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Call: (301) 412-3032 or Email:

Destination Page: Dominica2 (50 offers included)

Southern Caribbean
Roundtrip from Baltimore, Maryland
from $1,250.21 (USD)
Per Person
Mar 29, 2025
through Apr 10, 2025
Nights: 12
Price Per Night:$104.18 (USD)
(based on double occupancy, for comparison only)
Mar 29, 2025 through Apr 10, 2025
Itinerary: Baltimore, Maryland, Cruising, St. Croix, U.S.V.I., Philipsburg, St. Maarten, Castries, St. Lucia, Roseau, Dominica, Basseterre, St Kitts & Nevis, Cruising, Baltimore, Maryland
Other Categories Starting At:
Inside
$1,250.21
Cat:ZI
104.18 per night
Outside
N/A
Balcony
N/A
Suite
N/A
from $11,200.00 (USD)
Per Person
Dec 23, 2024
through Jan 07, 2025
Nights: 15
Ship: Explora I
Price Per Night:$746.67 (USD)
(based on double occupancy, for comparison only)
Dec 23, 2024 through Jan 07, 2025
Itinerary: Miami, San Juan, Road Bay, Roseau, Castries, Bridgetown, St. George's (Grenada), Kralendijk, Willemstad, Oranjestad...
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$11,200.00
Cat:OT2
746.67 per night
from $1,821.55 (USD)
Per Person
Non-Refundable
Dec 03, 2026
through Dec 12, 2026
Nights: 9
Price Per Night:$202.39 (USD)
(based on double occupancy, for comparison only)
Dec 03, 2026 through Dec 12, 2026
Itinerary: Fort Lauderdale, Florida, Basseterre, St Kitts & Nevis, Castries, St. Lucia, Roseau, Dominica, St. Johns, Antigua, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
N/A
Outside
$1,821.55
Cat:O2
202.39 per night
Balcony
$1,971.55
Cat:DV
219.06 per night
Suite
$4,582.22
Cat:W
509.14 per night
from $5,399.00 (USD)
Per Person
+ $116.00 taxes/fees
Feb 17, 2026
through Mar 07, 2026
Nights: 18
Ship: Wind Surf
Price Per Night:$299.94 (USD)
(based on double occupancy, for comparison only)
Feb 17, 2026 through Mar 07, 2026
Itinerary: Cozumel, Grand Cayman, Cayman Brac, Port Antonio, Santo Domingo, La Romana, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Philipsburg, St. Maarten, Charlestown...
Dive right into adventure in the underwater caverns of Cozumel’s Chankanaab eco-park - home to dolphins, manatees, and sea turtles. Then set sail for Isla Mujeres to wander the Mayan Temple of El Meco and Hacienda Mundaca ruins. On Grand Cayman, experience Stingray City, where you can feed and touch these mystical creatures. Explore Cayman Brac’s island-long bluff with caves, secluded beaches, and lush forests, and visit the marine life of Reach Falls from Port Antonio, Jamaica.
Other Categories Starting At:
Inside
N/A
Outside
$5,399.00
Cat:B
299.94 per night
Balcony
N/A
Suite
$11,699.00
Cat:OS
649.94 per night
from $4,099.00 (USD)
Per Person
+ $43.00 taxes/fees
Mar 21, 2026
through Apr 12, 2026
Nights: 22
Ship: Wind Spirit
Price Per Night:$186.32 (USD)
(based on double occupancy, for comparison only)
Mar 21, 2026 through Apr 12, 2026
Itinerary: Bridgetown, Basseterre, Les Saintes, Roseau, Anse Mitan, Mayreau, Bridgetown, Lisbon
Unwind during this pleasant 22-day transatlantic crossing that includes Caribbean islands before you head to Portugal. This vacation offers the perfect opportunity to reconnect and spend quality time with the people who matter most to you or enjoy time by yourself, as you find true relaxation. In Basseterre, go for a safari zipline adventure through the rainforest or join a snorkel safari taking you to reefs teeming with tropical fish and coral life.
Other Categories Starting At:
Inside
N/A
Outside
$4,099.00
Cat:B
186.32 per night
Balcony
N/A
Suite
N/A
from $129.00 (USD)
Per Person
Dec 13, 2024
through May 03, 2026
Dec 13, 2024 through May 03, 2026
Experience a true taste of Dominica and pay a visit to a local chef's home who is formally trained in nutrition and will introduce you to the island's flavors with a cooking class and traditional Creole lunch.
West Indies Explorer
Roundtrip from San Juan
from $3,299.00 (USD)
Per Person
Dec 05, 2026
through Dec 15, 2026
Nights: 10
Ship: Viking Sea
Price Per Night:$329.90 (USD)
(based on double occupancy, for comparison only)
Dec 05, 2026 through Dec 15, 2026
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
N/A
Outside
N/A
Balcony
$3,299.00
Cat:V2
329.90 per night
Suite
$5,499.00
Cat:PS3
549.90 per night
21-Day Eastern Caribbean Wayfarer / Western Explorer
Roundtrip from Fort Lauderdale, Florida, US
from $3,604.00 (USD)
Per Person
+ $250.00 taxes/fees
Mar 22, 2025
through Apr 12, 2025
Nights: 21
Ship: Eurodam
Price Per Night:$171.62 (USD)
(based on double occupancy, for comparison only)
Mar 22, 2025 through Apr 12, 2025
Itinerary: Fort Lauderdale, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Castries, Saint Lucia, Roseau, Dominica, Basseterre, St Kitts and Nevis, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas...
Other Categories Starting At:
Inside
CALL
Outside
CALL
Balcony
CALL
Suite
CALL
11-Day Eastern Caribbean: Windward & Leeward Islands
Roundtrip from Fort Lauderdale, Florida, US
from $2,144.00 (USD)
Per Person
+ $150.00 taxes/fees
Jan 03, 2026
through Jan 14, 2026
Nights: 11
Ship: Koningsdam
Price Per Night:$194.91 (USD)
(based on double occupancy, for comparison only)
Jan 03, 2026 through Jan 14, 2026
Itinerary: Fort Lauderdale, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Fort-De-France, Martinique, Roseau, Dominica, Basseterre, St Kitts and Nevis, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas...
Other Categories Starting At:
Inside
CALL
Outside
CALL
Balcony
CALL
Suite
CALL
Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico
from $1,047.71 (USD)
Per Person
May 24, 2025
through Jun 01, 2025
Nights: 8
Price Per Night:$130.96 (USD)
(based on double occupancy, for comparison only)
May 24, 2025 through Jun 01, 2025
Itinerary: San Juan, Puerto Rico, St. Croix, U.S.V.I., Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, Roseau, Dominica, Bridgetown, Barbados, Castries, St. Lucia, Cruising, San Juan, Puerto Rico
Other Categories Starting At:
Inside
$1,047.71
Cat:ZI
130.96 per night
Outside
$1,168.21
Cat:YO
146.03 per night
Balcony
$2,481.21
Cat:XB
310.15 per night
Suite
N/A
Navigate The World (Away In Wonder)
168 nights on board Seven Seas Mariner
from $151,099.00 (USD)
Per Person
Jan 07, 2025
through Jun 24, 2025
Nights: 168
Price Per Night:$899.40 (USD)
(based on double occupancy, for comparison only)
Jan 07, 2025 through Jun 24, 2025
Itinerary: Miami, Cruising The Atlantic Ocean, Roseau, Bridgetown, Cruising The Atlantic Ocean, Devil's Island, Cruising The Atlantic Ocean, Belem (Icoaraci), Cruising The Atlantic Ocean, Recife...
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$151,099.00
Cat:B
899.40 per night
Caribbean, 34 Nights (M703)
Roundtrip from London (Southampton), England
from $4,969.00 (USD)
Per Person
+ $5,635.00 taxes/fees
Jan 11, 2027
through Feb 14, 2027
Nights: 34
Ship: Queen Mary 2
Price Per Night:$146.15 (USD)
(based on double occupancy, for comparison only)
Jan 11, 2027 through Feb 14, 2027
Itinerary: London (Southampton), England, Madeira, Portugal, St. Kitts, ST Kitts/Nevis, Barbados, Barbados, St Lucia, Saint Lucia, Grenada, Grenada, Dominica, Dominica, English Harbour, Antigua, Amber Cove,Dominican Republic, St. Maarten, Netherlands Antilles...
Start 2027 in style on this 34-night Caribbean cruise. Sip rum overnight in Barbados, explore lush rainforest in St. Lucia, and banish your January blues with sun-filled days on white sand beaches.
Other Categories Starting At:
Inside
$4,969.00
Cat:IF
146.15 per night
Outside
$7,569.00
Cat:EF
222.62 per night
Balcony
$7,869.00
Cat:DF
231.44 per night
Suite
$19,169.00
Cat:P2
563.79 per night
Amazon & Tropical Isles
Lisbon to Miami
from $9,899.00 (USD)
Per Person
Nov 09, 2026
through Dec 19, 2026
Nights: 40
Ship: Insignia
Price Per Night:$247.48 (USD)
(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
$9,899.00
Cat:G
247.48 per night
Outside
$10,899.00
Cat:D
272.48 per night
Balcony
$14,899.00
Cat:B2
372.48 per night
Suite
$20,699.00
Cat:PH3
517.48 per night
Vibrant Voyage to Rio
Miami to Rio De Janeiro
from $6,299.00 (USD)
Per Person
Jan 06, 2026
through Jan 24, 2026
Nights: 18
Ship: Vista
Price Per Night:$349.94 (USD)
(based on double occupancy, for comparison only)
Jan 06, 2026 through Jan 24, 2026
Itinerary: Miami, Gustavia, Roseau, Bridgetown, Devil's Island, Belem (Icoaraci), Fortaleza, Salvador, Buzios, Rio De Janeiro...
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$7,099.00
Cat:A4
394.39 per night
Suite
$9,999.00
Cat:PH3
555.50 per night
Circle South America
Miami to San Diego
from $24,599.00 (USD)
Per Person
Jan 06, 2026
through Mar 07, 2026
Nights: 60
Ship: Vista
Price Per Night:$409.98 (USD)
(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
N/A
Outside
N/A
Balcony
$24,599.00
Cat:A2
409.98 per night
Suite
N/A
from $973.00 (USD)
Per Person
+ N/A taxes/fees
Dec 13, 2025
through Dec 20, 2025
Nights: 7
Ship: Valiant Lady
Price Per Night:$139.00 (USD)
(based on double occupancy, for comparison only)
Dec 13, 2025 through Dec 20, 2025
Itinerary: San Juan, Basseterre, Castries, Roseau, Bridgetown, Sailing, Philipsburg, San Juan
This 7-night San Juan voyage sails the Caribbean Sea to the best islands of the Lesser Antilles including St. Kitts followed by St. Lucia's tropical city of Castries - home to splendid beaches, lush rainforests, and cascading waterfalls. Next up is Dominica (known for its natural springs), Barbados, and the tiny island of St. Maarten before returning to San Juan.
Other Categories Starting At:
Inside
$973.00
Cat:IZ
139.00 per night
Outside
$1,183.00
Cat:VZ
169.00 per night
Balcony
$1,393.00
Cat:TZ
199.00 per night
Suite
$3,802.00
Cat:SS
543.14 per night
11-Day Eastern Caribbean Wayfarer
Roundtrip from Fort Lauderdale
from $1,498.00 (USD)
Per Person
+ $150.00 taxes/fees
Non-Refundable
Mar 01, 2025
through Mar 12, 2025
Nights: 11
Ship: Eurodam
Price Per Night:$136.18 (USD)
(based on double occupancy, for comparison only)
Mar 01, 2025 through Mar 12, 2025
Itinerary: Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Point-A-Pitre, Roseau, St Kitts, St Maarten, Fort Lauderdale
Other Categories Starting At:
Inside
CALL
Outside
CALL
Balcony
CALL
Suite
CALL
Caribbean & Central America Cruise
Bridgetown to San Juan
from $5,400.00 (USD)
Per Person
Jan 20, 2027
through Jan 30, 2027
Nights: 10
Price Per Night:$540.00 (USD)
(based on double occupancy, for comparison only)
Jan 20, 2027 through Jan 30, 2027
Itinerary: Bridgetown, Bequia, Castries, Trois Ilets, Roseau, Les Saintes, Little Bay, Montserrat, Basseterre, St. Kitts, Gustavia, St Barthelemy, Jost Van Dyke (British Virgin Islands)...
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$5,400.00
Cat:VI
540.00 per night
from $13,700.00 (USD)
Per Person
Nov 25, 2025
through Dec 15, 2025
Nights: 20
Price Per Night:$685.00 (USD)
(based on double occupancy, for comparison only)
Nov 25, 2025 through Dec 15, 2025
Itinerary: Lisbon, Day at sea, Funchal, Madeira, Santa Cruz De La Palma (Canary Islands), Day at sea, Mindelo, Day at sea, Bridgetown, Castries, Fort-De-France...
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$13,700.00
Cat:CV
685.00 per night
21-Day Eastern Caribbean: Leeward & U.S. Virgin Islands
Roundtrip from Fort Lauderdale, Florida, US
from $4,044.00 (USD)
Per Person
+ $260.00 taxes/fees
Jan 24, 2026
through Feb 14, 2026
Nights: 21
Ship: Koningsdam
Price Per Night:$192.57 (USD)
(based on double occupancy, for comparison only)
Jan 24, 2026 through Feb 14, 2026
Itinerary: Fort Lauderdale, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Fort-De-France, Martinique, Roseau, Dominica, Basseterre, St Kitts and Nevis, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas...
Other Categories Starting At:
Inside
CALL
Outside
CALL
Balcony
CALL
Suite
CALL
from $3,699.00 (USD)
Per Person
+ $120.00 taxes/fees
Mar 21, 2026
through Apr 04, 2026
Nights: 14
Ship: Wind Surf
Price Per Night:$264.21 (USD)
(based on double occupancy, for comparison only)
Mar 21, 2026 through Apr 04, 2026
Itinerary: Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Les Saintes, 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
N/A
Outside
$3,699.00
Cat:B
264.21 per night
Balcony
N/A
Suite
$9,799.00
Cat:OS
699.93 per night
Caribbean, 21 Nights (Q706A)
Roundtrip from Miami, FL, USA
from $2,789.00 (USD)
Per Person
+ $20,768.00 taxes/fees
Feb 16, 2027
through Mar 09, 2027
Nights: 21
Price Per Night:$132.81 (USD)
(based on double occupancy, for comparison only)
Feb 16, 2027 through Mar 09, 2027
Itinerary: Miami, FL, USA, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, FL, USA, San Juan, Puerto Rico, Antigua, Dominica, Dominica...
Take each day as slowly as you like on this 21-night sailing in the Caribbean that includes captivating ports like Montego Bay in Jamaica, San Juan in Puerto Rico, and Philipsburg in St. Maarten.
Other Categories Starting At:
Inside
$2,789.00
Cat:IF
132.81 per night
Outside
$3,439.00
Cat:FC
163.76 per night
Balcony
$4,289.00
Cat:CA
204.24 per night
Suite
$11,639.00
Cat:P2
554.24 per night
Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico
from $797.00 (USD)
Per Person
Apr 18, 2027
through Apr 25, 2027
Nights: 7
Price Per Night:$113.86 (USD)
(based on double occupancy, for comparison only)
Apr 18, 2027 through Apr 25, 2027
Itinerary: San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., Philipsburg, St. Maarten, St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico
Other Categories Starting At:
Inside
$797.00
Cat:ZI
113.86 per night
Outside
$896.50
Cat:YO
128.07 per night
Balcony
$1,313.50
Cat:XB
187.64 per night
Suite
N/A
from $6,250.00 (USD)
Per Person
+ $560.00 taxes/fees
Jan 19, 2026
through Jan 29, 2026
Nights: 10
Ship: Le Bellot
Price Per Night:$625.00 (USD)
(based on double occupancy, for comparison only)
Jan 19, 2026 through Jan 29, 2026
Itinerary: Santo Domingo, Jost Van Dyke, Les Saintes, Portsmouth, Pigeon Island Beach, Soufrière, Tobago Cays, Mayreau Island, Port Elizabeth, Bequia Island, Union Island...
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$6,250.00
Cat:DEL
625.00 per night
Suite
$10,210.00
Cat:DS6
1,021.00 per night
Joy Of The Islands
7 nights on board Seven Seas Navigator
from $6,999.00 (USD)
Per Person
Jan 13, 2025
through Jan 20, 2025
Nights: 7
Price Per Night:$999.86 (USD)
(based on double occupancy, for comparison only)
Jan 13, 2025 through Jan 20, 2025
Itinerary: San Juan, Charlotte Amalie, Philipsburg, Roseau, Castries, St. John's, Gustavia, San Juan
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$6,999.00
Cat:A
999.86 per night
Jan 11, 2026
through Jan 25, 2026
Nights: 14
Price Per Night:$464.29 (USD)
(based on double occupancy, for comparison only)
Jan 11, 2026 through Jan 25, 2026
Itinerary: Philipsburg, St. Maarten, St. John's, St. Thomas, Little Bay, Montserrat, Castries, Mayreau, Les Saintes, Philipsburg, St. Maarten, St John, Gustavia, St Barthelemy...
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$6,500.00
Cat:VI
464.29 per night
from $8,500.00 (USD)
Per Person
+ $390.00 taxes/fees
Mar 28, 2026
through Apr 04, 2026
Nights: 7
Ship: Le Ponant
Price Per Night:$1,214.29 (USD)
(based on double occupancy, for comparison only)
Mar 28, 2026 through Apr 04, 2026
Itinerary: Pointe-À-Pitre, Portsmouth, Port Elizabeth, Bequia Island, Tobago Cays, Sandy Island, Carriacou, Sailing By Les Pitons, Soufrière, At Sea Aboard Le Ponant, Anses-D'arlet, Marie-Galante, Pointe-À-Pitre
Other Categories Starting At:
Inside
N/A
Outside
$8,500.00
Cat:MG
1,214.29 per night
Balcony
N/A
Suite
N/A
Iberian Explorer
London (Tilbury) to Barcelona
from $2,999.00 (USD)
Per Person
Oct 02, 2025
through Oct 09, 2025
Nights: 7
Price Per Night:$428.43 (USD)
(based on double occupancy, for comparison only)
Oct 02, 2025 through Oct 09, 2025
Itinerary: London (Tilbury), Portsmouth, Sail the Atlantic Ocean, Vigo, Sail the Strait of Gibraltar, Granada (Málaga), Murcia (Cartagena), Barcelona
Circumnavigate the Iberian Peninsula and uncover the historic treasures of Spain. Explore the Roman past and tranquil beauty of Cartagena and its Murcia province. Visit Málaga, the city of Picasso’s birth, and Granada’s Alhambra palace. Cruise through the Strait of Gibraltar and into the scenic bay of Vigo, gateway to Santiago de Compostela. This enlightening itinerary is complemented by a call on England’s maritime city of Portsmouth.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$2,999.00
Cat:V2
428.43 per night
Suite
$4,599.00
Cat:PS3
657.00 per night
Elegant Tropical Enclaves
Roundtrip from Miami
from $9,199.00 (USD)
Per Person
Apr 08, 2025
through May 01, 2025
Nights: 23
Ship: Vista
Price Per Night:$399.96 (USD)
(based on double occupancy, for comparison only)
Apr 08, 2025 through May 01, 2025
Itinerary: Miami, Cruising The Atlantic Ocean, St. John's, Castries, St. George's, Bridgetown, Roseau, Gustavia, Cruising The Atlantic Ocean, Miami...
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$9,999.00
Cat:A3
434.74 per night
Suite
$13,399.00
Cat:PH2
582.57 per night
11-Day Eastern Caribbean: Windward & Leeward Islands
Roundtrip from Miami, Florida, US
from $2,089.00 (USD)
Per Person
+ $155.00 taxes/fees
Mar 14, 2026
through Mar 25, 2026
Nights: 11
Ship: Zuiderdam
Price Per Night:$189.91 (USD)
(based on double occupancy, for comparison only)
Mar 14, 2026 through Mar 25, 2026
Itinerary: Miami, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Fort-De-France, Martinique, Roseau, Dominica, Basseterre, St Kitts and Nevis, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas...
Other Categories Starting At:
Inside
CALL
Outside
CALL
Balcony
CALL
Suite
CALL
from $1,870.00 (USD)
Per Person
+ N/A taxes/fees
Jan 11, 2025
through Jan 18, 2025
Nights: 7
Ship: Star Flyer
Price Per Night:$267.14 (USD)
(based on double occupancy, for comparison only)
Jan 11, 2025 through Jan 18, 2025
Itinerary: Philipsburg, St. Maarten, River Bay, Barbuda, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Gustavia, St. Barts, Philipsburg, St. Maarten
Other Categories Starting At:
Inside
$1,870.00
Cat:Category 6
267.14 per night
Outside
$2,160.00
Cat:Category 5
308.57 per night
Balcony
N/A
Suite
N/A
from $4,385.00 (USD)
Per Person
Dec 05, 2025
through Dec 14, 2025
Nights: 9
Ship: Explora II
Price Per Night:$487.22 (USD)
(based on double occupancy, for comparison only)
Dec 05, 2025 through Dec 14, 2025
Itinerary: Miami, Charlotte Amalie (Saint Thomas), Pointe-à-Pitre, Roseau, Castries, St. George's (Grenada), Kingstown, Bridgetown
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$4,385.00
Cat:OT2
487.22 per night
Holiday Havens
Roundtrip from Miami
from $6,699.00 (USD)
Per Person
Dec 21, 2025
through Jan 04, 2026
Nights: 14
Ship: Allura
Price Per Night:$478.50 (USD)
(based on double occupancy, for comparison only)
Dec 21, 2025 through Jan 04, 2026
Itinerary: Miami, Oranjestad, Willemstad, Kralendijk, St. George's, Bridgetown, Kingstown, Roseau, St. John's, Philipsburg...
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$6,699.00
Cat:B4
478.50 per night
Suite
$10,799.00
Cat:PH2
771.36 per night
Ft. Lauderdale To San Juan
Fort Lauderdale, Florida to San Juan, Puerto Rico
from $705.82 (USD)
Per Person
Oct 31, 2025
through Nov 08, 2025
Nights: 8
Price Per Night:$88.23 (USD)
(based on double occupancy, for comparison only)
Oct 31, 2025 through Nov 08, 2025
Itinerary: Fort Lauderdale, Florida, Cruising, Labadee, Haiti, Cruising, Basseterre, St Kitts & Nevis, Castries, St. Lucia, Roseau, Dominica, Philipsburg, St. Maarten, San Juan, Puerto Rico
Other Categories Starting At:
Inside
$705.82
Cat:ZI
88.23 per night
Outside
$745.82
Cat:YO
93.23 per night
Balcony
$1,046.82
Cat:XB
130.85 per night
Suite
N/A
from $5,099.00 (USD)
Per Person
+ $95.00 taxes/fees
Jan 14, 2026
through Jan 31, 2026
Nights: 17
Ship: Wind Spirit
Price Per Night:$299.94 (USD)
(based on double occupancy, for comparison only)
Jan 14, 2026 through Jan 31, 2026
Itinerary: Philipsburg, St. Maarten, Basseterre, Roseau, Castries, Anse Mitan, Les Saintes, Charlestown, Virgin Gorda / Prickly Pear, British Virgin Islands, Jost Van Dyke, Great Harbour, Gustavia...
Dive, dine, and delight in iconic Caribbean island destinations during a far-ranging Caribbean loop that conveniently begins and ends in Philipsburg on St. Maarten. Cruise a kayak through sapphire waters near Little Bay, Monserrat, and peer at shadowy fruit bats suspended throughout coastal caves. Drift and spin in a floating tube on a rainforest stream outside Roseau on Dominica prior to sipping rum cocktails mixed with tangy tropical juices.
Other Categories Starting At:
Inside
N/A
Outside
$5,099.00
Cat:B
299.94 per night
Balcony
N/A
Suite
N/A
Leeward & Windward Gems
Roundtrip from Miami
from $2,999.00 (USD)
Per Person
Feb 06, 2026
through Feb 16, 2026
Nights: 10
Ship: Nautica
Price Per Night:$299.90 (USD)
(based on double occupancy, for comparison only)
Feb 06, 2026 through Feb 16, 2026
Itinerary: Miami, Tortola, Basseterre, Roseau, St. John's, Philipsburg, Miami
Other Categories Starting At:
Inside
$2,999.00
Cat:G
299.90 per night
Outside
$3,399.00
Cat:D
339.90 per night
Balcony
$4,499.00
Cat:B2
449.90 per night
Suite
$5,899.00
Cat:PH3
589.90 per night
Bridgetown to Bridgetown
Barbados to Barbados
from $8,400.00 (USD)
Per Person
Jan 05, 2026
through Jan 26, 2026
Nights: 21
Price Per Night:$400.00 (USD)
(based on double occupancy, for comparison only)
Jan 05, 2026 through Jan 26, 2026
Itinerary: Bridgetown, Bequia, Soufrière, St. Lucia, Roseau, Deshaies, Charlestown (Nevis), St. John's, St John, Road Town, Tortola, Day at sea...
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$8,400.00
Cat:VI
400.00 per night
Iberian Explorer
Barcelona to London (Tilbury)
from $2,399.00 (USD)
Per Person
Jan 10, 2026
through Jan 17, 2026
Nights: 7
Ship: Viking Vela
Price Per Night:$342.71 (USD)
(based on double occupancy, for comparison only)
Jan 10, 2026 through Jan 17, 2026
Itinerary: Barcelona, Murcia (Cartagena), Granada (Málaga), Sail the Strait of Gibraltar, Vigo, Sail the Atlantic Ocean, Portsmouth, London (Tilbury)
Circumnavigate the Iberian Peninsula and uncover the historic treasures of Spain. Explore the Roman past and tranquil beauty of Cartagena and its Murcia province. Visit Málaga, the city of Picasso’s birth, and Granada’s Alhambra palace. Cruise through the Strait of Gibraltar and into the scenic bay of Vigo, gateway to Santiago de Compostela. This enlightening itinerary is complemented by a call on England’s maritime city of Portsmouth.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$2,399.00
Cat:V1
342.71 per night
Suite
$3,299.00
Cat:PS3
471.29 per night
Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico
from $845.62 (USD)
Per Person
Oct 17, 2026
through Oct 24, 2026
Nights: 7
Price Per Night:$120.80 (USD)
(based on double occupancy, for comparison only)
Oct 17, 2026 through Oct 24, 2026
Itinerary: San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., Philipsburg, St. Maarten, St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico
Other Categories Starting At:
Inside
$845.62
Cat:ZI
120.80 per night
Outside
$950.11
Cat:YO
135.73 per night
Balcony
$1,471.68
Cat:2B
210.24 per night
Suite
N/A
from $7,980.00 (USD)
Per Person
+ $390.00 taxes/fees
Jan 03, 2026
through Jan 10, 2026
Nights: 7
Ship: Le Ponant
Price Per Night:$1,140.00 (USD)
(based on double occupancy, for comparison only)
Jan 03, 2026 through Jan 10, 2026
Itinerary: Pointe-À-Pitre, Portsmouth, Port Elizabeth, Bequia Island, Tobago Cays, Sandy Island, Carriacou, Sailing By Les Pitons, Soufrière, At Sea Aboard Le Ponant, Anses-D'arlet, Marie-Galante, Pointe-À-Pitre
Other Categories Starting At:
Inside
N/A
Outside
$7,980.00
Cat:MG
1,140.00 per night
Balcony
N/A
Suite
N/A
from $1,870.00 (USD)
Per Person
+ N/A taxes/fees
Mar 08, 2025
through Mar 15, 2025
Nights: 7
Ship: Star Flyer
Price Per Night:$267.14 (USD)
(based on double occupancy, for comparison only)
Mar 08, 2025 through Mar 15, 2025
Itinerary: Philipsburg, St. Maarten, River Bay, Barbuda, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Gustavia, St. Barts, Philipsburg, St. Maarten
Other Categories Starting At:
Inside
$1,870.00
Cat:Category 6
267.14 per night
Outside
$2,160.00
Cat:Category 5
308.57 per night
Balcony
N/A
Suite
N/A
from $4,099.00 (USD)
Per Person
+ $79.00 taxes/fees
Feb 07, 2026
through Feb 21, 2026
Nights: 14
Ship: Wind Spirit
Price Per Night:$292.79 (USD)
(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
N/A
Outside
$4,099.00
Cat:B
292.79 per night
Balcony
N/A
Suite
N/A
from $104.00 (USD)
Per Person
Dec 13, 2024
through May 03, 2026
Dec 13, 2024 through May 03, 2026
Enjoy marvelous sights, swimming, and snorkeling on this fun Roseau tour.
Leeward Isles Serenade
Roundtrip from Tampa
from $4,699.00 (USD)
Per Person
Mar 03, 2026
through Mar 18, 2026
Nights: 15
Ship: Insignia
Price Per Night:$313.27 (USD)
(based on double occupancy, for comparison only)
Mar 03, 2026 through Mar 18, 2026
Itinerary: Tampa, San Juan, Charlotte Amalie, Philipsburg, St. John's, Roseau, Basseterre, Frederiksted, Tortola, Tampa
Other Categories Starting At:
Inside
$4,699.00
Cat:G
313.27 per night
Outside
$5,199.00
Cat:D
346.60 per night
Balcony
$6,899.00
Cat:B2
459.93 per night
Suite
$8,899.00
Cat:PH3
593.27 per night
from $3,899.00 (USD)
Per Person
+ $260.00 taxes/fees
Dec 23, 2025
through Jan 10, 2026
Nights: 18
Ship: Zuiderdam
Price Per Night:$216.61 (USD)
(based on double occupancy, for comparison only)
Dec 23, 2025 through Jan 10, 2026
Itinerary: Miami, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Castries, Saint Lucia, Roseau, Dominica, Basseterre, St Kitts and Nevis, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas...
Other Categories Starting At:
Inside
CALL
Outside
CALL
Balcony
CALL
Suite
CALL
Turquoise Shores, Hidden Isles
10 nights on board Seven Seas Navigator
from $9,399.00 (USD)
Per Person
Jan 03, 2025
through Jan 13, 2025
Nights: 10
Price Per Night:$939.90 (USD)
(based on double occupancy, for comparison only)
Jan 03, 2025 through Jan 13, 2025
Itinerary: San Juan, St. George's, Kingstown, Roseau, Gustavia, St. John's, Pointe A Pitre, Fort De France, Basseterre, San Juan
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$9,399.00
Cat:A
939.90 per night
from $1,067.58 (USD)
Per Person
Non-Refundable
Dec 21, 2024
through Dec 28, 2024
Nights: 7
Price Per Night:$152.51 (USD)
(based on double occupancy, for comparison only)
Dec 21, 2024 through Dec 28, 2024
Itinerary: San Juan, Puerto Rico, Philipsburg, St. Maarten, St. Johns, Antigua, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, San Juan, Puerto Rico
Other Categories Starting At:
Inside
N/A
Outside
$1,067.58
Cat:O1
152.51 per night
Balcony
N/A
Suite
N/A
from $2,684.00 (USD)
Per Person
+ $160.00 taxes/fees
Dec 23, 2025
through Jan 03, 2026
Nights: 11
Ship: Zuiderdam
Price Per Night:$244.00 (USD)
(based on double occupancy, for comparison only)
Dec 23, 2025 through Jan 03, 2026
Itinerary: Miami, Florida, US, Days At Sea, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda, Castries, Saint Lucia, Roseau, Dominica, Basseterre, St Kitts and Nevis, St. Thomas, U.S.V.I., Days At Sea, Half Moon Cay, Bahamas...
Other Categories Starting At:
Inside
CALL
Outside
CALL
Balcony
CALL
Suite
CALL
Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico
from $1,026.05 (USD)
Per Person
May 02, 2026
through May 09, 2026
Nights: 7
Price Per Night:$146.58 (USD)
(based on double occupancy, for comparison only)
May 02, 2026 through May 09, 2026
Itinerary: San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., St. Johns, Antigua, Philipsburg, St. Maarten, Roseau, Dominica, Cruising, San Juan, Puerto Rico
Other Categories Starting At:
Inside
$1,026.05
Cat:4V
146.58 per night
Outside
$1,207.49
Cat:2N
172.50 per night
Balcony
$1,668.98
Cat:1B
238.43 per night
Suite
N/A
from $65.00 (USD)
Per Person
Dec 13, 2024
through May 03, 2026
Dec 13, 2024 through May 03, 2026
Really experience this Eco island as you swim in the Titou Gorge, hike to Trafalgar Falls and snorkel the Champagne Reef.