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Destination Page: Dominica2 (49 offers included)

Idyllic West Indies
Roundtrip from Miami
from $5,149.00 (USD)
Per Person
Mar 09, 2025
through Mar 20, 2025
Nights: 11
Ship: Vista
Price Per Night:$468.09 (USD)
(based on double occupancy, for comparison only)
Mar 09, 2025 through Mar 20, 2025
Itinerary: Miami, Cruising The Atlantic Ocean, St. John's, Castries, Bridgetown, St. George's, Roseau, Gustavia, Cruising The Atlantic Ocean, Miami
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$5,349.00
Cat:A3
486.27 per night
Suite
N/A
Iberian Explorer
Barcelona to London (Tilbury)
from $2,299.00 (USD)
Per Person
Jan 10, 2026
through Jan 17, 2026
Nights: 7
Ship: Viking Vela
Price Per Night:$328.43 (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
$2,299.00
Cat:V2
328.43 per night
Suite
$3,299.00
Cat:PS3
471.29 per night
from $2,199.00 (USD)
Per Person
+ $150.00 taxes/fees
Feb 14, 2026
through Feb 25, 2026
Nights: 11
Ship: Koningsdam
Price Per Night:$199.91 (USD)
(based on double occupancy, for comparison only)
Feb 14, 2026 through Feb 25, 2026
Itinerary: Fort Lauderdale, Half Moon Cay, St Thomas, Antigua, Martinique, Roseau, St Kitts, St Maarten, Fort Lauderdale
Other Categories Starting At:
Inside
CALL
Outside
CALL
Balcony
CALL
Suite
CALL
Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico
from $1,284.63 (USD)
Per Person
Non-Refundable
Apr 13, 2025
through Apr 21, 2025
Nights: 8
Price Per Night:$160.58 (USD)
(based on double occupancy, for comparison only)
Apr 13, 2025 through Apr 21, 2025
Itinerary: San Juan, Puerto Rico, St. Croix, U.S.V.I., Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, Basseterre, St Kitts & Nevis, Bridgetown, Barbados, Roseau, Dominica, Cruising, San Juan, Puerto Rico
Other Categories Starting At:
Inside
$1,284.63
Cat:ZI
160.58 per night
Outside
$1,304.63
Cat:YO
163.08 per night
Balcony
$2,229.63
Cat:XB
278.70 per night
Suite
$3,457.13
Cat:J4
432.14 per night
from $1,968.97 (USD)
Per Person
Non-Refundable
Jan 04, 2027
through Jan 15, 2027
Nights: 11
Price Per Night:$179.00 (USD)
(based on double occupancy, for comparison only)
Jan 04, 2027 through Jan 15, 2027
Itinerary: Fort Lauderdale, Florida, Philipsburg, St. Maarten, St. Johns, Antigua, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, Basseterre, St Kitts & Nevis, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
$2,238.97
Cat:I2
203.54 per night
Outside
$2,583.97
Cat:O2
234.91 per night
Balcony
$3,205.47
Cat:P2
291.41 per night
Suite
$7,376.97
Cat:MS
670.63 per night
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
from $2,020.00 (USD)
Per Person
+ N/A taxes/fees
Dec 13, 2025
through Dec 20, 2025
Nights: 7
Price Per Night:$288.57 (USD)
(based on double occupancy, for comparison only)
Dec 13, 2025 through Dec 20, 2025
Itinerary: Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
Other Categories Starting At:
Inside
$2,020.00
Cat:Category 6
288.57 per night
Outside
$2,280.00
Cat:Category 5
325.71 per night
Balcony
N/A
Suite
$4,110.00
Cat:Deluxe Suite with Veranda
587.14 per night
Eastern Caribbean, 29 Nights (M506)
Roundtrip from London (Southampton), England
from $4,769.00 (USD)
Per Person
+ $11,941.00 taxes/fees
Mar 08, 2025
through Apr 06, 2025
Nights: 29
Ship: Queen Mary 2
Price Per Night:$164.45 (USD)
(based on double occupancy, for comparison only)
Mar 08, 2025 through Apr 06, 2025
Itinerary: London (Southampton), England, New York, New York, St. Maarten, Netherlands Antilles, St Lucia, Saint Lucia, Grenada, Grenada, Barbados, Barbados, Dominica, Dominica, St. Kitts, ST Kitts/Nevis, Tortola, B.V.I., New York, New York...
Enjoy sea days feeling completely relaxed and at ease on Queen Mary 2 as she sails west from Southampton to New York before continuing to the sun-kissed, welcoming shores of the Caribbean.
Other Categories Starting At:
Inside
$4,769.00
Cat:IC
164.45 per night
Outside
N/A
Balcony
N/A
Suite
$46,309.00
Cat:Q2
1,596.86 per night
Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico
from $1,092.06 (USD)
Per Person
Jan 18, 2026
through Jan 25, 2026
Nights: 7
Price Per Night:$156.01 (USD)
(based on double occupancy, for comparison only)
Jan 18, 2026 through Jan 25, 2026
Itinerary: San Juan, Puerto Rico, Tortola, B.V.I., St. Johns, Antigua, St. George's, Grenada, Kingstown, St. Vincent, Roseau, Dominica, Cruising, San Juan, Puerto Rico
Other Categories Starting At:
Inside
$1,092.06
Cat:ZI
156.01 per night
Outside
$1,245.56
Cat:YO
177.94 per night
Balcony
$1,490.56
Cat:XB
212.94 per night
Suite
N/A
Dec 12, 2025
through Dec 29, 2025
Nights: 17
Ship: Explora I
Price Per Night:$472.06 (USD)
(based on double occupancy, for comparison only)
Dec 12, 2025 through Dec 29, 2025
Itinerary: Miami, Santo Domingo, San Juan, Basseterre, Les Trois-Îlets , Roseau, Kingstown, Bridgetown, Tobago/Scarborough, Martinique/Fort de France...
Brilliant biodiversity, conquistadors and haute cuisine bridge our journey from Miami to Bridgetown as we make maiden calls in Santo Domingo and Les Trois-Îlets. But it's the in-between outposts that stay with us - afternoons wandering jungle paths thick with secrets in Basseterre and Roseau, the wild kind of grace we find in Kingstown and the limey vibes in Bridgetown.
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$8,025.00
Cat:OT1
472.06 per night
7-Day Caribbean Gems
Roundtrip from Bridgetown, Barbados
from $4,376.00 (USD)
Per Person
+ $50.00 taxes/fees
Feb 07, 2026
through Feb 14, 2026
Nights: 7
Price Per Night:$625.14 (USD)
(based on double occupancy, for comparison only)
Feb 07, 2026 through Feb 14, 2026
Itinerary: Barbados, Carambola Beach, Trois Ilets, Point-A-Pitre, Roseau, Rodney Bay, 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
CALL
Outside
CALL
Balcony
CALL
Suite
CALL
Footsteps of Columbus
Barcelona to Miami
from $11,899.00 (USD)
Per Person
Nov 02, 2026
through Dec 19, 2026
Nights: 47
Ship: Insignia
Price Per Night:$253.17 (USD)
(based on double occupancy, for comparison only)
Nov 02, 2026 through Dec 19, 2026
Itinerary: Barcelona, Palma De Mallorca, Alicante, Cartagena, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria...
Other Categories Starting At:
Inside
$11,899.00
Cat:G
253.17 per night
Outside
$13,199.00
Cat:D
280.83 per night
Balcony
$18,199.00
Cat:B2
387.21 per night
Suite
$25,199.00
Cat:PH3
536.15 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
Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico
from $954.43 (USD)
Per Person
Jan 30, 2027
through Feb 06, 2027
Nights: 7
Price Per Night:$136.35 (USD)
(based on double occupancy, for comparison only)
Jan 30, 2027 through Feb 06, 2027
Itinerary: San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, St. Croix, U.S.V.I., St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico
Other Categories Starting At:
Inside
$975.87
Cat:4V
139.41 per night
Outside
$954.43
Cat:YO
136.35 per night
Balcony
$1,493.37
Cat:2D
213.34 per night
Suite
N/A
from $2,220.00 (USD)
Per Person
+ N/A taxes/fees
Dec 27, 2025
through Jan 03, 2026
Nights: 7
Price Per Night:$317.14 (USD)
(based on double occupancy, for comparison only)
Dec 27, 2025 through Jan 03, 2026
Itinerary: Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
Other Categories Starting At:
Inside
$2,220.00
Cat:Category 6
317.14 per night
Outside
$2,480.00
Cat:Category 5
354.29 per night
Balcony
N/A
Suite
$4,310.00
Cat:Deluxe Suite with Veranda
615.71 per night
from $12,200.00 (USD)
Per Person
Nov 25, 2025
through Dec 15, 2025
Nights: 20
Price Per Night:$610.00 (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
$12,200.00
Cat:VI
610.00 per night
from $4,200.00 (USD)
Per Person
Feb 14, 2025
through Feb 21, 2025
Nights: 7
Ship: Explora II
Price Per Night:$600.00 (USD)
(based on double occupancy, for comparison only)
Feb 14, 2025 through Feb 21, 2025
Itinerary: Miami, Road Bay, Roseau, Basse-Terre, Marigot, San Juan
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$4,200.00
Cat:OT4
600.00 per night
from $6,499.00 (USD)
Per Person
+ $17.00 taxes/fees
Feb 08, 2025
through Feb 15, 2025
Nights: 7
Ship: Wind Spirit
Price Per Night:$928.43 (USD)
(based on double occupancy, for comparison only)
Feb 08, 2025 through Feb 15, 2025
Itinerary: Bridgetown, Basseterre, Les Saintes, Roseau, Anse Mitan, Pigeon Island, 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.
Southern Caribbean Holiday
Roundtrip from San Juan, Puerto Rico
from $1,079.15 (USD)
Per Person
Dec 20, 2026
through Dec 27, 2026
Nights: 7
Price Per Night:$154.16 (USD)
(based on double occupancy, for comparison only)
Dec 20, 2026 through Dec 27, 2026
Itinerary: San Juan, Puerto Rico, Tortola, B.V.I., St. Johns, Antigua, Roseau, Dominica, St. Croix, U.S.V.I., Cruising, Basseterre, St Kitts & Nevis, San Juan, Puerto Rico
Other Categories Starting At:
Inside
$1,079.15
Cat:ZI
154.16 per night
Outside
$1,229.15
Cat:YO
175.59 per night
Balcony
$1,536.15
Cat:XB
219.45 per night
Suite
N/A
from $11,200.00 (USD)
Per Person
Feb 02, 2026
through Feb 23, 2026
Nights: 21
Price Per Night:$533.33 (USD)
(based on double occupancy, for comparison only)
Feb 02, 2026 through Feb 23, 2026
Itinerary: Bridgetown, Bequia, Soufrière, St. Lucia, Roseau, Deshaies, Basseterre, St. Kitts, Gustavia, St Barthelemy, St John, Day at sea, Fort Lauderdale, Florida...
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
N/A
Suite
$11,200.00
Cat:CV
533.33 per night
from $2,819.00 (USD)
Per Person
Dec 27, 2025
through Jan 06, 2026
Nights: 10
Price Per Night:$281.90 (USD)
(based on double occupancy, for comparison only)
Dec 27, 2025 through Jan 06, 2026
Itinerary: Bridgetown, Mayreau, Grenadines, Castries, Roseau, Basseterre, Philipsburg, Road Town, Tortola, Miami, Florida
Other Categories Starting At:
Inside
$2,819.00
Cat:12
281.90 per night
Outside
$3,039.00
Cat:08
303.90 per night
Balcony
$3,209.00
Cat:V3
320.90 per night
Suite
$4,589.00
Cat:N2
458.90 per night
Caribbean Illumination
Roundtrip from Miami
from $3,999.00 (USD)
Per Person
Feb 09, 2026
through Feb 19, 2026
Nights: 10
Ship: Allura
Price Per Night:$399.90 (USD)
(based on double occupancy, for comparison only)
Feb 09, 2026 through Feb 19, 2026
Itinerary: Miami, San Juan, Basseterre, Castries, Roseau, Charlotte Amalie, Miami
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$3,999.00
Cat:B5
399.90 per night
Suite
$6,599.00
Cat:PH3
659.90 per night
from $3,799.00 (USD)
Per Person
+ $34.00 taxes/fees
Jan 14, 2026
through Jan 24, 2026
Nights: 10
Ship: Wind Spirit
Price Per Night:$379.90 (USD)
(based on double occupancy, for comparison only)
Jan 14, 2026 through Jan 24, 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...
Explore the Leeward Islands of the Caribbean from panoramic summit views to sunny seashores and beneath azure waves during this 10-day cruise. Swim with gentle Antiqua stingrays near Falmouth Harbour. Take in expansive views of Martinique from the summit of Fort de France and admire colorful flowers in the quiet shade of small port Anse Mitan’s botanical garden. Learn how to crush local cocoa nibs into liquefied chocolate during a delicious chocolatier class in Castries on St. Lucia.
Other Categories Starting At:
Inside
N/A
Outside
$3,799.00
Cat:B
379.90 per night
Balcony
N/A
Suite
N/A
from $3,629.00 (USD)
Per Person
Nov 15, 2025
through Nov 29, 2025
Nights: 14
Price Per Night:$259.21 (USD)
(based on double occupancy, for comparison only)
Nov 15, 2025 through Nov 29, 2025
Itinerary: Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, Road Town, Tortola, San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua...
Other Categories Starting At:
Inside
$3,629.00
Cat:12
259.21 per night
Outside
$4,209.00
Cat:08
300.64 per night
Balcony
$5,599.00
Cat:P3
399.93 per night
Suite
$6,659.00
Cat:N2
475.64 per night
from $2,020.00 (USD)
Per Person
+ N/A taxes/fees
Jan 10, 2026
through Jan 17, 2026
Nights: 7
Price Per Night:$288.57 (USD)
(based on double occupancy, for comparison only)
Jan 10, 2026 through Jan 17, 2026
Itinerary: Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
Other Categories Starting At:
Inside
$2,020.00
Cat:Category 6
288.57 per night
Outside
$2,280.00
Cat:Category 5
325.71 per night
Balcony
N/A
Suite
$4,110.00
Cat:Deluxe Suite with Veranda
587.14 per night
Dec 12, 2026
through Dec 28, 2026
Nights: 16
Price Per Night:$178.69 (USD)
(based on double occupancy, for comparison only)
Dec 12, 2026 through Dec 28, 2026
Itinerary: Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua...
Other Categories Starting At:
Inside
$2,859.00
Cat:12
178.69 per night
Outside
$3,519.00
Cat:08
219.94 per night
Balcony
$4,719.00
Cat:V3
294.94 per night
Suite
$7,759.00
Cat:N2
484.94 per night
Nov 14, 2026
through Nov 21, 2026
Nights: 7
Price Per Night:$199.86 (USD)
(based on double occupancy, for comparison only)
Nov 14, 2026 through Nov 21, 2026
Itinerary: Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, Road Town, Tortola, San Juan, Puerto Rico
Other Categories Starting At:
Inside
$1,399.00
Cat:12
199.86 per night
Outside
$1,669.00
Cat:08
238.43 per night
Balcony
$2,229.00
Cat:V3
318.43 per night
Suite
$3,669.00
Cat:N2
524.14 per night
from $1,606.65 (USD)
Per Person
Non-Refundable
Feb 19, 2027
through Feb 28, 2027
Nights: 9
Price Per Night:$178.52 (USD)
(based on double occupancy, for comparison only)
Feb 19, 2027 through Feb 28, 2027
Itinerary: Fort Lauderdale, Florida, St. Johns, Antigua, Roseau, Dominica, Basseterre, St Kitts & Nevis, Charlotte Amalie, St. Thomas, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
$1,606.65
Cat:Z
178.52 per night
Outside
$1,656.65
Cat:Y
184.07 per night
Balcony
$1,756.65
Cat:X
195.18 per night
Suite
$4,656.65
Cat:W
517.41 per night
Vibrant Voyage to Rio
Miami to Rio De Janeiro
from $5,199.00 (USD)
Per Person
Jan 06, 2026
through Jan 24, 2026
Nights: 18
Ship: Vista
Price Per Night:$288.83 (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
$5,199.00
Cat:B5
288.83 per night
Suite
$9,999.00
Cat:PH3
555.50 per night
from $2,359.00 (USD)
Per Person
Dec 05, 2026
through Dec 18, 2026
Nights: 13
Price Per Night:$181.46 (USD)
(based on double occupancy, for comparison only)
Dec 05, 2026 through Dec 18, 2026
Itinerary: San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua, St. Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown, Castries, Roseau...
Other Categories Starting At:
Inside
$2,359.00
Cat:12
181.46 per night
Outside
$2,869.00
Cat:08
220.69 per night
Balcony
$3,909.00
Cat:V3
300.69 per night
Suite
$6,309.00
Cat:N2
485.31 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
from $3,299.00 (USD)
Per Person
Nov 29, 2025
through Dec 13, 2025
Nights: 14
Price Per Night:$235.64 (USD)
(based on double occupancy, for comparison only)
Nov 29, 2025 through Dec 13, 2025
Itinerary: Bridgetown, Castries, Roseau, Basseterre, Charlestown, Philipsburg, Road Town, Tortola, San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua...
Other Categories Starting At:
Inside
$3,299.00
Cat:12
235.64 per night
Outside
$3,589.00
Cat:08
256.36 per night
Balcony
$3,959.00
Cat:V3
282.79 per night
Suite
$5,169.00
Cat:N2
369.21 per night
Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico
from $940.05 (USD)
Per Person
May 02, 2026
through May 09, 2026
Nights: 7
Price Per Night:$134.29 (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
$940.05
Cat:ZI
134.29 per night
Outside
$1,026.05
Cat:YO
146.58 per night
Balcony
$1,313.05
Cat:XB
187.58 per night
Suite
N/A
from $1,870.00 (USD)
Per Person
+ N/A taxes/fees
Mar 22, 2025
through Mar 29, 2025
Nights: 7
Ship: Star Flyer
Price Per Night:$267.14 (USD)
(based on double occupancy, for comparison only)
Mar 22, 2025 through Mar 29, 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 $2,539.00 (USD)
Per Person
Nov 28, 2026
through Dec 12, 2026
Nights: 14
Price Per Night:$181.36 (USD)
(based on double occupancy, for comparison only)
Nov 28, 2026 through Dec 12, 2026
Itinerary: Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Gustavia, San Juan, Virgin Gorda, St. John's, Antigua...
Other Categories Starting At:
Inside
$2,539.00
Cat:12
181.36 per night
Outside
$3,129.00
Cat:08
223.50 per night
Balcony
$4,169.00
Cat:V3
297.79 per night
Suite
$6,889.00
Cat:N2
492.07 per night
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
14-Day Yachtsman's Island Jewels
Philipsburg, Sint Maarten to Bridgetown, Barbados
from $7,904.00 (USD)
Per Person
+ $85.00 taxes/fees
Mar 07, 2026
through Mar 21, 2026
Nights: 14
Price Per Night:$564.57 (USD)
(based on double occupancy, for comparison only)
Mar 07, 2026 through Mar 21, 2026
Itinerary: St Maarten, Frenchman's Cay, Carambola Beach, Saint Pierre, Port Elizabeth, Grenada, Barbados, Carambola Beach, Point-A-Pitre, Trois Ilets...
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
CALL
Outside
CALL
Balcony
CALL
Suite
CALL
from $5,070.00 (USD)
Per Person
+ $450.00 taxes/fees
Mar 08, 2026
through Mar 16, 2026
Nights: 8
Ship: Le Bellot
Price Per Night:$633.75 (USD)
(based on double occupancy, for comparison only)
Mar 08, 2026 through Mar 16, 2026
Itinerary: Fort-De-France, Port Elizabeth, Bequia Island, Mayreau Island, Tobago Cays, Union Island, Pigeon Island Beach, Soufrière, Les Saintes, Portsmouth, Fort-De-France
Other Categories Starting At:
Inside
N/A
Outside
N/A
Balcony
$5,070.00
Cat:DEL
633.75 per night
Suite
$7,790.00
Cat:DS4
973.75 per night
from $4,099.00 (USD)
Per Person
+ $79.00 taxes/fees
Jan 31, 2026
through Feb 14, 2026
Nights: 14
Ship: Wind Spirit
Price Per Night:$292.79 (USD)
(based on double occupancy, for comparison only)
Jan 31, 2026 through Feb 14, 2026
Itinerary: Philipsburg, St. Maarten, St. John's, Road Bay, Jost Van Dyke, Great Harbour, Soper's Hole, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, Gustavia, Philipsburg, St. Maarten, Charlestown...
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 $1,157.40 (USD)
Per Person
Non-Refundable
Oct 18, 2025
through Oct 29, 2025
Nights: 11
Price Per Night:$105.22 (USD)
(based on double occupancy, for comparison only)
Oct 18, 2025 through Oct 29, 2025
Itinerary: Fort Lauderdale, Florida, Philipsburg, St. Maarten, Fort- De- France, Martinique, Castries, St. Lucia, Bridgetown, Barbados, Roseau, Dominica, St. Johns, Antigua, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
$1,157.40
Cat:Z
105.22 per night
Outside
$1,506.40
Cat:O2
136.95 per night
Balcony
$1,722.90
Cat:X
156.63 per night
Suite
$7,626.40
Cat:CS
693.31 per night
14-Day Eastern Caribbean: Antilles & Private Island Holiday
Roundtrip from Fort Lauderdale, Florida, US
from $3,104.00 (USD)
Per Person
+ $180.00 taxes/fees
Dec 21, 2025
through Jan 04, 2026
Nights: 14
Ship: Volendam
Price Per Night:$221.71 (USD)
(based on double occupancy, for comparison only)
Dec 21, 2025 through Jan 04, 2026
Itinerary: Fort Lauderdale, Florida, US, Days At Sea, Cruz Bay, St. John, U.S. Virgin Islands, Days At Sea, Port-of-Spain, Trinidad and Tobago, Saint Georges, Grenada, Roseau, Dominica, Castries, Saint Lucia, Philipsburg, Sint Maarten, St. Johns, Antigua and Barbuda...
Other Categories Starting At:
Inside
CALL
Outside
CALL
Balcony
CALL
Suite
CALL
from $2,549.00 (USD)
Per Person
Nov 07, 2026
through Nov 21, 2026
Nights: 14
Price Per Night:$182.07 (USD)
(based on double occupancy, for comparison only)
Nov 07, 2026 through Nov 21, 2026
Itinerary: San Juan, Puerto Rico, Virgin Gorda, St. John's, Antigua, St. Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown, Castries, Roseau...
Other Categories Starting At:
Inside
$2,549.00
Cat:12
182.07 per night
Outside
$3,129.00
Cat:08
223.50 per night
Balcony
$4,169.00
Cat:V3
297.79 per night
Suite
$6,889.00
Cat:N2
492.07 per night
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:DS5
1,021.00 per night
Island & Amazon Immersion
Miami to Bridgetown
from $8,499.00 (USD)
Per Person
Jan 15, 2026
through Feb 15, 2026
Nights: 31
Ship: Insignia
Price Per Night:$274.16 (USD)
(based on double occupancy, for comparison only)
Jan 15, 2026 through Feb 15, 2026
Itinerary: Miami, Oranjestad, Willemstad, Port Of Spain, St. George's, Castries, Kingstown, Roseau, Fort-De-France, Bridgetown...
Other Categories Starting At:
Inside
$8,499.00
Cat:F
274.16 per night
Outside
$8,899.00
Cat:D
287.06 per night
Balcony
$12,599.00
Cat:B2
406.42 per night
Suite
$17,699.00
Cat:PH3
570.94 per night
from $1,749.31 (USD)
Per Person
Non-Refundable
Feb 05, 2027
through Feb 15, 2027
Nights: 10
Price Per Night:$174.93 (USD)
(based on double occupancy, for comparison only)
Feb 05, 2027 through Feb 15, 2027
Itinerary: Fort Lauderdale, Florida, Philipsburg, St. Maarten, Castries, St. Lucia, St. George's, Grenada, Roseau, Dominica, St. Johns, Antigua, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
$1,989.31
Cat:I2
198.93 per night
Outside
$2,104.31
Cat:O2
210.43 per night
Balcony
$2,380.81
Cat:P2
238.08 per night
Suite
$6,874.31
Cat:MS
687.43 per night
12-Day Treasures Of Aruba, Bonaire & Curacao
Roundtrip from San Juan, Puerto Rico
from $5,524.00 (USD)
Per Person
+ $115.00 taxes/fees
Dec 02, 2025
through Dec 14, 2025
Nights: 12
Price Per Night:$460.33 (USD)
(based on double occupancy, for comparison only)
Dec 02, 2025 through Dec 14, 2025
Itinerary: San Juan, Aruba, Curacao, Bonaire, Trois Ilets, Roseau, Montserrat, Carambola Beach, Antigua, Tortola...
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
CALL
Outside
CALL
Balcony
CALL
Suite
CALL
Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico
from $772.73 (USD)
Per Person
Nov 07, 2026
through Nov 14, 2026
Nights: 7
Price Per Night:$110.39 (USD)
(based on double occupancy, for comparison only)
Nov 07, 2026 through Nov 14, 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
$772.73
Cat:ZI
110.39 per night
Outside
$872.73
Cat:YO
124.68 per night
Balcony
$1,209.23
Cat:XB
172.75 per night
Suite
N/A
from $2,020.00 (USD)
Per Person
+ N/A taxes/fees
Feb 07, 2026
through Feb 14, 2026
Nights: 7
Price Per Night:$288.57 (USD)
(based on double occupancy, for comparison only)
Feb 07, 2026 through Feb 14, 2026
Itinerary: Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados
Other Categories Starting At:
Inside
$2,020.00
Cat:Category 6
288.57 per night
Outside
$2,280.00
Cat:Category 5
325.71 per night
Balcony
N/A
Suite
$4,110.00
Cat:Deluxe Suite with Veranda
587.14 per night
from $2,539.00 (USD)
Per Person
Nov 21, 2026
through Dec 05, 2026
Nights: 14
Price Per Night:$181.36 (USD)
(based on double occupancy, for comparison only)
Nov 21, 2026 through Dec 05, 2026
Itinerary: San Juan, Virgin Gorda, St. John's, Antigua, St. Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown, Castries, Roseau...
Other Categories Starting At:
Inside
$2,539.00
Cat:12
181.36 per night
Outside
$3,129.00
Cat:08
223.50 per night
Balcony
$4,169.00
Cat:V3
297.79 per night
Suite
$6,889.00
Cat:N2
492.07 per night