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7-Night Caribbean (Caribbean - All)

Grand_Princess
Cruise Line: Princess Cruises    Ship: Grand Princess
Ports of Call: San Juan, St. Thomas, Philipsburg, St. John's, Tobago Cays + Carriacou, Bridgetown, San Juan
Departs: Sun. 1/11/26     Returns: Sun. 1/18/26     Nights: 7
Experience grandeur like never before aboard Grand Princess® where every moment is designed to impress. Indulge in delicious pop-up dining at Crab Shack or sip on a glass of wine at Vines Wine Bar... expand Expand
Additional Sailing Dates
2025 Departures: 10/12, 10/19, 10/26, 11/2, 11/9, 11/16, 11/23, 11/30, 12/7, 12/14, 12/21, 12/28
2026 Departures: 1/4, 1/18, 1/25, 2/1, 2/8, 2/15, 2/22, 3/1, 3/8, 3/15, 3/22, 3/29
Princess Cruises
 


14-Night Caribbean (Caribbean - Extended)

Grand_Princess
Cruise Line: Princess Cruises    Ship: Grand Princess
Ports of Call: San Juan, St. Thomas, Philipsburg, St. John's, Tobago Cays + Carriacou, Bridgetown, San Juan, St. Thomas, Philipsburg, St. John's, Dominica, Bridgetown, San Juan
Departs: Sun. 1/11/26     Returns: Sun. 1/25/26     Nights: 14
Experience grandeur like never before aboard Grand Princess® where every moment is designed to impress. Indulge in delicious pop-up dining at Crab Shack or sip on a glass of wine at Vines Wine Bar... expand Expand
Additional Sailing Dates
2025 Departures: 10/26, 11/9, 11/23, 11/30, 12/7, 12/14, 12/21
2026 Departures: 1/25, 2/1, 2/15, 2/22, 3/1, 3/15, 3/22
Princess Cruises
 


7-Night Caribbean (Caribbean - All)

Brilliance_of_the_Seas
Ports of Call: San Juan, Castries, Basseterre, St. John's, Tortola, Charlotte Amalie, San Juan
Departs: Sun. 1/11/26     Returns: Sun. 1/18/26     Nights: 7
Focusing on open spaces, natural light and floor to ceiling windows, Brilliance of the Seas is full of the unique entertainment, original facilities and signature features that passengers have come to... expand Expand
Special Sale: Signature Exclusive - Specialty Dining - Microsoft Form Submission Required (view details)
Additional Sailing Dates
2025 Departures: 11/2, 11/9, 11/16, 11/30, 12/7, 12/14, 12/21, 12/28
2026 Departures: 1/4, 1/18, 1/25, 3/1, 3/8, 3/15, 3/22, 3/29, 4/5, 4/12, 4/19, 11/22, 11/29, 12/6, 12/13, 12/20, 12/27
2027 Departures: 1/3, 1/10, 1/17, 1/24, 1/31, 2/7, 2/14, 2/21, 2/28, 3/7, 3/14, 3/21, 3/28, 4/4, 4/11, 4/18
Royal Caribbean International
 


7-Night Caribbean (Caribbean - All)

Norwegian_Epic
Cruise Line: Norwegian Cruise Line    Ship: Norwegian Epic
Ports of Call: San Juan, Tortola, St. John's, Bridgetown, Castries, Philipsburg, St. Thomas, San Juan
Departs: Sun. 1/11/26     Returns: Sun. 1/18/26     Nights: 7
Explore the history of the Mediterranean, feel the balmy breezes of the Bahamas and the Caribbean, or just sit back and relax whilst you cruise across the Atlantic. Whatever you choose to do, Norwegia... expand Expand
Special Sale: Teacher Cruise Discount (view details)Special Sale: More at Sea (view details)Special Sale: 35% off all cruises (view details)Special Sale: BOGO Free Air: Buy 1st Guest, receive 2nd Guest for Free from Select Gateway (view details)Special Sale: Military Appreciation Program (view details)Special Sale: BOGO Free Air: Buy 1st Guest, receive 2nd Guest for Free from Select Gateways (view details)Special Sale: Cruise Planners Exclusive - Prepaid Gratuities - Automatic Promo Code (view details)Special Sale: CruiseNext DoubleUp! (view details)
Additional Sailing Dates
2025 Departures: 11/23, 11/30, 12/7, 12/14, 12/21, 12/28
2026 Departures: 1/4, 1/18, 1/25, 2/1, 2/8, 2/15, 2/22, 3/1, 3/8, 3/15, 3/22, 3/29, 4/5, 4/12, 12/28
Norwegian Cruise Line
 


7-Night Caribbean (Caribbean - All)

Emerald_Azzurra
Cruise Line: Emerald Cruises    Ship: Emerald Azzurra
Ports of Call: San Juan, Isla De Culebra, St. John Island, Great Harbour, Jost Van Dyke BVI, Philpsburg, Gustavia, Little Bay, Antigua
Departs: Sat. 1/17/26     Returns: Sat. 1/24/26     Nights: 7
Reaching an impressive 360.9 ft (110 meters) in length, our spectacular super yacht will exceed your ocean cruising expectations.   And with an intimate 100 guests on board there's an abundance... expand Expand
Special Sale: Cruise Planners Exclusive - Save $250 or receive $250 Onboard Credit (view details)
Additional Sailing Dates
2025 Departures: 12/6, 12/13, 12/20, 12/27
2026 Departures: 1/3, 1/10, 1/24, 1/31, 2/7, 2/14, 2/21, 2/28, 3/7, 3/14, 3/21, 11/29, 12/6, 12/13, 12/20, 12/27
2027 Departures: 1/9, 1/16, 1/23, 1/30, 2/6, 2/13, 2/20, 2/27, 3/6, 3/13, 3/20, 3/27, 4/3, 4/10
Emerald Cruises
 


14-Night Caribbean (Caribbean - All)

Emerald_Azzurra
Cruise Line: Emerald Cruises    Ship: Emerald Azzurra
Ports of Call: San Juan, Isla De Culebra, St. John Island, Great Harbour, Jost Van Dyke BVI, Philpsburg, Gustavia, Little Bay, Saint John's, Barbuda, Iles Des Saintes, Deshaies, Gustavia, Virgin Gorda, Norman Island, San Juan
Departs: Sat. 1/17/26     Returns: Sat. 1/31/26     Nights: 14
Reaching an impressive 360.9 ft (110 meters) in length, our spectacular super yacht will exceed your ocean cruising expectations.   And with an intimate 100 guests on board there's an abundance... expand Expand
Special Sale: Cruise Planners Exclusive - Save $250 or receive $250 Onboard Credit (view details)
Additional Sailing Dates
2025 Departures: 12/6, 12/13, 12/20, 12/27
2026 Departures: 1/3, 1/10, 1/24, 1/31, 2/7, 2/14, 2/21, 2/28, 3/7, 3/14, 12/6
2027 Departures: 1/16, 2/13, 3/13
Emerald Cruises
 


7-Night Caribbean (Caribbean - All)

valiant_lady
Cruise Line: Virgin Voyages    Ship: Valiant Lady
Ports of Call: San Juan, Basseterre, Bridgetown, Fort de France, St. John's, Philipsburg, San Juan
Departs: Sat. 1/17/26     Returns: Sat. 1/24/26     Nights: 7
With a name derived from the Latin, "valere" (which means to be strong) our second lady ship calls Barcelona her home - setting sail through the Mediterranean in the summers and spending her winters d... expand Expand
Special Sale: My Next Virgin Voyage (view details)Special Sale: Signature Exclusive: Sailor Loot - Select Categories (view details)Special Sale: 70% Off Second Sailor + Instant Savings (view details)
Additional Sailing Dates
2025 Departures: 11/8, 11/15, 11/22, 11/22, 12/13, 12/20, 12/27
2026 Departures: 1/3, 1/10, 1/24, 1/31, 1/31, 2/7, 2/14, 2/21, 2/28, 3/7, 3/14, 3/21, 10/31, 11/7, 11/28, 12/5, 12/12, 12/19, 12/26
2027 Departures: 1/2, 1/9, 1/16, 2/6, 2/13, 2/20, 2/27, 3/6, 3/27, 4/3, 4/15
Virgin Voyages
 


7-Night Caribbean (Caribbean - All)

Jewel_of_the_Seas
Ports of Call: San Juan, Charlotte Amalie, Philipsburg, St. Croix, Castries, Bridgetown, San Juan
Departs: Sat. 1/17/26     Returns: Sat. 1/24/26     Nights: 7
Jewel of the Seas is aptly named – she positively sparkles with light which floods in through her expansive glass exteriors. This light and airy feel enhances Jewel of the Seas spacious quality and pr... expand Expand
Special Sale: Signature Exclusive - Specialty Dining - Microsoft Form Submission Required (view details)
Additional Sailing Dates
2025 Departures: 11/8, 11/15, 11/22, 11/29, 12/6, 12/13, 12/20, 12/27
2026 Departures: 1/3, 1/10, 1/24, 1/31, 2/7, 2/14, 2/21, 2/28, 3/7, 3/14, 3/21, 3/28, 4/4, 4/11, 4/18, 5/1, 5/3, 5/9, 5/10, 5/16, 5/17, 5/23, 5/24, 5/30, 5/31, 6/6, 6/7, 6/13, 6/14, 6/20, 6/21, 6/27, 6/28, 7/4, 7/5, 7/11, 7/12, 7/18, 7/19, 7/25, 7/26, 8/1, 8/2, 8/8, 8/9, 8/15, 8/16, 8/22, 8/23, 8/29, 8/30, 9/5, 9/6, 9/12, 9/13, 9/19, 9/20, 9/26, 9/27, 10/3, 10/4, 10/10, 10/11, 10/17, 10/18, 10/24, 10/25, 10/31, 11/1, 11/7, 11/8, 11/14, 11/15, 11/21, 11/22, 11/28, 11/29, 12/5, 12/6, 12/12, 12/13, 12/19, 12/20, 12/26, 12/27
2027 Departures: 1/2, 1/3, 1/9, 1/10, 1/16, 1/17, 1/23, 1/24, 1/30, 1/31, 2/6, 2/7, 2/13, 2/14, 2/20, 2/21, 2/27, 2/28, 3/6, 3/7, 3/13, 3/14, 3/20, 3/21, 3/27, 3/28, 4/3, 4/4, 4/10, 4/11, 4/18
Royal Caribbean International
 


7-Night Caribbean (Caribbean - All)

Ilma
Cruise Line: The Ritz-Carlton Yacht Collection    Ship: Ilma
Ports of Call: San Juan, Bridgetown, Grande Anse, Les Anses-d'Arlet, Falmouth, Virgin Gorda, Gustavia, San Juan
Departs: Sun. 1/18/26     Returns: Sun. 1/25/26     Nights: 7
The specially designed superyachts feature the highest space ratios at sea, with 228 suites, each with its own private terrace, and will offer a high percentage of larger suites, with two new, spaciou... expand Expand
Additional Sailing Dates
2025 Departures: 11/7, 12/21, 12/28
2026 Departures: 1/4, 1/11, 1/25, 2/8, 2/15, 3/19, 4/3, 11/20, 12/14, 12/21, 12/28
2027 Departures: 1/22, 2/12, 2/19, 2/26, 3/11, 3/28, 4/4
The Ritz-Carlton Yacht Collection
 


10-Night Caribbean (Caribbean - All)

Viking_Sea
Cruise Line: Viking Ocean Cruises    Ship: Viking Sea
Ports of Call: San Juan (2 Days), Road Town, Basseterre, Castries, Bridgetown, Roseau, St. John's, Philipsburg, Charlotte Amalie, San Juan
Departs: Sun. 1/18/26     Returns: Wed. 1/28/26     Nights: 10
Expand your horizons on this comfortable, award-winning ship, intimate and thoughtfully created by experienced nautical architects and designers to enrich your interaction with your destination in eve... expand Expand
Special Sale: Your Choice Sale (view details)
Additional Sailing Dates
2025 Departures: 10/29, 11/29, 12/9, 12/19, 12/29
2026 Departures: 1/8, 1/28, 2/7, 2/17, 2/27, 3/9, 3/19, 11/5, 11/15, 11/25, 12/5
2027 Departures: 1/5, 1/15, 1/25, 2/4, 2/14, 2/24, 11/27, 12/7, 12/17, 12/27
2028 Departures: 2/6, 2/16
Viking Ocean Cruises
 


14-Night Caribbean (Caribbean - All)

Grand_Princess
Cruise Line: Princess Cruises    Ship: Grand Princess
Ports of Call: San Juan, St. Thomas, Philipsburg, St. John's, Dominica, Bridgetown, San Juan, St. Thomas, Philipsburg, St. John's, Pointe a Pitre, Bridgetown, San Juan
Departs: Sun. 1/18/26     Returns: Sun. 2/1/26     Nights: 14
Experience grandeur like never before aboard Grand Princess® where every moment is designed to impress. Indulge in delicious pop-up dining at Crab Shack or sip on a glass of wine at Vines Wine Bar... expand Expand
Additional Sailing Dates
2025 Departures: 10/12, 10/19, 11/2, 11/16, 12/28
2026 Departures: 1/4, 2/8, 3/8, 10/26
Princess Cruises
 


7-Night Caribbean (Caribbean - All)

Grand_Princess
Cruise Line: Princess Cruises    Ship: Grand Princess
Ports of Call: San Juan, St. Thomas, Philipsburg, St. John's, Dominica, Bridgetown, San Juan
Departs: Sun. 1/18/26     Returns: Sun. 1/25/26     Nights: 7
Experience grandeur like never before aboard Grand Princess® where every moment is designed to impress. Indulge in delicious pop-up dining at Crab Shack or sip on a glass of wine at Vines Wine Bar... expand Expand
Additional Sailing Dates
2025 Departures: 10/12, 10/19, 10/26, 11/2, 11/9, 11/16, 11/23, 11/30, 12/7, 12/14, 12/21, 12/28
2026 Departures: 1/4, 1/11, 1/25, 2/1, 2/8, 2/15, 2/22, 3/1, 3/8, 3/15, 3/22, 3/29
Princess Cruises
 


7-Night Caribbean (Caribbean - All)

Brilliance_of_the_Seas
Ports of Call: San Juan, Tortola, St. John's, St. George's, Kingstown, Roseau, San Juan
Departs: Sun. 1/18/26     Returns: Sun. 1/25/26     Nights: 7
Focusing on open spaces, natural light and floor to ceiling windows, Brilliance of the Seas is full of the unique entertainment, original facilities and signature features that passengers have come to... expand Expand
Special Sale: Signature Exclusive - Specialty Dining - Microsoft Form Submission Required (view details)
Additional Sailing Dates
2025 Departures: 11/2, 11/9, 11/16, 11/30, 12/7, 12/14, 12/21, 12/28
2026 Departures: 1/4, 1/11, 1/25, 3/1, 3/8, 3/15, 3/22, 3/29, 4/5, 4/12, 4/19, 11/22, 11/29, 12/6, 12/13, 12/20, 12/27
2027 Departures: 1/3, 1/10, 1/17, 1/24, 1/31, 2/7, 2/14, 2/21, 2/28, 3/7, 3/14, 3/21, 3/28, 4/4, 4/11, 4/18
Royal Caribbean International
 


7-Night Caribbean (Caribbean - All)

Norwegian_Epic
Cruise Line: Norwegian Cruise Line    Ship: Norwegian Epic
Ports of Call: San Juan, Tortola, St. John's, Bridgetown, Castries, Philipsburg, St. Thomas, San Juan
Departs: Sun. 1/18/26     Returns: Sun. 1/25/26     Nights: 7
Explore the history of the Mediterranean, feel the balmy breezes of the Bahamas and the Caribbean, or just sit back and relax whilst you cruise across the Atlantic. Whatever you choose to do, Norwegia... expand Expand
Special Sale: Teacher Cruise Discount (view details)Special Sale: More at Sea (view details)Special Sale: 35% off all cruises (view details)Special Sale: BOGO Free Air: Buy 1st Guest, receive 2nd Guest for Free from Select Gateway (view details)Special Sale: Military Appreciation Program (view details)Special Sale: BOGO Free Air: Buy 1st Guest, receive 2nd Guest for Free from Select Gateways (view details)Special Sale: 3rd & 4th guest free (view details)Special Sale: Cruise Planners Exclusive - Prepaid Gratuities - Automatic Promo Code (view details)Special Sale: CruiseNext DoubleUp! (view details)
Additional Sailing Dates
2025 Departures: 11/23, 11/30, 12/7, 12/14, 12/21, 12/28
2026 Departures: 1/4, 1/11, 1/25, 2/1, 2/8, 2/15, 2/22, 3/1, 3/8, 3/15, 3/22, 3/29, 4/5, 4/12, 12/28
Norwegian Cruise Line
 


7-Night Caribbean (Caribbean - All)

Explora_I
Cruise Line: Explora Journeys    Ship: Explora I
Ports of Call: San Juan, Gustavia, Road Town, St. John's, Road Bay, Anguilla, Miami
Departs: Wed. 1/21/26     Returns: Wed. 1/28/26     Nights: 7
We call it the Ocean State of Mind A state of mind inspired by the blue waters of our seas and oceans. Characterised by calm, unity, elegance and joy, that encourages inner and outer exploration and... expand Expand
Special Sale: Welcome Back Benefit (view details)Special Sale: Signature Exclusive Collection Offer (view details)Special Sale: Invitation to Discover (view details)
Additional Sailing Dates
2025 Departures: 11/20, 12/5
2026 Departures: 1/6, 2/5, 3/2, 12/6, 12/13, 12/20
2027 Departures: 1/4, 1/29, 3/1
Explora Journeys
 


15-Night Caribbean (Caribbean - All)

Explora_I
Cruise Line: Explora Journeys    Ship: Explora I
Ports of Call: San Juan, Gustavia, Road Town, St. John's, Road Bay, Anguilla, Miami, Charlotte Amalie, Iles Des Saintes, Bridgetown, Fort de France, Basseterre, San Juan
Departs: Wed. 1/21/26     Returns: Thu. 2/5/26     Nights: 15
We call it the Ocean State of Mind A state of mind inspired by the blue waters of our seas and oceans. Characterised by calm, unity, elegance and joy, that encourages inner and outer exploration and... expand Expand
Special Sale: Signature Exclusive Collection Offer (view details)Special Sale: Signature Exclusive Private Car & Guide Tour (view details)Special Sale: Invitation to Discover (view details)
Additional Sailing Dates
2025 Departures: 11/12, 11/17, 11/20, 11/27, 12/29
2026 Departures: 1/6, 1/13, 1/28, 2/5
Explora Journeys
 


7-Night Caribbean (Caribbean - All)

Star_Seeker
Cruise Line: Windstar Cruises    Ship: Star Seeker
Ports of Call: San Juan, St. John Island, Basseterre, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan
Departs: Fri. 1/23/26     Returns: Fri. 1/30/26     Nights: 7
Coming Dec. 2025, Star Seeker will be our first-ever Star Class new build, followed by Star Explorer in Dec. 2026. Serving 224 guests, each ship will feature 112 suites with full privat... expand Expand
Special Sale: Travel Is Better When You're All-In (view details)Special Sale: Ways to Winter Sales Event (view details)
Additional Sailing Dates
2026 Departures: 1/30, 2/6, 2/13, 2/20, 2/27, 3/6, 3/13, 4/6
Windstar Cruises
 


14-Night Caribbean (Caribbean - Extended)

Star_Seeker
Cruise Line: Windstar Cruises    Ship: Star Seeker
Ports of Call: San Juan, St. John Island, Basseterre, Gustavia, Philipsburg, Great Harbour, Jost Van Dyke BVI, Leverick Bay, Virgin Gorda, San Juan, Admiralty Bay, Bequia, Mayreau, Soufriere Bay, Pointe a Pitre, Marigot, San Juan
Departs: Fri. 1/23/26     Returns: Fri. 2/6/26     Nights: 14
Coming Dec. 2025, Star Seeker will be our first-ever Star Class new build, followed by Star Explorer in Dec. 2026. Serving 224 guests, each ship will feature 112 suites with full privat... expand Expand
Special Sale: Travel Is Better When You're All-In (view details)Special Sale: Ways to Winter Sales Event (view details)
Additional Sailing Dates
2026 Departures: 1/30, 2/6, 2/13, 2/27, 3/6
Windstar Cruises
 


7-Night Caribbean (Caribbean - All)

valiant_lady
Cruise Line: Virgin Voyages    Ship: Valiant Lady
Ports of Call: San Juan, Tortola, Bridgetown, Fort de France, St. John's, Philipsburg, San Juan
Departs: Sat. 1/24/26     Returns: Sat. 1/31/26     Nights: 7
With a name derived from the Latin, "valere" (which means to be strong) our second lady ship calls Barcelona her home - setting sail through the Mediterranean in the summers and spending her winters d... expand Expand
Special Sale: My Next Virgin Voyage (view details)Special Sale: Signature Exclusive: Sailor Loot - Select Categories (view details)Special Sale: 70% Off Second Sailor + Instant Savings (view details)
Additional Sailing Dates
2025 Departures: 11/8, 11/15, 11/22, 11/22, 12/13, 12/20, 12/27
2026 Departures: 1/3, 1/10, 1/17, 1/31, 1/31, 2/7, 2/14, 2/21, 2/28, 3/7, 3/14, 3/21, 10/31, 11/7, 11/28, 12/5, 12/12, 12/19, 12/26
2027 Departures: 1/2, 1/9, 1/16, 2/6, 2/13, 2/20, 2/27, 3/6, 3/27, 4/3, 4/15
Virgin Voyages
 


7-Night Caribbean (Caribbean - All)

Jewel_of_the_Seas
Ports of Call: San Juan, Charlotte Amalie, Philipsburg, St. Croix, Roseau, Bridgetown, San Juan
Departs: Sat. 1/24/26     Returns: Sat. 1/31/26     Nights: 7
Jewel of the Seas is aptly named – she positively sparkles with light which floods in through her expansive glass exteriors. This light and airy feel enhances Jewel of the Seas spacious quality and pr... expand Expand
Special Sale: Signature Exclusive - Specialty Dining - Microsoft Form Submission Required (view details)
Additional Sailing Dates
2025 Departures: 11/8, 11/15, 11/22, 11/29, 12/6, 12/13, 12/20, 12/27
2026 Departures: 1/3, 1/10, 1/17, 1/31, 2/7, 2/14, 2/21, 2/28, 3/7, 3/14, 3/21, 3/28, 4/4, 4/11, 4/18, 5/1, 5/3, 5/9, 5/10, 5/16, 5/17, 5/23, 5/24, 5/30, 5/31, 6/6, 6/7, 6/13, 6/14, 6/20, 6/21, 6/27, 6/28, 7/4, 7/5, 7/11, 7/12, 7/18, 7/19, 7/25, 7/26, 8/1, 8/2, 8/8, 8/9, 8/15, 8/16, 8/22, 8/23, 8/29, 8/30, 9/5, 9/6, 9/12, 9/13, 9/19, 9/20, 9/26, 9/27, 10/3, 10/4, 10/10, 10/11, 10/17, 10/18, 10/24, 10/25, 10/31, 11/1, 11/7, 11/8, 11/14, 11/15, 11/21, 11/22, 11/28, 11/29, 12/5, 12/6, 12/12, 12/13, 12/19, 12/20, 12/26, 12/27
2027 Departures: 1/2, 1/3, 1/9, 1/10, 1/16, 1/17, 1/23, 1/24, 1/30, 1/31, 2/6, 2/7, 2/13, 2/14, 2/20, 2/21, 2/27, 2/28, 3/6, 3/7, 3/13, 3/14, 3/20, 3/21, 3/27, 3/28, 4/3, 4/4, 4/10, 4/11, 4/18
Royal Caribbean International
 


7-Night Caribbean (Caribbean - All)

Ilma
Cruise Line: The Ritz-Carlton Yacht Collection    Ship: Ilma
Ports of Call: San Juan, Soufriere, Canouan, Portsmouth, Sandy Ground, Gustavia, San Juan
Departs: Sun. 1/25/26     Returns: Sun. 2/1/26     Nights: 7
The specially designed superyachts feature the highest space ratios at sea, with 228 suites, each with its own private terrace, and will offer a high percentage of larger suites, with two new, spaciou... expand Expand
Additional Sailing Dates
2025 Departures: 11/7, 12/21, 12/28
2026 Departures: 1/4, 1/11, 1/18, 2/8, 2/15, 3/19, 4/3, 11/20, 12/14, 12/21, 12/28
2027 Departures: 1/22, 2/12, 2/19, 2/26, 3/11, 3/28, 4/4
The Ritz-Carlton Yacht Collection
 


7-Night Caribbean (Caribbean - All)

Grand_Princess
Cruise Line: Princess Cruises    Ship: Grand Princess
Ports of Call: San Juan, St. Thomas, Philipsburg, St. John's, Pointe a Pitre, Bridgetown, San Juan
Departs: Sun. 1/25/26     Returns: Sun. 2/1/26     Nights: 7
Experience grandeur like never before aboard Grand Princess® where every moment is designed to impress. Indulge in delicious pop-up dining at Crab Shack or sip on a glass of wine at Vines Wine Bar... expand Expand
Additional Sailing Dates
2025 Departures: 10/12, 10/19, 10/26, 11/2, 11/9, 11/16, 11/23, 11/30, 12/7, 12/14, 12/21, 12/28
2026 Departures: 1/4, 1/11, 1/18, 2/1, 2/8, 2/15, 2/22, 3/1, 3/8, 3/15, 3/22, 3/29
Princess Cruises
 


7-Night Caribbean (Caribbean - All)

Brilliance_of_the_Seas
Ports of Call: San Juan, Charlotte Amalie, Tortola, Basseterre, St. John's, Castries, San Juan
Departs: Sun. 1/25/26     Returns: Sun. 2/1/26     Nights: 7
Focusing on open spaces, natural light and floor to ceiling windows, Brilliance of the Seas is full of the unique entertainment, original facilities and signature features that passengers have come to... expand Expand
Special Sale: Signature Exclusive - Specialty Dining - Microsoft Form Submission Required (view details)
Additional Sailing Dates
2025 Departures: 11/2, 11/9, 11/16, 11/30, 12/7, 12/14, 12/21, 12/28
2026 Departures: 1/4, 1/11, 1/18, 3/1, 3/8, 3/15, 3/22, 3/29, 4/5, 4/12, 4/19, 11/22, 11/29, 12/6, 12/13, 12/20, 12/27
2027 Departures: 1/3, 1/10, 1/17, 1/24, 1/31, 2/7, 2/14, 2/21, 2/28, 3/7, 3/14, 3/21, 3/28, 4/4, 4/11, 4/18
Royal Caribbean International
 


7-Night Caribbean (Caribbean - All)

Norwegian_Epic
Cruise Line: Norwegian Cruise Line    Ship: Norwegian Epic
Ports of Call: San Juan, Tortola, St. John's, Bridgetown, Castries, Philipsburg, St. Thomas, San Juan
Departs: Sun. 1/25/26     Returns: Sun. 2/1/26     Nights: 7
Explore the history of the Mediterranean, feel the balmy breezes of the Bahamas and the Caribbean, or just sit back and relax whilst you cruise across the Atlantic. Whatever you choose to do, Norwegia... expand Expand
Special Sale: Teacher Cruise Discount (view details)Special Sale: More at Sea (view details)Special Sale: 35% off all cruises (view details)Special Sale: BOGO Free Air: Buy 1st Guest, receive 2nd Guest for Free from Select Gateway (view details)Special Sale: Military Appreciation Program (view details)Special Sale: Signature Exclusive Collection Offer (view details)Special Sale: BOGO Free Air: Buy 1st Guest, receive 2nd Guest for Free from Select Gateways (view details)Special Sale: 3rd & 4th guest free (view details)Special Sale: Cruise Planners Exclusive - Prepaid Gratuities - Automatic Promo Code (view details)Special Sale: CruiseNext DoubleUp! (view details)
Additional Sailing Dates
2025 Departures: 11/23, 11/30, 12/7, 12/14, 12/21, 12/28
2026 Departures: 1/4, 1/11, 1/18, 2/1, 2/8, 2/15, 2/22, 3/1, 3/8, 3/15, 3/22, 3/29, 4/5, 4/12, 12/28
Norwegian Cruise Line
 


7-Night Caribbean (Caribbean - All)

SeaDream_II
Cruise Line: SeaDream Yacht Club    Ship: SeaDream II
Ports of Call: San Juan, White Bay, Jost Van Dyke, Sint Eustatius, Gustavia (2 Days), Falmouth, Terre-de-Haut, Le Marin, Bridgetown
Departs: Sun. 1/25/26     Returns: Sun. 2/1/26     Nights: 7
Named “Best Small Luxury Cruise Ship of 2015” in ForbesLife, twin mega-yachts SeaDream I & II are intimate boutique ships that provide a unique travelling experience unlike any other cruise vacati... expand Expand
Special Sale: Signature Exclusive Collection Offer (view details)
Additional Sailing Dates
2025 Departures: 11/16, 11/30, 12/7, 12/14, 12/21, 12/28
2026 Departures: 1/4, 1/11, 1/18, 2/22, 3/1, 3/8, 3/15, 3/22, 3/29, 4/5, 4/12, 4/19, 12/5, 12/12, 12/27
2027 Departures: 1/3, 1/10, 1/17, 1/24, 1/31, 2/7, 2/14, 2/21, 2/28, 3/13, 3/20, 3/27, 4/3, 11/13, 11/20, 11/27, 12/4, 12/27
2028 Departures: 1/8, 1/15, 1/22, 1/29, 2/5, 3/4, 3/11, 3/18, 3/25, 4/1, 4/8, 4/15
SeaDream Yacht Club
 


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Prices are per person, double occupancy, cruise only and on select sailings. Prices shown are for stateroom categories as noted and are shown in US Dollars. Government taxes and fees are additional. Airfare is not included. Prices and itineraries are based on availability and are subject to change without notice.