from
$9,000.00
(USD)
Per Person
Feb 07, 2027
through Feb 19, 2027
through Feb 19, 2027
Nights:
12
Ship:
Silver Ray
Price Per Night:$750.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 07, 2027
through Feb 19, 2027
Itinerary:
Miami, Fl, Day at sea, San Juan, St John, Basseterre, St. Kitts, Gustavia, St Barthelemy, St. John's, Deshaies, Roseau, Fort-De-France...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,999.00
(USD)
Per Person
Jan 24, 2026
through Jan 31, 2026
through Jan 31, 2026
Nights:
7
Ship:
Seabourn Ovation
Price Per Night:$714.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 24, 2026
through Jan 31, 2026
Itinerary:
Barbados, St Lucia, Montserrat, Antigua, Carambola Beach, Great Harbour, Jost Van Dyke, St Maarten
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,600.00
(USD)
Per Person
Nov 20, 2025
through Dec 05, 2025
through Dec 05, 2025
Nights:
15
Ship:
Explora I
Price Per Night:$373.33 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 20, 2025
through Dec 05, 2025
Itinerary:
San Juan, Road Bay, St. John's (Antigua), Gustavia, Tortola/Road Town, Miami, Charlotte Amalie (Saint Thomas), Terre-de-Haut, Bridgetown, Martinique/Fort de France...
Linger on the sun-drenched shores and idyllic sands of Road Bay, St John's and Gustavia, and soak in Tortola's lagoons, relishing laid-back island life before vaulting to the bustling beats of lively Miami. Enjoy wellness at sea as you breeze through hues of blue to secluded islands, dipping into crystal-clear waters and embracing peace in Saint Thomas.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,699.00
(USD)
Per Person
+ $23.00 taxes/fees
Jan 18, 2026
through Jan 25, 2026
through Jan 25, 2026
Nights:
7
Ship:
Wind Surf
Price Per Night:$385.57 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 18, 2026
through Jan 25, 2026
Itinerary:
Bridgetown, Anse Mitan, Pigeon Island, Castries, Pigeon Island, Bequia, Mayreau, St. George's, Bridgetown
This is the Caribbean of days gone by – deep blue waters, quiet coves and tropical islands dotted with powdery beaches and lush green hillsides. Sail from the rugged natural beauty of St. Lucia to little-known isles that are off the tourist radar. From colorful Bequia and Mayreau in St. Vincent & the Grenadines to the open-air markets of exotic St. George’s, you’ll discover a part of the Caribbean that remains authentic and unspoiled.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,999.00
(USD)
Per Person
+ $38.00 taxes/fees
Feb 28, 2026
through Mar 15, 2026
through Mar 15, 2026
Nights:
15
Ship:
Wind Spirit
Price Per Night:$266.60 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 28, 2026
through Mar 15, 2026
Itinerary:
Philipsburg, St. Maarten, Basseterre, Gustavia, St. John's, Les Saintes, Roseau, Mayreau, Bridgetown, Basseterre, St. John's...
Discover less-traveled roads and concealed refuges throughout the Caribbean on this 14-day cruise that blends iconic destinations and little-known shorelines like a favorite beachside cocktail. Search for green sea turtles and watch iridescent fish flit among sunken freighter wreckage from the dry side of a porthole in a Gustavia-based, semi-submersible. Sail past St. Kitts uncrowded southeast shores before slipping silently beneath the surface to snorkel among exotic fish and colorful coral.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,639.00
(USD)
Per Person
+ $30,740.00 taxes/fees
Jan 07, 2027
through Feb 04, 2027
through Feb 04, 2027
Nights:
28
Ship:
Queen Elizabeth
Price Per Night:$129.96 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 07, 2027
through Feb 04, 2027
Itinerary:
Miami, FL, USA, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, FL, USA, Freeport, Bahamas, Curacao, Antilles...
Join Queen Elizabeth for a memorable 28 nights as she sails around the turquoise shores of the Caribbean. The white sands of Grand Turk and warm natural pools in the Dominican Republic await.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,809.00
(USD)
Per Person
Dec 13, 2025
through Dec 27, 2025
through Dec 27, 2025
Nights:
14
Ship:
Azamara Quest
Price Per Night:$200.64 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 13, 2025
through Dec 27, 2025
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, San Juan, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,799.00
(USD)
Per Person
Jan 05, 2027
through Jan 15, 2027
through Jan 15, 2027
Nights:
10
Ship:
Viking Sea
Price Per Night:$379.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 05, 2027
through Jan 15, 2027
Itinerary:
San Juan, Tortola (Road Town), St. Kitts (Basseterre), Castries, Bridgetown, Roseau, Antigua (St. John’s), Philipsburg, St. Thomas (Charlotte Amalie), San Juan
Set sail on a roundtrip voyage from San Juan to explore the colorful Caribbean. Start deep in the heart of this tropical paradise and avoid the long sea days associated with most Caribbean cruises-allowing you to visit more ports and spend more time discovering rich island cultures. Immerse yourself in the British, French and Dutch cultures of the Lesser Antilles as you cruise azure waters from Tortola and St. Lucia to Dominica, St. Martin and St. Thomas.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,393.00
(USD)
Per Person
Dec 20, 2025
through Dec 27, 2025
through Dec 27, 2025
Nights:
7
Ship:
Resilient Lady
Price Per Night:$199.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 20, 2025
through Dec 27, 2025
Itinerary:
San Juan, Philipsburg, Sailing, Bridgetown, Castries, Fort-de-France, Basseterre, San Juan
This 7-night holiday adventure departs from Miami and spends two days sailing to sunny San Juan, Puerto Rico. Shake off those winter blues and immerse yourself in the enchanting culture, white sand beaches and verdant rainforests before arriving the next day in Puerto Plata.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$6,700.00
(USD)
Per Person
Dec 01, 2025
through Dec 10, 2025
through Dec 10, 2025
Nights:
9
Ship:
Silver Shadow
Price Per Night:$744.44 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 01, 2025
through Dec 10, 2025
Itinerary:
Cartagena, Santa Marta, Oranjestad, Aruba, Kralendijk, Bonaire, Willemstad, Curaçao, Day at sea, Soufrière, St. Lucia, Bequia, Bridgetown
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$24,049.00
(USD)
Per Person
Jan 06, 2026
through Mar 07, 2026
through Mar 07, 2026
Nights:
60
Ship:
Vista
Price Per Night:$400.82 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 06, 2026
through Mar 07, 2026
Itinerary:
Miami, Gustavia, Roseau, Bridgetown, Devil's Island, Belem (Icoaraci), Fortaleza, Salvador, Buzios, Rio De Janeiro...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,999.00
(USD)
Per Person
Jan 17, 2026
through Jan 24, 2026
through Jan 24, 2026
Nights:
7
Ship:
Seabourn Ovation
Price Per Night:$714.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 17, 2026
through Jan 24, 2026
Itinerary:
St Maarten, Frenchman's Cay, Carambola Beach, Saint Pierre, Port Elizabeth, Grenada, Barbados
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,184.00
(USD)
Per Person
Feb 20, 2027
through Feb 27, 2027
through Feb 27, 2027
Nights:
7
Ship:
Valiant Lady
Price Per Night:$169.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 20, 2027
through Feb 27, 2027
Itinerary:
San Juan, Tortola, Sailing, Castries, Bridgetown, Roseau, Philipsburg, San Juan
This 7-night sojourn departs from San Juan and arrives the next day in Tortola on the British Virgin Islands. After a day at sea you'll arrive amongst the waterfalls and lagoons of Castries, St. Lucia followed by the beguiling beaches of Bridgetown, Barbados. Next, arrive on the shores of Roseau, Dominica then Phillipsburg, on the beloved Dutch side of St. Maarten before returning to San Juan.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$8,999.00
(USD)
Per Person
Mar 21, 2026
through Apr 04, 2026
through Apr 04, 2026
Nights:
14
Ship:
Seabourn Ovation
Price Per Night:$642.79 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 21, 2026
through Apr 04, 2026
Itinerary:
Barbados, St Lucia, Montserrat, Antigua, Carambola Beach, Great Harbour, Jost Van Dyke, St Maarten, Frenchman's Cay, Carambola Beach, Saint Pierre...
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,415.00
(USD)
Per Person
Feb 15, 2026
through Mar 01, 2026
through Mar 01, 2026
Nights:
14
Ship:
Grand Princess
Price Per Night:$101.07 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 15, 2026
through Mar 01, 2026
Itinerary:
San Juan, St Kitts, Dominica, St Lucia, Grenada, Barbados, San Juan, St Thomas, St Maarten, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$6,000.00
(USD)
Per Person
Jan 18, 2026
through Jan 25, 2026
through Jan 25, 2026
Nights:
7
Ship:
Silver Shadow
Price Per Night:$857.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 18, 2026
through Jan 25, 2026
Itinerary:
Philipsburg, St. Maarten, St John, Gustavia, St Barthelemy, Roseau, St George's, Trois Ilets, Kingstown, St. Vincent, Bridgetown
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,009.00
(USD)
Per Person
Nov 08, 2025
through Nov 15, 2025
through Nov 15, 2025
Nights:
7
Ship:
Azamara Quest
Price Per Night:$287.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 08, 2025
through Nov 15, 2025
Itinerary:
San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,700.00
(USD)
Per Person
Nov 22, 2025
through Dec 01, 2025
through Dec 01, 2025
Nights:
9
Ship:
Silver Shadow
Price Per Night:$633.33 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 22, 2025
through Dec 01, 2025
Itinerary:
Bridgetown, Soufrière, St. Lucia, Bequia, Day at sea, Kralendijk, Bonaire, Willemstad, Curaçao, Oranjestad, Aruba, Santa Marta, Cartagena
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,599.00
(USD)
Per Person
+ $17.00 taxes/fees
Mar 21, 2026
through Mar 28, 2026
through Mar 28, 2026
Nights:
7
Ship:
Wind Spirit
Price Per Night:$371.29 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 21, 2026
through Mar 28, 2026
Itinerary:
Bridgetown, Basseterre, Les Saintes, Roseau, Anse Mitan, Mayreau, Bridgetown
This is the Caribbean of days gone by – deep blue waters, quiet coves and tropical islands dotted with powdery beaches and lush green hillsides. Sail from the rugged natural beauty of St. Lucia to little-known isles that are off the tourist radar. From colorful Bequia and Mayreau in St. Vincent & the Grenadines to the open-air markets of exotic St. George’s, you’ll discover a part of the Caribbean that remains authentic and unspoiled.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,999.00
(USD)
Per Person
Mar 28, 2026
through Apr 04, 2026
through Apr 04, 2026
Nights:
7
Ship:
Seabourn Ovation
Price Per Night:$714.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 28, 2026
through Apr 04, 2026
Itinerary:
St Maarten, Frenchman's Cay, Carambola Beach, Saint Pierre, Port Elizabeth, Grenada, Barbados
Aboard The Yachts of Seabourn, the world is more intimate and more enchanting. Here, you’ll explore ports rarely visited by larger ships and meet people who are happy to show you around their hidden corner of the globe. With their unmatched sense of style, elegance and grace, The Yachts of Seabourn beckon you to travel beyond the bounds of the imagination. Aboard Seabourn, every desire is met promptly and with a welcoming smile. Whether it's a warm blanket and a cup of gourmet hot chocolate as you drift along the Norwegian Fjords or a relaxing neck massage poolside, you'll feel that you're a member of a very exclusive club.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
