from
$9,680.00
(USD)
Per Person
Nights:
18
Ship:
Explora I
Price Per Night:$537.78 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
Miami, Puerto Plata, Dominican Republic, Roseau, Bridgetown, Deshaies, Saint John/Cruz Bay, San Juan, Oranjestad, Willemstad, Kralendijk, Bridgetown, Terre-de-Haut, St. Maarten/Philipsburg, Jost van Dyke, San Juan
Sail through a kaleidoscope of culture, history and island soul
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$9,680.00
Cat: OT1
Cat: OT1
from
$7,999.00
(USD)
Per Person
Nights:
19
Ship:
Allura
Price Per Night:$421.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
Miami, Oranjestad, Willemstad, Kralendijk, St. George's, Castries, Gustavia, Tortola, Miami, Costa Maya, Belize City, Roatan, Cozumel, Miami
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$7,999.00
Cat: A3
Cat: A3
Suite
N/A
from
$4,700.00
(USD)
Per Person
Nights:
7
Ship:
Silver Shadow
Price Per Night:$671.43 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
San Juan, St John, Little Bay, Montserrat, St. John's, Gustavia, St Barthelemy, Basseterre, St. Kitts, Jost Van Dyke (British Virgin Islands), San Juan
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$4,700.00
Cat: VI
Cat: VI
from
$5,720.00
(USD)
Per Person
Nights:
7
Ship:
Emerald Sakara
Price Per Night:$817.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
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
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
N/A
Outside
N/A
Balcony
$5,720.00
Cat: A
Cat: A
Suite
N/A
from
$9,595.00
(USD)
Per Person
Nights:
23
Ship:
Explora I
Price Per Night:$417.17 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
San Juan, St. John's (Antigua), Road Bay, Spanish Town (Virgin Gorda), Charlotte Amalie (Saint Thomas), Miami, San Juan, St. Maarten/Philipsburg, Santa Cruz de Tenerife, Arrecife (Lanzarote), Gibraltar, Barcelona
Sun-drenched shores and storied streets set the scene as we sail from San Juan’s Spanish soul
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$9,595.00
Cat: OT1
Cat: OT1
from
$6,299.00
(USD)
Per Person
Nights:
10
Ship:
Seven Seas Mariner
Price Per Night:$629.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
Miami, Nassau, Cruising The Atlantic Ocean, San Juan, Charlotte Amalie, St. John's, Gustavia, Tortola, Cruising The Atlantic Ocean, Miami
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$6,299.00
Cat: H
Cat: H
from
$3,309.00
(USD)
Per Person
Nights:
13
Ship:
Azamara Journey
Price Per Night:$254.54 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, San Juan
Other Categories Starting At:
Inside
$3,309.00
Cat: 12
Cat: 12
Outside
$4,029.00
Cat: 08
Cat: 08
Balcony
$5,449.00
Cat: V3
Cat: V3
Suite
$8,729.00
Cat: N2
Cat: N2
from
$5,340.00
(USD)
Per Person
Nights:
8
Ship:
Explora I
Price Per Night:$667.50 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
Miami, Puerto Plata, Dominican Republic, Isla Catalina, Saint John/Cruz Bay, New Year Fireworks SJU, Jost van Dyke, New Year Fireworks SJU, Basseterre, Charlotte Amalie (Saint Thomas), San Juan
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$5,340.00
Cat: OT1
Cat: OT1
from
$738.00
(USD)
Per Person
Nights:
7
Ship:
Valiant Lady
Price Per Night:$105.43 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
San Juan, Tortola Island, St. Kitts, Antigua, St. Lucia, St. Thomas, San Juan
This 7-night Thanksgiving voyage departs from San Juan, arriving the next day on the shores of Tortola, BVI. The journey continues with a stop in St. Kitts & Nevis, followed by Antigua, a true paradise for any traveler. From there explore the waterfalls and lagoons of Castries, St. Lucia before spending Thanksgiving at sea. Finally, wake up to the beauty of St. Thomas before returning to San Juan.
Other Categories Starting At:
Inside
$738.00
Cat: IN
Cat: IN
Outside
$1,004.00
Cat: VW
Cat: VW
Balcony
$903.00
Cat: TZ
Cat: TZ
Suite
$2,590.00
Cat: RZ
Cat: RZ
from
$11,799.00
(USD)
Per Person
Nights:
47
Ship:
Insignia
Price Per Night:$251.04 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
Barcelona, Palma De Mallorca, Alicante, Cartagena, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz De La Palma, San Juan, Nassau, Miami, Tortola, St. John's, Castries, Scarborough, Cruising The Amazon River, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River), Alter Do Chao (Amazon River), Cruising The Amazon River, Bridgetown, Roseau, Philipsburg, San Juan, Nassau, Miami
Other Categories Starting At:
Inside
$11,799.00
Cat: G
Cat: G
Outside
$13,099.00
Cat: D
Cat: D
Balcony
$17,999.00
Cat: B2
Cat: B2
Suite
$25,599.00
Cat: PH2
Cat: PH2
from
$8,399.00
(USD)
Per Person
Nights:
14
Ship:
Seabourn Ovation
Price Per Night:$599.93 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
St Maarten, Frenchman's Cay, Carambola Beach, Trois Ilets, Port Elizabeth, Grenada, 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
N/A
Outside
N/A
Balcony
N/A
Suite
$8,399.00
Cat: V1
Cat: V1
from
$69.00
(USD)
Per Person
Location(s):
Tortola Island
Enjoy a scenic drive in Road Town, get panoramic views from Sky World, and swim in Cane Garden Bay on this beach tour near Romney-Pier Park.
from
$8,899.00
(USD)
Per Person
Nights:
14
Ship:
Seabourn Ovation
Price Per Night:$635.64 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
Barbados, St Lucia, Montserrat, Antigua, Carambola Beach, Great Harbour, Jost Van Dyke, 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
N/A
Outside
N/A
Balcony
N/A
Suite
$8,899.00
Cat: V1
Cat: V1
from
$3,699.00
(USD)
Per Person
Nights:
7
Ship:
Wind Spirit
Price Per Night:$528.43 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
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
Bask on remote beaches resplendent in natural beauty during this relaxing, unrushed, and uncrowded 7-day getaway to secluded Caribbean destinations Windstar specializes in. Board a private speedboat bound for Little Bay, Anguilla’s smallest and most private beach, then snorkel among flitting grunts, wrasses and snappers. Guide your own rigid inflatable boat (RIB) through Sir Francis Drake Waterway bays and isles around Jost Van Dyke.
Other Categories Starting At:
Inside
N/A
Outside
$3,699.00
Cat: BX
Cat: BX
Balcony
N/A
Suite
N/A
from
$4,999.00
(USD)
Per Person
Nights:
14
Ship:
Vista
Price Per Night:$357.07 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
New York, Charlotte Amalie, Tortola, St. John's, Basseterre, Castries, St. George's, Willemstad, Oranjestad, Miami
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$4,999.00
Cat: B5
Cat: B5
Suite
$7,849.00
Cat: PH3
Cat: PH3
from
$15,180.00
(USD)
Per Person
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)
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, Norman Island - Jost van Dyke, British Virgin Islands, Anegada, British Virgin Islands, Saba, Bonaire, Saint Eustatius and Saba – Gustavia, Saint Barthélemy, Gustavia, Saint Barthélemy, Marigot, Saint Martin
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
N/A
Outside
$15,180.00
Cat: D
Cat: D
Balcony
$21,780.00
Cat: B
Cat: B
Suite
$34,580.00
Cat: T
Cat: T
from
$5,264.00
(USD)
Per Person
+ $310.00 taxes/fees
Nights:
28
Ship:
Zuiderdam
Price Per Night:$188.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
Miami, Half Moon Cay, Amber Cove, San Juan, St Kitts, Tortola, St Maarten, Antigua, Martinique, Barbados, Grenada, Scarborough, Aruba, Curacao, Ocho Rios, Grand Cayman, Cozumel, Miami, Half Moon Cay, Grand Turk, Amber Cove, Key West, Miami
Other Categories Starting At:
Inside
$5,264.00
Cat: N
Cat: N
Outside
$5,784.00
Cat: HH
Cat: HH
Balcony
$6,834.00
Cat: VH
Cat: VH
Suite
$9,964.00
Cat: SZ
Cat: SZ
Category N - Flash Special: Book by Sunday 10/19/2025
from
$11,480.00
(USD)
Per Person
Nights:
14
Ship:
Emerald Sakara
Price Per Night:$820.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
Bridgetown, Barbados, Soufrière, Saint Lucia, Îles des Saintes, Guadeloupe, St. John’s, Antigua and Barbuda, Charlestown, Saint Kitts and Nevis, Gustavia, Saint Barthélemy, Virgin Gorda, British Virgin Islands, Philipsburg, Sint Maarten, Basseterre, St. Kitts and Nevis, Anguilla, Virgin Gorda, British Virgin Islands, Gustavia, Saint Barthélemy, Philipsburg, Sint Maarten
From the sulphur springs of St. Lucia to the pastel ports of Saint Barthélemy and beyond, experience a curated Caribbean escape rich in culture, colour, and coastal beauty.
Other Categories Starting At:
Inside
N/A
Outside
$11,480.00
Cat: D
Cat: D
Balcony
$14,980.00
Cat: B
Cat: B
Suite
$21,680.00
Cat: T
Cat: T
from
$1,949.00
(USD)
Per Person
Nights:
21
Ship:
Queen Elizabeth
Price Per Night:$92.81 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
Miami, Florida, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, Florida, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, Florida
Discover the vibrance of the Lesser Antilles on this 21-night voyage. Experience bright-hued towns, jungle-cloaked ruins, and volcanic peaks as you sail to a diverse array of tropical destinations.
Other Categories Starting At:
Inside
$1,949.00
Cat: IF
Cat: IF
Outside
$2,258.00
Cat: FC
Cat: FC
Balcony
$2,769.00
Cat: CB
Cat: CB
Suite
$7,859.00
Cat: P2
Cat: P2
