"Twenty years from now you will be more disappointed by the things you didn't do than by the ones you did do.

                   So throw off the bowlines, sail away from the safe harbor. Catch the trade winds in your sails."

                                                                                       - Mark Twain 

 

        Explore.    Dream.    Discover.

British Virgin Islands (20 offers included)

from $1,356.00 (USD)
Per Person
+ N/A taxes/fees
Nights: 7
Ship: Valiant Lady
Price Per Night:$193.71 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, Tortola, Sailing, Bridgetown, Kingstown, Basseterre, St. Croix, San Juan
This 7-night sun-drenched voyage departs from San Juan and docks the next day in Tortola, one of the most beautiful of the British Virgin Islands. Next, spend a day sailing to Bridgetown, Barbados, a sleepy beach town with the elegance, adventure (and breathtaking vistas) of a luxury resort.
Other Categories Starting At:
Inside
$1,356.00
Cat: IZ
Outside
$1,665.00
Cat: VZ
Balcony
$1,665.00
Cat: TZ
Suite
$3,896.00
Cat: SS
from $1,730.00 (USD)
Per Person
+ $235.00 taxes/fees
Nights: 7
Ship: Star Flyer
Price Per Night:$247.14 (USD)
(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)...
Other Categories Starting At:
Inside
$1,730.00
Cat: Category 6
Outside
$2,030.00
Cat: Category 5
Balcony
N/A
Suite
N/A
from $4,599.00 (USD)
Per Person
+ N/A taxes/fees
Nights: 14
Ship: Wind Surf
Price Per Night:$328.50 (USD)
(based on double occupancy, for comparison only)
Itinerary: Philipsburg, St. Maarten, Falmouth Harbour, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Soper's Hole, Gustavia, Road Bay, Philipsburg, St. Maarten, Charlestown, Roseau...
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
N/A
Outside
$4,599.00
Cat: B
Balcony
N/A
Suite
$10,899.00
Cat: OS
from $4,799.00 (USD)
Per Person
+ N/A taxes/fees
Nights: 14
Ship: Wind Surf
Price Per Night:$342.79 (USD)
(based on double occupancy, for comparison only)
Itinerary: Philipsburg, St. Maarten, Charlestown, Roseau, Pigeon Island, Les Saintes, Gustavia, Basseterre, Philipsburg, St. Maarten, Falmouth Harbour, Gustavia...
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
N/A
Outside
$4,799.00
Cat: B
Balcony
N/A
Suite
N/A
from $139.00 (USD)
Per Person
Trek to Virgin Gorda to explore the oversized granite boulders of The Baths, its maze-like trail and Devil's Bay on this Romney-Pier Park tour.
Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico
from $877.30 (USD)
Per Person
Non-Refundable
Nights: 7
Price Per Night:$125.33 (USD)
(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
$877.30
Cat: ZI
Outside
$947.30
Cat: YO
Balcony
$1,257.30
Cat: XB
Suite
$2,016.80
Cat: WS
from $2,499.00 (USD)
Per Person
+ N/A taxes/fees
Nights: 7
Ship: Star Pride
Price Per Night:$357.00 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, St. Thomas, Philipsburg, St. Maarten, Gustavia, Basseterre, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan
Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen – like you. Skip more common and commercial ports in favor of less-visited destinations like Montserrat.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$2,499.00
Cat: SP
Champagne Colored Sands
10 nights on board Seven Seas Grandeur
from $6,999.00 (USD)
Per Person
Nights: 10
Price Per Night:$699.90 (USD)
(based on double occupancy, for comparison only)
Itinerary: Miami, Cruising The Atlantic Ocean, Puerto Plata, San Juan, Gustavia, Roseau, St. John's, Tortola, Cruising The Atlantic Ocean, Cruising The Bahamian Islands...
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$6,999.00
Cat: H
from $3,802.00 (USD)
Per Person
Nights: 20
Price Per Night:$190.10 (USD)
(based on double occupancy, for comparison only)
Itinerary: Fort Lauderdale, Tortola, St Kitts, Antigua, St Maarten, St Thomas, Grand Turk, Fort Lauderdale, Princess Cays, St Thomas...
Other Categories Starting At:
Inside
$3,802.00
Cat: IB
Outside
N/A
Balcony
$4,903.00
Cat: BA
Suite
N/A
from $139.00 (USD)
Per Person
Go reef snorkeling in White Bay's crystalline waters, relax at famous beach bars on Jost Van Dyke and much more on this beach tour near Romney-Pier Park.
Nights: 9
Price Per Night:$99.88 (USD)
(based on double occupancy, for comparison only)
Itinerary: Miami, Fl, PUERTO PLATA, DOMINICAN REPUBLIC, Tortola, British Virgin Islands, ST JOHNS ANTIGUA, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, San Juan, Pr, Great Stirrup Cay, Bahamas, Miami, Fl
Explore breathtaking views on your 9-day cruise aboard Norwegian Pearl. For stunning views, take a cable car ride to the peak of Mount Isabel de Torres in Puerto Plata. Take in the beautiful turquoise waters and the laidback Caribbean vibes on Long Bay Beach in Tortola. Day dreaming about your own private island? Continue your vacation in our very own Great Stirrup Cay, home to the new Silver Cove lagoon and upgraded oceanfront cabanas.
Other Categories Starting At:
Inside
$898.95
Cat: IF
Outside
$1,069.25
Cat: OK
Balcony
$1,949.35
Cat: BF
Suite
$1,989.00
Cat: MA
from $3,186.00 (USD)
Per Person
Nights: 5
Price Per Night:$637.20 (USD)
(based on double occupancy, for comparison only)
Location(s): Virgin Gorda
This timeless boutique resort offers tranquility found nowhere else in the Caribbean. Little Dix rewards its discerning guests with an instant retreat from their fast-paced lives.
from $6,099.00 (USD)
Per Person
+ N/A taxes/fees
Nights: 21
Ship: Wind Spirit
Price Per Night:$290.43 (USD)
(based on double occupancy, for comparison only)
Itinerary: Philipsburg, St. Maarten, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Road Bay, Falmouth Harbour, Philipsburg, St. Maarten, Basseterre...
Embrace extraordinary experiences exclusive to small ship cruising during this three-week exploration of the Caribbean’s Lesser Antilles island chain. Swim with dolphins during an extended overnight stay in Jost Van Dyke in the British Virgin Islands. Savor African, European, and Indian ingredients and influences in popular Caribbean dishes as you sample spicy regional cuisine in the Fairview Great House on St. Kitts.
Other Categories Starting At:
Inside
N/A
Outside
$6,099.00
Cat: B
Balcony
N/A
Suite
N/A
from $1,645.00 (USD)
Per Person
+ N/A taxes/fees
Nights: 10
Price Per Night:$164.50 (USD)
(based on double occupancy, for comparison only)
Itinerary: San Juan, Tortola, St. John's, Sailing, Basseterre, Fort-de-France, Castries, Bridgetown, Kingstown, Sailing...
Cross seven Caribbean islands off your must-visit list on this 10-night Caribbean voyage. Leaving from San Juan, visit Tortola, Antigua, and St. Kitts and Nevis, before docking in Fort-de-France, where you'll enjoy some of the region's most stunning beaches and colonial architecture.
Other Categories Starting At:
Inside
$1,645.00
Cat: IZ
Outside
$1,916.00
Cat: VZ
Balcony
$1,916.00
Cat: TZ
Suite
$4,440.00
Cat: SS
from $2,039.00 (USD)
Per Person
+ $294.23 taxes/fees
Nights: 21
Price Per Night:$97.10 (USD)
(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, Amber Cove,Dominican Republic, Montego Bay, Jamaica...
The shores of Central America and the Caribbean await on this voyage. From tree-lined beaches in Montego Bay to Mayan ruins in Belize, you’ll find a little slice of paradise in every port you visit.
Other Categories Starting At:
Inside
$2,039.00
Cat: IF
Outside
$2,439.00
Cat: FC
Balcony
$2,999.00
Cat: BF
Suite
$9,519.00
Cat: P2
from $1,730.00 (USD)
Per Person
+ $235.00 taxes/fees
Nights: 7
Ship: Star Flyer
Price Per Night:$247.14 (USD)
(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)...
Other Categories Starting At:
Inside
$1,730.00
Cat: Category 6
Outside
$2,030.00
Cat: Category 5
Balcony
N/A
Suite
N/A
from $1,640.00 (USD)
Per Person
+ $235.00 taxes/fees
Nights: 7
Ship: Star Flyer
Price Per Night:$234.29 (USD)
(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)...
Other Categories Starting At:
Inside
$1,640.00
Cat: Category 6
Outside
$1,930.00
Cat: Category 5
Balcony
N/A
Suite
N/A
from $3,699.00 (USD)
Per Person
+ N/A taxes/fees
Nights: 14
Ship: Wind Surf
Price Per Night:$264.21 (USD)
(based on double occupancy, for comparison only)
Itinerary: Philipsburg, St. Maarten, Charlestown, Roseau, Pigeon Island, Les Saintes, Gustavia, Basseterre, 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
N/A
Outside
$3,699.00
Cat: B
Balcony
N/A
Suite
$9,799.00
Cat: OS
from $59.00 (USD)
Per Person
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.
from $7,460.00 (USD)
Per Person
+ $390.00 taxes/fees
Nights: 7
Ship: Le Ponant
Price Per Night:$1,065.71 (USD)
(based on double occupancy, for comparison only)
Itinerary: At Sea Aboard Le Ponant, Sandy Island, Anguilla, Virgin Gorda, Norman Island, Cooper Island, Beef Island, At Sea Aboard Le Ponant, Jost Van Dyke, Beef Island, At Sea Aboard Le Ponant...
Other Categories Starting At:
Inside
N/A
Outside
$7,460.00
Cat: MG
Balcony
N/A
Suite
N/A