale (Arrive 07:00 AM)
03/10	Fort Lauderdale (07:00 AM - 07:00 PM)
03/11	Day at sea
03/12	Day at sea
03/13	Royal Naval Dockyard (Arrive 08:00 AM)
03/14	Royal Naval Dockyard (Depart 02:00 PM)
03/15	Day at sea
03/16	Day at sea
03/17	Day at sea
03/18	Day at sea
03/19	Day at sea
03/20	Day at sea
03/21	Funchal (Arrive 09:00 AM)
03/22	Funchal (Depart 05:00 PM)
03/23	Day at sea
03/24	Lisbon (07:00 AM - 07:00 PM)

December 20, 2026 - 7 Nights | - Caribbean - From $5,500

Cruise Line:	Silversea
Ship:	Silver Shadow
Departs:	San Juan Sunday, December 20, 2026
Returns:	San Juan Sunday, December 27, 2026

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$5,500

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$5,500

AVAILABLE BONUS OFFERS INCLUDE
	Cruise on Christmas! (terms) Cruise on Christmas! Christmas is during this cruise!

View Itinerary

12/20	San Juan (Depart 07:00 PM)
12/21	Jost Van Dyke (British Virgin Islands) (08:00 AM - 06:00 PM)
12/22	Little Bay, Montserrat (09:00 AM - 07:00 PM)
12/23	St. John's (08:00 AM - 06:00 PM)
12/24	Fort-de-France (08:00 AM - 06:00 PM)
12/25	Day at sea
12/26	Sopers Hole (08:00 AM - 06:00 PM)
12/27	San Juan (07:00 AM - 07:00 PM)

December 20, 2026 - 14 Nights - From $8,300

Cruise Line:	Silversea
Ship:	Silver Shadow
Departs:	San Juan Sunday, December 20, 2026
Returns:	San Juan Sunday, January 03, 2027

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$8,300

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$8,300

AVAILABLE BONUS OFFERS INCLUDE
	Cruise on Christmas! (terms) Cruise on Christmas! Christmas is during this cruise!
	Ring in the New Year on this Cruise! (terms) Ring in the New Year on this Cruise! Ring in the New Year during this cruise!

View Itinerary

12/20	San Juan (Depart 07:00 PM)
12/21	Jost Van Dyke (08:00 AM - 06:00 PM)
12/22	Little Bay (09:00 AM - 07:00 PM)
12/23	St Johns (08:00 AM - 06:00 PM)
12/24	Fort-de-France (08:00 AM - 06:00 PM)
12/25	Day at sea
12/26	Sopers Hole (08:00 AM - 06:00 PM)
12/27	San Juan (07:00 AM - 07:00 PM)
12/27	San Juan (Depart 07:00 PM)
12/28	St John (08:00 AM - 06:00 PM)
12/29	St Kitts (08:00 AM - 06:00 PM)
12/30	Les Saintes (08:00 AM - 05:00 PM)
12/31	Bequia (08:00 AM - 06:00 PM)
01/01	Day at sea
01/02	St Thomas (08:00 AM - 06:00 PM)
01/03	San Juan (Arrive 07:00 AM)

December 27, 2026 - 7 Nights | - Caribbean - From $5,500

Cruise Line:	Silversea
Ship:	Silver Shadow
Departs:	San Juan Sunday, December 27, 2026
Returns:	San Juan Sunday, January 03, 2027

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$5,500

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$5,500

AVAILABLE BONUS OFFERS INCLUDE
	Ring in the New Year on this Cruise! (terms) Ring in the New Year on this Cruise! Ring in the New Year during this cruise!

View Itinerary

12/27	San Juan (Depart 07:00 PM)
12/28	St John (08:00 AM - 06:00 PM)
12/29	St. Kitts (Basseterre) (08:00 AM - 06:00 PM)
12/30	Les Saintes (08:00 AM - 05:00 PM)
12/31	Bequia (08:00 AM - 06:00 PM)
01/01	Day at sea
01/02	St. Thomas (08:00 AM - 06:00 PM)
01/03	San Juan (Arrive 07:00 AM)

December 29, 2026 - 8 Nights | - Caribbean - From $6,900

Cruise Line:	Silversea
Ship:	Silver Nova
Departs:	San Juan Tuesday, December 29, 2026
Returns:	Miami, FL Wednesday, January 06, 2027

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$6,900

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$6,900

AVAILABLE BONUS OFFERS INCLUDE
	Ring in the New Year on this Cruise! (terms) Ring in the New Year on this Cruise! Ring in the New Year during this cruise!

View Itinerary

12/29	San Juan (Depart 07:00 PM)
12/30	St John (08:00 AM - 06:00 PM)
12/31	Sopers Hole (08:00 AM - 03:00 PM)
01/01	Roseau (09:00 AM - 07:00 PM)
01/02	St. John's (08:00 AM - 06:00 PM)
01/03	Jost Van Dyke (British Virgin Islands) (08:00 AM - 03:00 PM)
01/04	Day at sea
01/05	Day at sea
01/06	Miami, FL (Arrive 07:00 AM)

January 03, 2027 - 7 Nights | - Caribbean - From $5,000

Cruise Line:	Silversea
Ship:	Silver Shadow
Departs:	San Juan Sunday, January 03, 2027
Returns:	San Juan Sunday, January 10, 2027

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$5,000

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$5,000

View Itinerary

01/03	San Juan (Depart 07:00 PM)
01/04	St John (08:00 AM - 06:00 PM)
01/05	Gustavia, St. Barthelemy (08:00 AM - 11:00 PM)
01/06	St. John's (08:00 AM - 07:00 PM)
01/07	Little Bay, Montserrat (08:00 AM - 06:00 PM)
01/08	St. Kitts (Basseterre) (08:00 AM - 07:00 PM)
01/09	Jost Van Dyke (British Virgin Islands) (08:00 AM - 06:00 PM)
01/10	San Juan (Arrive 07:00 AM)

January 10, 2027 - 10 Nights | - Caribbean - From $5,000

Cruise Line:	Silversea
Ship:	Silver Shadow
Departs:	San Juan Sunday, January 10, 2027
Returns:	Bridgetown Wednesday, January 20, 2027

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$5,000

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$5,000

AVAILABLE BONUS OFFERS INCLUDE
	Cruise on Martin Luther King Jr. Day! (terms) Cruise on Martin Luther King Jr. Day! Martin Luther King Jr.’s Day is during this cruise!

View Itinerary

01/10	San Juan (Depart 07:00 PM)
01/11	Jost Van Dyke (British Virgin Islands) (08:00 AM - 06:00 PM)
01/12	Gustavia, St. Barthelemy (08:00 AM - 11:00 PM)
01/13	St. John's (08:00 AM - 07:00 PM)
01/14	Little Bay, Montserrat (08:00 AM - 06:00 PM)
01/15	Les Saintes (08:00 AM - 06:00 PM)
01/16	St. Kitts (Basseterre) (08:00 AM - 06:00 PM)
01/17	Trois Ilets (08:00 AM - 06:00 PM)
01/18	Castries (St. Lucia) (08:00 AM - 06:00 PM)
01/19	St George's (08:00 AM - 06:00 PM)
01/20	Bridgetown (Arrive 07:00 AM)

February 06, 2027 - 10 Nights | - Caribbean - From $6,100

Cruise Line:	Silversea
Ship:	Silver Shadow
Departs:	San Juan Saturday, February 06, 2027
Returns:	Bridgetown Tuesday, February 16, 2027

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$6,100

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$6,100

AVAILABLE BONUS OFFERS INCLUDE
	Cruise on Valentine’s Day! (terms) Cruise on Valentine’s Day! Valentines Day is during this cruise!
	Cruise on President’s Day! (terms) Cruise on President’s Day! President’s Day is during this cruise!

View Itinerary

02/06	San Juan (Depart 07:00 PM)
02/07	Jost Van Dyke (British Virgin Islands) (08:00 AM - 06:00 PM)
02/08	Gustavia, St. Barthelemy (08:00 AM - 11:00 PM)
02/09	St. Kitts (Basseterre) (08:00 AM - 07:00 PM)
02/10	Little Bay, Montserrat (08:00 AM - 06:00 PM)
02/11	Les Saintes (08:00 AM - 06:00 PM)
02/12	Roseau (08:00 AM - 07:00 PM)
02/13	Trois Ilets (08:00 AM - 06:00 PM)
02/14	Castries (St. Lucia) (08:00 AM - 06:00 PM)
02/15	St George's (08:00 AM - 06:00 PM)
02/16	Bridgetown (Arrive 07:00 AM)

February 26, 2027 - 7 Nights | - Caribbean - From $5,800

Cruise Line:	Silversea
Ship:	Silver Shadow
Departs:	San Juan Friday, February 26, 2027
Returns:	San Juan Friday, March 05, 2027

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$5,800

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$5,800

View Itinerary

02/26	San Juan (Depart 06:00 PM)
02/27	St John (08:00 AM - 06:00 PM)
02/28	Gustavia, St. Barthelemy (08:00 AM - 11:00 PM)
03/01	St. Kitts (Basseterre) (08:00 AM - 07:00 PM)
03/02	St. John's (08:00 AM - 07:00 PM)
03/03	Little Bay, Montserrat (08:00 AM - 05:00 PM)
03/04	Jost Van Dyke (British Virgin Islands) (08:00 AM - 06:00 PM)
03/05	San Juan (Arrive 07:00 AM)

March 09, 2027 - 14 Nights | - Caribbean - From $5,800

Cruise Line:	Silversea
Ship:	Silver Shadow
Departs:	San Juan Tuesday, March 09, 2027
Returns:	Lisbon Tuesday, March 23, 2027

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$5,800

Inside	Outside	Balcony	Suite
Not Applicable	Not Applicable	Not Applicable	$5,800

View Itinerary

03/09	San Juan (Depart 07:00 PM)
03/10	Jost Van Dyke (British Virgin Islands) (08:00 AM - 05:00 PM)
03/11	St Johns (08:00 AM - 05:00 PM)
03/12	Day at sea
03/13	Day at sea
03/14	Day at sea
03/15	Day at sea
03/16	Day at sea
03/17	Day at sea
03/18	Day at sea
03/19	Santa Cruz de La Palma (Canary Islands) (08:00 AM - 10:00 PM)
03/20	Santa Cruz de Tenerife (08:00 AM - 07:00 PM)
03/21	Day at sea
03/22	Day at sea
03/23	Lisbon (Arrive 07:00 AM)

Search Results 1 - 12 of 12

Fares listed are cruise only, per person, double occupancy, and based upon the lowest cached fare per stateroom type. Government taxes and fees are additional. Onboard credits and/or promotions, if listed, are total per cabin based on double occupancy. Availability of listed prices, stateroom categories, promotions, departure dates, and itineraries are subject to change without notice. Please verify policies, stateroom descriptions, ports of call, and dates and times with the cruise line directly.

Your session has expired.

Your session will expire.

(800) 650-7213