PO Box 13349 Des Moines, IA 50310-0349
(515) 287 3170
from
$9,899.00
(USD)
Per Person
Nov 09, 2026
through Dec 19, 2026
through Dec 19, 2026
Nights:
40
Ship:
Insignia
Price Per Night:$247.48 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 09, 2026
through Dec 19, 2026
Itinerary:
Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz De La Palma, San Juan, Nassau, Miami, Tortola, St. John's, Castries...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,144.00
(USD)
Per Person
Feb 14, 2027
through Mar 06, 2027
through Mar 06, 2027
Nights:
20
Ship:
Zuiderdam
Price Per Night:$207.20 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 14, 2027
through Mar 06, 2027
Itinerary:
Miami, Relaxaway Half Moon Cay, San Juan, St Thomas, Tortola, St Maarten, Antigua, Scenic Cruising Soufriere Bay, St Lucia, Roseau...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$965.87
(USD)
Per Person
Dec 13, 2026
through Dec 20, 2026
through Dec 20, 2026
Nights:
7
Ship:
Norwegian Breakaway
Price Per Night:$137.98 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 13, 2026
through Dec 20, 2026
Itinerary:
San Juan, Pr, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, Basseterre, Saint Kitts - Nevis, Bridgetown, Barbados, ST LUCIA, SAINT LUCIA, Tortola, British Virgin Islands, ST THOMAS, VI, San Juan, Pr
Sail away from San Juan for seven days of pure island enchantment, where each port beckons with promise and charm. Start in Road Town, Tortola, where lush hills and secret coves await - dive into crystal waters where you might see a gentle sea turtle or journey inland to the mystical Baths, where giant granite boulders create hidden grottos.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,699.00
(USD)
Per Person
Jan 17, 2027
through Feb 07, 2027
through Feb 07, 2027
Nights:
21
Ship:
Nieuw Amsterdam
Price Per Night:$223.76 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 17, 2027
through Feb 07, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Aruba, Cartagena, Panama Canal And Gatun Lake, Gatun Lake And Panama Canal, Gatun Lake, Exit Panama Canal Cristobal, Colon, Enter Panama Canal Cristobal...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$15,180.00
(USD)
Per Person
Jan 03, 2027
through Jan 16, 2027
through Jan 16, 2027
Nights:
13
Ship:
Emerald Azzurra
Price Per Night:$1,167.69 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 03, 2027
through Jan 16, 2027
Itinerary:
Bridgetown, Barbados, Soufrière, Saint Lucia, Îles des Saintes, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthélemy, Marigot, Saint Martin, Marigot, Saint Martin - Anguilla, Virgin Gorda – Norman Island, British Virgin Islands, Norman Island - Jost van Dyke, British Virgin Islands...
Embark on an unforgettable Caribbean voyage exploring pristine beaches and coral reefs, island-hopping through diverse cultures, where the warmth of the locals will enhance your luxury yacht adventure.
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Inside
Outside
Balcony
Suite
from
$3,699.00
(USD)
Per Person
+ $120.00 taxes/fees
Dec 07, 2025
through Dec 21, 2025
through Dec 21, 2025
Nights:
14
Ship:
Wind Surf
Price Per Night:$264.21 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 07, 2025
through Dec 21, 2025
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Gustavia, Philipsburg, St. Maarten, Falmouth Harbour, Road Bay...
Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Les Saintes, Anse Mitan, Pigeon Island and much more.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,559.00
(USD)
Per Person
+ $450.00 taxes/fees
Feb 22, 2026
through Mar 22, 2026
through Mar 22, 2026
Nights:
28
Ship:
Queen Victoria
Price Per Night:$127.11 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 22, 2026
through Mar 22, 2026
Itinerary:
London (Southampton), England, Madeira, Portugal, Tortola, B.V.I., St. Maarten, Netherlands Antilles, St. Kitts, ST Kitts/Nevis, Dominica, Dominica, St Lucia, Saint Lucia, Barbados, Barbados, Tenerife, Canary Islands, London (Southampton), England
Fulfill the ultimate holiday fantasy, sinking your toes into the white sands of Caribbean beaches on this 28-night voyage. On board, make use of Queen Victoria’s sun decks, as you sail between islands.
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Inside
Outside
Balcony
Suite
from
$5,199.00
(USD)
Per Person
Feb 26, 2026
through Mar 09, 2026
through Mar 09, 2026
Nights:
11
Ship:
Allura
Price Per Night:$472.64 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 26, 2026
through Mar 09, 2026
Itinerary:
Miami, San Juan, Basseterre, Gustavia, Philipsburg, Tortola, Miami
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,465.00
(USD)
Per Person
Oct 12, 2025
through Oct 26, 2025
through Oct 26, 2025
Nights:
14
Ship:
Grand Princess
Price Per Night:$104.64 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 12, 2025
through Oct 26, 2025
Itinerary:
San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan, St Thomas, St Maarten, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,477.50
(USD)
Per Person
Nov 29, 2026
through Dec 11, 2026
through Dec 11, 2026
Nights:
12
Ship:
Norwegian Bliss
Price Per Night:$123.13 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 29, 2026
through Dec 11, 2026
Itinerary:
New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, Basseterre, Saint Kitts - Nevis, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, ST THOMAS, VI, Tortola, British Virgin Islands, New York City, Ny
Set sail on a spectacular 12-day round-trip sailing from New York to the Caribbean with Norwegian. In Puerto Plata, visit Fortaleza San Felipe, which was built in the 16th century or head to the Amber Museum, which is filled with a unique collection of valuable Dominican amber. Wander San Juan's picturesque cobblestone streets, plazas and chapels, all reflecting its rich Spanish heritage. And on the island of St. Thomas, witness Charlotte Amalie's breathtaking harbor - once home to pirates but still full of many treasures today.
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Inside
Outside
Balcony
Suite
from
$8,299.00
(USD)
Per Person
+ $116.00 taxes/fees
Feb 21, 2026
through Mar 21, 2026
through Mar 21, 2026
Nights:
28
Ship:
Wind Spirit
Price Per Night:$296.39 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 21, 2026
through Mar 21, 2026
Itinerary:
Philipsburg, St. Maarten, St. John's, Road Bay, Soper's Hole, Virgin Gorda / Prickly Pear, British Virgin Islands, Soper's Hole, Jost Van Dyke, Great Harbour, Gustavia, Philipsburg, St. Maarten, Basseterre...
Get acquainted with the Caribbean’s most iconic and little-known vacation destinations during this comprehensive and romantic 28-port, 20-country voyage to the Windward and Leeward Islands, Colombia, and a guided daylight transit of the Panama Canal. Zipline through the shady Antigua Rainforest near Falmouth Harbour. Savor deep-fried pastries filled with warm and tasty seafood on Bonaire. Board a semi-submersible bound for underwater marine parks and sunken ships off the shores of St. Barts.
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Inside
Outside
Balcony
Suite
from
$3,289.00
(USD)
Per Person
Dec 18, 2026
through Jan 05, 2027
through Jan 05, 2027
Nights:
18
Ship:
Azamara Journey
Price Per Night:$182.72 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 18, 2026
through Jan 05, 2027
Itinerary:
San Juan, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua, Gustavia, Saint- Pierre, Port Elizabeth, Bequia, Scarborough, Tobago, Mayreau, Grenadines, Bridgetown...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,291.00
(USD)
Per Person
Jan 25, 2026
through Feb 08, 2026
through Feb 08, 2026
Nights:
14
Ship:
Grand Princess
Price Per Night:$92.21 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 25, 2026
through Feb 08, 2026
Itinerary:
San Juan, St Thomas, St Maarten, Antigua, Guadeloupe (Pointe-A-Pitre), Barbados, San Juan, Tortola, St Kitts, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,999.00
(USD)
Per Person
+ $94.00 taxes/fees
Nov 22, 2026
through Dec 06, 2026
through Dec 06, 2026
Nights:
14
Ship:
Star Pride
Price Per Night:$285.64 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 22, 2026
through Dec 06, 2026
Itinerary:
San Juan, St. George's, Bequia, Mayreau, Les Saintes, Marigot, St. Martin, San Juan, CRUZ BAY, ST. JOHN, Virgin Islands (U.S.), Gustavia, Basseterre...
Whether you’re passionate about swimming among rarely seen undersea wildlife or the intricate cultures and intertwined European histories of the Windward Islands, this 2-week cruise offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, where you’ll discover a fashionable confluence of high-end brands normally associated with places like Madison Avenue, but displayed in an ambiance that’s anything but intimidating.
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Inside
Outside
Balcony
Suite
from
$1,231.00
(USD)
Per Person
Mar 15, 2026
through Mar 29, 2026
through Mar 29, 2026
Nights:
14
Ship:
Grand Princess
Price Per Night:$87.93 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 15, 2026
through Mar 29, 2026
Itinerary:
San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan, St Thomas, St Maarten, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$15,180.00
(USD)
Per Person
Dec 06, 2026
through Dec 20, 2026
through Dec 20, 2026
Nights:
14
Ship:
Emerald Azzurra
Price Per Night:$1,084.29 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 06, 2026
through Dec 20, 2026
Itinerary:
Bridgetown, Barbados, Soufrière, Saint Lucia, Îles des Saintes, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Charlestown-Cades Bay, Saint Kitts and Nevis, Gustavia, Saint Barthélemy, Prickly Pear Cays, Anguilla - Marigot, Saint Martin, Marigot, Saint Martin, Marigot, Saint Martin - Anguilla, Virgin Gorda – Norman Island, British Virgin Islands...
Embark on an unforgettable Caribbean voyage exploring pristine beaches and coral reefs, island-hopping through diverse cultures, where the warmth of the locals will enhance your luxury yacht adventure.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,371.00
(USD)
Per Person
Feb 01, 2026
through Feb 15, 2026
through Feb 15, 2026
Nights:
14
Ship:
Grand Princess
Price Per Night:$97.93 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 01, 2026
through Feb 15, 2026
Itinerary:
San Juan, Tortola, St Kitts, Antigua, Dominica, Barbados, San Juan, St Thomas, St Maarten, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,929.00
(USD)
Per Person
Nov 29, 2026
through Dec 20, 2026
through Dec 20, 2026
Nights:
21
Ship:
Nieuw Amsterdam
Price Per Night:$187.10 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 29, 2026
through Dec 20, 2026
Itinerary:
Fort Lauderdale, St Maarten, Martinique, Barbados, Scarborough, St Lucia, St Kitts, Key West, Fort Lauderdale, St Maarten...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$999.00
(USD)
Per Person
+ $4,516.00 taxes/fees
Oct 16, 2025
through Oct 28, 2025
through Oct 28, 2025
Nights:
12
Ship:
Queen Elizabeth
Price Per Night:$83.25 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 16, 2025
through Oct 28, 2025
Itinerary:
Miami, Florida, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, Florida
Discover the many treasures of the Eastern Caribbean on this 12-night voyage. On sea days, enjoy time to relax and unwind, perhaps while soaking up the sunshine on Queen Elizabeth’s decks.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,799.00
(USD)
Per Person
+ $79.00 taxes/fees
Feb 07, 2026
through Feb 21, 2026
through Feb 21, 2026
Nights:
14
Ship:
Wind Spirit
Price Per Night:$342.79 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 07, 2026
through Feb 21, 2026
Itinerary:
Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Anse Mitan, Basseterre, Gustavia, Philipsburg, St. Maarten, St. John's, Road Bay...
Skip the usual Caribbean cruise stops and discover the small harbors, overlooked havens and most remote secrets among the Leeward Islands. Whether you’re looking for hidden shops, sampling new cuisine or seeking a local place to sip rum cocktails over the melodic beat of steel drums, this highly personalized adventure is an intimate opportunity to familiarize yourself with the lesser-known charms of Les Saintes, Anse Mitan, Pigeon Island and much more.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
