from
$1,428.00
(USD)
Per Person
Nights:
12
Ship:
Valiant Lady
Price Per Night:$119.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
New York City, Bermuda, Bimini Islands, St. Croix, Philipsburg, Tortola Island, San Juan
This 12-night one-way escape departs NYC, sailing to Bermuda for two full days before heading to our exclusive Beach Club at Bimini. Then, explore St. Croix's verdant rainforests, the stunning beaches of St. Maarten, and the wondrous beauty overlooking the peaks of Tortola, before ending your journey in the vibrant streets of San Juan.
Other Categories Starting At:
Inside
$1,428.00
Cat: IZ
Cat: IZ
Outside
$1,788.00
Cat: VZ
Cat: VZ
Balcony
$2,220.00
Cat: TL
Cat: TL
Suite
$6,540.00
Cat: SS
Cat: SS
Nights:
7
Ship:
Celebrity Constellation
Price Per Night:$142.63 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, Bridgetown, Barbados, San Juan, Puerto Rico
Other Categories Starting At:
Inside
$998.44
Cat: Z
Cat: Z
Outside
$1,113.44
Cat: Y
Cat: Y
Balcony
$1,324.44
Cat: X
Cat: X
Suite
$3,595.94
Cat: S1
Cat: S1
from
$1,652.05
(USD)
Per Person
Nights:
13
Ship:
Norwegian Sun
Price Per Night:$127.08 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
New York City, Ny, Royal Naval Dockyard, Bermuda, San Juan, Pr, ST THOMAS, VI, Tortola, British Virgin Islands, Willemstad, Netherland Antilles, Oranjestad, Aruba, CABO ROJO, DOMINICAN REPUBLIC, Great Stirrup Cay, Bahamas, Miami, Fl
Sail from the vibrant lights of New York City, watching the skyline fade as you drift southward toward Miami, where palm trees sway in the balmy breeze. Along the way, discover destinations you’ll love. At the Royal Naval Dockyard in Bermuda, roam historic forts or relax on pink sands that meet turquoise waters. Stroll the colorful streets of Willemstad, Curacao, admiring Dutch-inspired architecture and lively markets brimming with local treasures.
Other Categories Starting At:
Inside
$1,652.05
Cat: IF
Cat: IF
Outside
$2,052.05
Cat: OK
Cat: OK
Balcony
$3,002.05
Cat: BF
Cat: BF
Suite
$3,802.05
Cat: MA
Cat: MA
from
$1,970.00
(USD)
Per Person
Nights:
7
Ship:
Star Flyer
Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
Philipsburg, St. Maarten, Road Bay, Anguilla, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Gustavia, St. Barts, Philipsburg, St. Maarten
Other Categories Starting At:
Inside
$1,970.00
Cat: Category 6
Cat: Category 6
Outside
$2,270.00
Cat: Category 5
Cat: Category 5
Balcony
N/A
Suite
N/A
from
$2,010.00
(USD)
Per Person
Nights:
7
Ship:
Star Clipper
Price Per Night:$287.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
St. John's, Antigua, Gustavia, St. Barts, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Sopers Hole - Tortola, British Virgin Islands (BVI, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, White Bay, Jost van Dyke (B.V.I.), Philipsburg, St. Maarten, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), St. John's, Antigua
Other Categories Starting At:
Inside
$2,010.00
Cat: Category 6
Cat: Category 6
Outside
$2,320.00
Cat: Category 5
Cat: Category 5
Balcony
N/A
Suite
N/A
from
$2,699.00
(USD)
Per Person
Nights:
7
Ship:
Wind Spirit
Price Per Night:$385.57 (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, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, 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
$2,699.00
Cat: B
Cat: B
Balcony
N/A
Suite
N/A
Nights:
7
Ship:
Brilliance of the Seas
Price Per Night:$103.11 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
San Juan, Puerto Rico, Cruising, Castries, St. Lucia, Basseterre, St Kitts & Nevis, St. Johns, Antigua, Tortola, B.V.I., Charlotte Amalie, St. Thomas, San Juan, Puerto Rico
Other Categories Starting At:
Inside
$721.79
Cat: ZI
Cat: ZI
Outside
$756.79
Cat: YO
Cat: YO
Balcony
$989.79
Cat: 2E
Cat: 2E
Suite
$3,127.69
Cat: OS
Cat: OS
Nights:
7
Ship:
Celebrity Constellation
Price Per Night:$145.13 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, Bridgetown, Barbados, San Juan, Puerto Rico
Other Categories Starting At:
Inside
$1,015.94
Cat: Z
Cat: Z
Outside
$1,065.94
Cat: Y
Cat: Y
Balcony
$1,315.94
Cat: X
Cat: X
Suite
$2,715.94
Cat: S1
Cat: S1
from
$893.00
(USD)
Per Person
Nights:
10
Ship:
Caribbean Princess
Price Per Night:$89.30 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
Fort Lauderdale, Princess Cays, St Thomas, St Maarten, Antigua, St Kitts, Tortola, Fort Lauderdale
Other Categories Starting At:
Inside
$893.00
Cat: IF
Cat: IF
Outside
$1,113.00
Cat: OV
Cat: OV
Balcony
$1,478.00
Cat: BF
Cat: BF
Suite
$1,744.00
Cat: ME
Cat: ME
from
$3,689.00
(USD)
Per Person
Nights:
28
Ship:
Queen Victoria
Price Per Night:$131.75 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
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.
Other Categories Starting At:
Inside
$3,689.00
Cat: IF
Cat: IF
Outside
$5,259.00
Cat: FB
Cat: FB
Balcony
$6,159.00
Cat: BD
Cat: BD
Suite
$15,949.00
Cat: P2
Cat: P2
from
$4,699.00
(USD)
Per Person
+ $255.00 taxes/fees
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)
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, Limon, Grand Cayman, Fort Lauderdale, Antigua, St Thomas, Tortola, San Juan, Relaxaway Half Moon Cay, Fort Lauderdale
Other Categories Starting At:
Inside
$4,699.00
Cat: N
Cat: N
Outside
$5,349.00
Cat: HH
Cat: HH
Balcony
$5,999.00
Cat: VH
Cat: VH
Suite
$9,299.00
Cat: SZ
Cat: SZ
Category N - Flash Special: Book by Sunday 09/28/2025
from
$4,990.00
(USD)
Per Person
Nights:
7
Ship:
Emerald Azzurra
Price Per Night:$712.86 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
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
$4,990.00
Cat: D
Cat: D
Balcony
$6,640.00
Cat: B
Cat: B
Suite
$9,840.00
Cat: T
Cat: T
from
$899.00
(USD)
Per Person
Nights:
12
Ship:
Queen Elizabeth
Price Per Night:$74.92 (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
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
$899.00
Cat: IF
Cat: IF
Outside
$899.00
Cat: EB
Cat: EB
Balcony
$999.00
Cat: BD
Cat: BD
Suite
$1,999.00
Cat: P2
Cat: P2
from
$1,071.00
(USD)
Per Person
Nights:
9
Ship:
Brilliant Lady
Price Per Night:$119.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
Miami, Florida, Sailing, Philipsburg, St. Maarten, Tortola, San Juan, Sailing, Beach Club at Bimini, Miami, Florida
Spend two days of self-care at sea sailing from Miami to the beguiling beaches and glowing vibes of Philipsburg, St. Maarten, followed by the lush rainforests and natural wonders of Tortola, British Virgin Islands, then the renowned architecture, unique history and stunning sights of San Juan. After two days of on-board luxury, arrive at the Beach Club at Bimini before finally returning to Miami.
Other Categories Starting At:
Inside
$1,071.00
Cat: IZ
Cat: IZ
Outside
$1,341.00
Cat: VZ
Cat: VZ
Balcony
$1,701.00
Cat: TZ
Cat: TZ
Suite
$5,400.00
Cat: SS
Cat: SS
from
$2,319.00
(USD)
Per Person
Nights:
10
Ship:
Azamara Journey
Price Per Night:$231.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
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
$2,319.00
Cat: Z
Cat: Z
Outside
$2,919.00
Cat: Y
Cat: Y
Balcony
$3,719.00
Cat: X
Cat: X
Suite
$6,109.00
Cat: W
Cat: W
from
$1,708.00
(USD)
Per Person
Nights:
21
Ship:
Queen Elizabeth
Price Per Night:$81.33 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
Miami, FL, USA, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL, USA, St. Thomas, Virgin Islands, U.S.A., Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, FL, USA
Experience the unparalleled beauty of Montego Bay’s beaches on this 21-night voyage. You’ll also enjoy calls in Mexico, Puerto Rico, and Caribbean islands, including a late evening call in Bridgetown.
Other Categories Starting At:
Inside
$1,708.00
Cat: GC
Cat: GC
Outside
$1,708.00
Cat: FC
Cat: FC
Balcony
$2,328.00
Cat: BB
Cat: BB
Suite
$4,148.00
Cat: P2
Cat: P2
from
$1,390.00
(USD)
Per Person
Nights:
10
Ship:
Brilliant Lady
Price Per Night:$139.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
Miami, Florida, Sailing, Philipsburg, St. Maarten, Tortola, St. Croix, San Juan, Puerto Plata, Sailing, Beach Club at Bimini, Miami, Florida
Spend 2 days sailing from Miami to the beautiful vistas and sprawling beaches of Philipsburg, St. Maarten, followed by the enticing vibes and sparkling waters of Tortola, British Virgin Islands then fanciful Fredrikstad, St. Croix. Then, celebrate Valentine's Day in sunny San Juan followed by the silver coasts of Puerto Plata. Finally, sail a day to the Beach Club at Bimini then return to Miami.
Other Categories Starting At:
Inside
$1,390.00
Cat: IZ
Cat: IZ
Outside
$1,690.00
Cat: VZ
Cat: VZ
Balcony
$2,090.00
Cat: TZ
Cat: TZ
Suite
$6,100.00
Cat: SS
Cat: SS
Nights:
11
Ship:
Celebrity Constellation
Price Per Night:$130.25 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., St. Johns, Antigua, Castries, St. Lucia, St. George's, Grenada, Bridgetown, Barbados, Kingstown, St. Vincent, Fort- De- France, Martinique, Roseau, Dominica, San Juan, Puerto Rico
Other Categories Starting At:
Inside
$1,432.70
Cat: Z
Cat: Z
Outside
$1,479.20
Cat: Y
Cat: Y
Balcony
$2,288.70
Cat: X
Cat: X
Suite
$4,580.70
Cat: S1
Cat: S1
from
$904.00
(USD)
Per Person
Nights:
14
Ship:
Grand Princess
Price Per Night:$64.57 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Itinerary:
San Juan, Barbados, St Lucia, Antigua, Tortola, St Kitts, San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan
Other Categories Starting At:
Inside
$904.00
Cat: IF
Cat: IF
Outside
N/A
Balcony
N/A
Suite
N/A
from
$70.00
(USD)
Per Person
Location(s):
Tortola Island
See a historic century-old prison, catch scenic views from Fahie Hill and Sage Mountain and more on this cultural tour near Romney-Pier Park.
