Destination Page: Dominica2

MSC Grand Voyages

from $1,109.00 (USD)

Per Person

Nov 17, 2026
through Dec 05, 2026

More offers from MSC Cruises

Nights: 18

Ship: MSC Seaview

Price Per Night:$61.61 (USD)
(based on double occupancy, for comparison only)

Nov 17, 2026 through Dec 05, 2026

Itinerary: Marseille (Provence) France, Barcelona, Spain, Las Palmas De G.Canaria (Canary Is.) Spain, Philipsburg St. Maarten, Basseterre St Kitts & Nevis, Roseau Dominica, Bridgetown Barbados, Saint George Grenada, Kingstown St Vincent & The Grenadines, Fort De France Martinique

Other Categories Starting At:

Inside

$1,169.00
Cat:IR1
64.94 per night

Outside

$1,429.00
Cat:OR1
79.39 per night

Balcony

$1,739.00
Cat:BR1
96.61 per night

Suite

$2,989.00
Cat:SR1
166.06 per night

More Details Contact Us

Mediterranean Discoveries
Rome (Civitavecchia) to London (Tilbury)

from $5,198.00 (USD)

Per Person

Jan 03, 2026
through Jan 17, 2026

More offers from Viking Ocean Cruises

Nights: 14

Ship: Viking Vela

Price Per Night:$371.29 (USD)
(based on double occupancy, for comparison only)

Jan 03, 2026 through Jan 17, 2026

Itinerary: Rome (Civitavecchia), Florence/Pisa (Livorno), Monte Carlo, Marseille, Sète, Barcelona, Murcia (Cartagena), Granada (Málaga), Sail the Atlantic Ocean, Vigo...

Delve into Roman history, delight in the Tuscan countryside and stroll the upscale coast of Monte Carlo. Sail to Spain and call at iconic cities and charismatic towns. Visit the ancient city of Cartagena, discover southern Spain’s Andalusian gems and journey through the storied Strait of Gibraltar to Vigo, gateway to the UNESCO city of Santiago de Compostela, famed for its stunning cathedral-the final stop on the epic Camino de Santiago pilgrim route.

More Details Contact Us

Southern Caribbean Holiday
Roundtrip from San Juan, Puerto Rico

from $1,557.28 (USD)

Per Person

Dec 27, 2025
through Jan 03, 2026

More offers from Royal Caribbean International

Nights: 7

Ship: Jewel of the Seas

Price Per Night:$222.47 (USD)
(based on double occupancy, for comparison only)

Dec 27, 2025 through Jan 03, 2026

Itinerary: San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, Philipsburg, St. Maarten, St. Croix, U.S.V.I., Roseau, Dominica, Bridgetown, Barbados, Cruising, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$1,784.28
Cat:3V
254.90 per night

Outside

$1,557.28
Cat:YO
222.47 per night

Balcony

$2,064.78
Cat:5D
294.97 per night

Suite

N/A

More Details Contact Us

Leeward Islands 7 Nights

from $1,970.00 (USD)

Per Person

Feb 07, 2026
through Feb 14, 2026

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)

Feb 07, 2026 through Feb 14, 2026

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

$1,970.00
Cat:Category 6
281.43 per night

Outside

$2,270.00
Cat:Category 5
324.29 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

STAR COLLECTOR: CARIBBEAN EXPLORATIONS

from $4,799.00 (USD)

Per Person

+ $79.00 taxes/fees

Feb 07, 2026
through Feb 21, 2026

More offers from Windstar Cruises

Nights: 14

Ship: Wind Spirit

Price Per Night:$342.79 (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

$4,799.00
Cat:BX
342.79 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

CLASSIC CARIBBEAN

from $2,299.00 (USD)

Per Person

+ $52.00 taxes/fees

Dec 07, 2025
through Dec 14, 2025

More offers from Windstar Cruises

Nights: 7

Ship: Wind Surf

Price Per Night:$328.43 (USD)
(based on double occupancy, for comparison only)

Dec 07, 2025 through Dec 14, 2025

Itinerary: Philipsburg, St. Maarten, Charlestown, Roseau, Mayreau, Les Saintes, Basseterre, Gustavia, Philipsburg, St. Maarten

From the stunning drama of the Pitons to the captivating charm of Les Saintes. From hidden coves and secret beaches to exotic markets and lively cafés. Discover the best of this region with one single Caribbean cruise. Sandy beaches, turquoise waters, lush mountains, and beautiful waterfalls blend with the music, tastes, and joie de vivre unique to the Caribbean life.

Other Categories Starting At:

Inside

N/A

Outside

$2,299.00
Cat:B
328.43 per night

Balcony

N/A

Suite

$5,399.00
Cat:OS
771.29 per night

More Details Contact Us

21-Day Eastern & Southern Caribbean: Leeward & Abc Islands
Roundtrip from Fort Lauderdale

from $3,139.00 (USD)

Per Person

Nov 18, 2025
through Dec 09, 2025

More offers from Holland America Line

Nights: 21

Ship: Koningsdam

Price Per Night:$149.48 (USD)
(based on double occupancy, for comparison only)

Nov 18, 2025 through Dec 09, 2025

Itinerary: Fort Lauderdale, St Maarten, Antigua, St Lucia, Roseau, St Kitts, St Thomas, Half Moon Cay, Fort Lauderdale, Half Moon Cay...

Other Categories Starting At:

Inside

$3,139.00
Cat:N
149.48 per night

Outside

$3,419.00
Cat:F
162.81 per night

Balcony

$3,739.00
Cat:VH
178.05 per night

Suite

$4,859.00
Cat:BC
231.38 per night

More Details Contact Us

Ultimate Southern Caribbean

from $1,795.94 (USD)

Per Person

Jan 23, 2026
through Feb 02, 2026

More offers from Celebrity Cruises

Nights: 10

Ship: Celebrity Ascent

Price Per Night:$179.59 (USD)
(based on double occupancy, for comparison only)

Jan 23, 2026 through Feb 02, 2026

Itinerary: Fort Lauderdale, Florida, St. Johns, Antigua, Roseau, Dominica, Bridgetown, Barbados, Castries, St. Lucia, Basseterre, St Kitts & Nevis, Fort Lauderdale, Florida

Other Categories Starting At:

Inside

$1,795.94
Cat:I2
179.59 per night

Outside

$2,021.94
Cat:O2
202.19 per night

Balcony

$2,715.94
Cat:P2
271.59 per night

Suite

$12,554.94
Cat:CS
1,255.49 per night

More Details Contact Us

Barbados, Dominica & St. Isle Spring

from $1,433.00 (USD)

Per Person

Mar 19, 2027
through Mar 27, 2027

More offers from Virgin Voyages

Nights: 8

Ship: Valiant Lady

Price Per Night:$179.13 (USD)
(based on double occupancy, for comparison only)

Mar 19, 2027 through Mar 27, 2027

Itinerary: San Juan, St. Thomas, Sailing, Bridgetown, Kingstown, Roseau, Philipsburg, Sailing, San Juan

This 8-night escape departs from San Juan, arriving the next day at the colorful shores of St. Thomas, U.S. Virgin Islands. After a day at sea, continue to Bridgetown, Barbados, where turquoise waters and endless adventures await. Wake up the next morning in St. Vincent, followed by Roseau, Dominica - known for its lush rainforests - then St. Maarten, before sailing back to San Juan.

Other Categories Starting At:

Inside

$1,433.00
Cat:IZ
179.13 per night

Outside

$1,673.00
Cat:VZ
209.13 per night

Balcony

$1,913.00
Cat:TZ
239.13 per night

Suite

$4,640.00
Cat:SS
580.00 per night

More Details Contact Us

11-Day Eastern Caribbean: Windward & Leeward Islands
Roundtrip from Fort Lauderdale

from $2,264.00 (USD)

Per Person

Feb 14, 2026
through Feb 25, 2026

More offers from Holland America Line

Nights: 11

Ship: Koningsdam

Price Per Night:$205.82 (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

$2,264.00
Cat:N
205.82 per night

Outside

$2,564.00
Cat:F
233.09 per night

Balcony

$2,964.00
Cat:VH
269.45 per night

Suite

$3,864.00
Cat:BC
351.27 per night

More Details Contact Us

7-Day Caribbean Gems
Roundtrip from Barbados

from $4,999.00 (USD)

Per Person

Feb 07, 2026
through Feb 14, 2026

More offers from Seabourn Cruise Line

Nights: 7

Ship: Seabourn Ovation

Price Per Night:$714.14 (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

N/A

Outside

N/A

Balcony

N/A

Suite

$4,999.00
Cat:V1
714.14 per night

More Details Contact Us

Windward Islands

from $2,080.00 (USD)

Per Person

Feb 13, 2027
through Feb 20, 2027

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$297.14 (USD)
(based on double occupancy, for comparison only)

Feb 13, 2027 through Feb 20, 2027

Itinerary: Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friar's Bay (beach), St. Kitts (PM), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados

Other Categories Starting At:

Inside

$2,080.00
Cat:Category 6
297.14 per night

Outside

$2,330.00
Cat:Category 5
332.86 per night

Balcony

N/A

Suite

$4,210.00
Cat:Deluxe Suite with Veranda
601.43 per night

More Details Contact Us

STAR COLLECTOR: LEEWARD & WINDWARD CARIBBEAN HAVENS

from $4,099.00 (USD)

Per Person

+ $82.00 taxes/fees

Feb 21, 2026
through Mar 07, 2026

More offers from Windstar Cruises

Nights: 14

Ship: Wind Spirit

Price Per Night:$292.79 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2026 through Mar 07, 2026

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, Basseterre...

Little ports, remote reaches and sincere island pleasures exclusive to small-ship cruising beckon during this two-week exploration of the Caribbean’s Windward and Leeward Islands. Take the wheel of a 4x4 buggy and follow dirt roads along the rural outskirts of Falmouth Harbour on Antigua. Sail from Gustavia to remote Colombier Bay and swim or sunbathe among anchored mega yachts prior to elegant snacks and cocktails.

Other Categories Starting At:

Inside

N/A

Outside

$4,099.00
Cat:B
292.79 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Caribbean & Central America Cruise
Bridgetown to Fort Lauderdale

from $7,500.00 (USD)

Per Person

Feb 02, 2026
through Feb 12, 2026

More offers from Silversea Cruises

Nights: 10

Ship: Silver Spirit

Price Per Night:$750.00 (USD)
(based on double occupancy, for comparison only)

Feb 02, 2026 through Feb 12, 2026

Itinerary: Bridgetown, Bequia, Castries, Roseau, Deshaies, Basseterre, St. Kitts, Spanish Town, St John, Day at sea, Fort Lauderdale, Florida

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$7,500.00
Cat:CV
750.00 per night

More Details Contact Us

Around the World in 180 Days
Roundtrip from Miami

from $68,199.00 (USD)

Per Person

Jan 06, 2026
through Jul 05, 2026

More offers from Oceania Cruises

Nights: 180

Ship: Vista

Price Per Night:$378.88 (USD)
(based on double occupancy, for comparison only)

Jan 06, 2026 through Jul 05, 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

$68,199.00
Cat:B3
378.88 per night

Suite

N/A

More Details Contact Us

21-Day Western & Eastern Caribbean Holiday: Belize & Mexico
Roundtrip from Fort Lauderdale

from $4,734.00 (USD)

Per Person

Dec 12, 2026
through Jan 02, 2027

More offers from Holland America Line

Nights: 21

Ship: Rotterdam

Price Per Night:$225.43 (USD)
(based on double occupancy, for comparison only)

Dec 12, 2026 through Jan 02, 2027

Itinerary: Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Mahogany Bay, Belize City, Cozumel, Fort Lauderdale, St Maarten, St Kitts...

Other Categories Starting At:

Inside

$4,734.00
Cat:N
225.43 per night

Outside

$6,034.00
Cat:F
287.33 per night

Balcony

$6,534.00
Cat:VH
311.14 per night

Suite

$8,534.00
Cat:BC
406.38 per night

More Details Contact Us

Eastern Caribbean Voyage

from $1,389.00 (USD)

Per Person

Dec 13, 2025
through Dec 19, 2025

More offers from Azamara

Nights: 6

Ship: Azamara Quest

Price Per Night:$231.50 (USD)
(based on double occupancy, for comparison only)

Dec 13, 2025 through Dec 19, 2025

Itinerary: Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, San Juan

Other Categories Starting At:

Inside

$1,389.00
Cat:12
231.50 per night

Outside

$1,509.00
Cat:08
251.50 per night

Balcony

$1,739.00
Cat:V3
289.83 per night

Suite

$2,359.00
Cat:N2
393.17 per night

More Details Contact Us

San Juan to Barbados & the St. Isles

from $939.00 (USD)

Per Person

Nov 29, 2025
through Dec 05, 2025

More offers from Virgin Voyages

Nights: 6

Ship: Valiant Lady

Price Per Night:$156.50 (USD)
(based on double occupancy, for comparison only)

Nov 29, 2025 through Dec 05, 2025

Itinerary: San Juan, St. Maarten, St. Kitts, Roseau, Barbados, San Juan

This 6-night San Juan sojourn first arrives at the crystalline lagoons of lush landscapes of St. Maarten. Next, you'll dock in St. Kitt's for a beautiful blend of simple relaxation and beach adventures before heading to Roseau, Dominica - followed by the bright colors, welcoming beaches, and exciting food scene of Barbados. Finally, spend a day of self-care on board returning to sunny San Juan.

Other Categories Starting At:

Inside

$939.00
Cat:IN
156.50 per night

Outside

$955.00
Cat:VZ
159.17 per night

Balcony

$1,135.00
Cat:TZ
189.17 per night

Suite

$2,905.00
Cat:SS
484.17 per night

More Details Contact Us

Iberian Explorer
London (Tilbury) to Barcelona

from $3,099.00 (USD)

Per Person

Oct 01, 2025
through Oct 08, 2025

More offers from Viking Ocean Cruises

Nights: 7

Ship: Viking Vela

Price Per Night:$442.71 (USD)
(based on double occupancy, for comparison only)

Oct 01, 2025 through Oct 08, 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.

More Details Contact Us

Ocean Voyage: Cadiz - Fort de France

from $4,090.00 (USD)

Per Person

Dec 04, 2026
through Dec 16, 2026

More offers from Ponant

Nights: 12

Ship: Le Bougainville

Price Per Night:$340.83 (USD)
(based on double occupancy, for comparison only)

Dec 04, 2026 through Dec 16, 2026

Itinerary: Cadiz, Portsmouth, Fort-de-France

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

$4,090.00
Cat:DEL
340.83 per night

Suite

$5,970.00
Cat:DS4
497.50 per night

More Details Contact Us

Mediterranean Discoveries
Rome (Civitavecchia) to London (Tilbury)

from $5,048.00 (USD)

Per Person

Jan 13, 2026
through Jan 27, 2026

More offers from Viking Ocean Cruises

Nights: 14

Ship: Viking Neptune

Price Per Night:$360.57 (USD)
(based on double occupancy, for comparison only)

Jan 13, 2026 through Jan 27, 2026

Itinerary: Rome (Civitavecchia), Florence/Pisa (Livorno), Monte Carlo, Marseille, Sète, Barcelona, Murcia (Cartagena), Granada (Málaga), Sail the Atlantic Ocean, Vigo...

Delve into Roman history, delight in the Tuscan countryside and stroll the upscale coast of Monte Carlo. Sail to Spain and call at iconic cities and charismatic towns. Visit the ancient city of Cartagena, discover southern Spain’s Andalusian gems and journey through the storied Strait of Gibraltar to Vigo, gateway to the UNESCO city of Santiago de Compostela, famed for its stunning cathedral-the final stop on the epic Camino de Santiago pilgrim route.

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$17,898.00
Cat:OS
1,278.43 per night

More Details Contact Us

20-Day Ultimate Caribbean: Bahamas To Abc Islands
Roundtrip from Miami

from $4,144.00 (USD)

Per Person

Feb 14, 2027
through Mar 06, 2027

More offers from Holland America Line

Nights: 20

Ship: Zuiderdam

Price Per Night:$207.20 (USD)
(based on double occupancy, for comparison only)

Feb 14, 2027 through Mar 06, 2027

Itinerary: Miami, Relaxaway Half Moon Cay, San Juan, St Thomas, Tortola, St Maarten, Antigua, Scenic Cruising Soufriere Bay, St Lucia, Roseau...

Other Categories Starting At:

Inside

$4,144.00
Cat:N
207.20 per night

Outside

$5,044.00
Cat:HH
252.20 per night

Balcony

$5,894.00
Cat:VH
294.70 per night

Suite

$8,744.00
Cat:SZ
437.20 per night

More Details Contact Us

7-Day Caribbean Gems
Roundtrip from Barbados

from $4,499.00 (USD)

Per Person

Feb 06, 2027
through Feb 13, 2027

More offers from Seabourn Cruise Line

Nights: 7

Ship: Seabourn Ovation

Price Per Night:$642.71 (USD)
(based on double occupancy, for comparison only)

Feb 06, 2027 through Feb 13, 2027

Itinerary: Barbados, Carambola Beach, Saint Pierre, Roseau, Terre-De-Haut, 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

N/A

Outside

N/A

Balcony

N/A

Suite

$4,499.00
Cat:V1
642.71 per night

More Details Contact Us

21-Day Eastern & Western Caribbean Holiday: Belize & Mexico
Roundtrip from Fort Lauderdale

from $4,834.00 (USD)

Per Person

Dec 22, 2026
through Jan 12, 2027

More offers from Holland America Line

Nights: 21

Ship: Rotterdam

Price Per Night:$230.19 (USD)
(based on double occupancy, for comparison only)

Dec 22, 2026 through Jan 12, 2027

Itinerary: Fort Lauderdale, St Maarten, St Kitts, Roseau, St Lucia, Antigua, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay...

Other Categories Starting At:

Inside

$4,834.00
Cat:N
230.19 per night

Outside

$6,134.00
Cat:F
292.10 per night

Balcony

$6,584.00
Cat:VH
313.52 per night

Suite

$8,634.00
Cat:BC
411.14 per night

More Details Contact Us

Transatlantic Crossing And Caribbean Celebration, 30 Nights (M634B)
Roundtrip from London (Southampton), England

from $5,388.00 (USD)

Per Person

+ $5,904.00 taxes/fees

Dec 12, 2026
through Jan 11, 2027

More offers from Cunard Line

Nights: 30

Ship: Queen Mary 2

Price Per Night:$179.60 (USD)
(based on double occupancy, for comparison only)

Dec 12, 2026 through Jan 11, 2027

Itinerary: London (Southampton), England, New York, New York, Tortola, B.V.I., St. Maarten, Netherlands Antilles, Barbados, Barbados, St Lucia, Saint Lucia, Dominica, Dominica, St. Kitts, ST Kitts/Nevis, New York, New York, London (Southampton), England...

Sugar white sands and palm trees swaying against the sound of steel drums are the stuff of dreams on this Caribbean voyage. Plus, on Christmas Day, enjoy a feast without the worry of who’s washing up!

Other Categories Starting At:

Inside

$5,388.00
Cat:IF
179.60 per night

Outside

$7,098.00
Cat:EF
236.60 per night

Balcony

$7,426.00
Cat:DF
247.53 per night

Suite

$19,382.00
Cat:P1
646.07 per night

More Details Contact Us

Caribbean & Central America Special Voyage: Philipsburg, St. Maarten to Bridgetown

from $8,500.00 (USD)

Per Person

Jan 11, 2026
through Jan 25, 2026

More offers from Silversea Cruises

Nights: 14

Ship: Silver Shadow

Price Per Night:$607.14 (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

$8,500.00
Cat:VI
607.14 per night

More Details Contact Us

Leeward Islands 7 Nights

from $1,970.00 (USD)

Per Person

Jan 10, 2026
through Jan 17, 2026

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)

Jan 10, 2026 through Jan 17, 2026

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

$1,970.00
Cat:Category 6
281.43 per night

Outside

$2,270.00
Cat:Category 5
324.29 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Caribbean & Central America Cruise
Philipsburg to Bridgetown

from $5,500.00 (USD)

Per Person

Feb 26, 2026
through Mar 05, 2026

More offers from Silversea Cruises

Nights: 7

Ship: Silver Shadow

Price Per Night:$785.71 (USD)
(based on double occupancy, for comparison only)

Feb 26, 2026 through Mar 05, 2026

Itinerary: Philipsburg, St. Maarten, St John, Gustavia, St Barthelemy, Roseau, St George's, Trois Ilets, Kingstown, St. Vincent, Bridgetown

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$5,500.00
Cat:VI
785.71 per night

More Details Contact Us

Southern Caribbean Cruise

from $947.82 (USD)

Per Person

Jan 03, 2027
through Jan 10, 2027

More offers from Royal Caribbean International

Nights: 7

Ship: Brilliance of the Seas

Price Per Night:$135.40 (USD)
(based on double occupancy, for comparison only)

Jan 03, 2027 through Jan 10, 2027

Itinerary: San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Johns, Antigua, Roseau, Dominica, St. Croix, U.S.V.I., Basseterre, St Kitts & Nevis, Cruising, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$947.82
Cat:ZI
135.40 per night

Outside

$1,047.82
Cat:YO
149.69 per night

Balcony

$1,434.82
Cat:XB
204.97 per night

Suite

N/A

More Details Contact Us

STAR COLLECTOR: A LESSER ANTILLES ODYSSEY

from $6,199.00 (USD)

Per Person

+ $99.00 taxes/fees

Feb 21, 2026
through Mar 15, 2026

More offers from Windstar Cruises

Nights: 22

Ship: Wind Spirit

Price Per Night:$281.77 (USD)
(based on double occupancy, for comparison only)

Feb 21, 2026 through Mar 15, 2026

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, 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

$6,199.00
Cat:B
281.77 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Southern Caribbean Cruise

from $1,015.94 (USD)

Per Person

Feb 27, 2027
through Mar 06, 2027

More offers from Celebrity Cruises

Nights: 7

Ship: Celebrity Constellation

Price Per Night:$145.13 (USD)
(based on double occupancy, for comparison only)

Feb 27, 2027 through Mar 06, 2027

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
145.13 per night

Outside

$1,065.94
Cat:Y
152.28 per night

Balcony

$1,315.94
Cat:X
187.99 per night

Suite

$2,715.94
Cat:S1
387.99 per night

More Details Contact Us

Leeward & Windward Gems
Roundtrip from Miami

from $2,999.00 (USD)

Per Person

Feb 06, 2026
through Feb 16, 2026

More offers from Oceania Cruises

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

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $845.32 (USD)

Per Person

Feb 13, 2027
through Feb 20, 2027

More offers from Royal Caribbean International

Nights: 7

Ship: Radiance of the Seas

Price Per Night:$120.76 (USD)
(based on double occupancy, for comparison only)

Feb 13, 2027 through Feb 20, 2027

Itinerary: San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., Basseterre, St Kitts & Nevis, St. Johns, Antigua, Roseau, Dominica, Cruising, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$845.32
Cat:ZI
120.76 per night

Outside

$944.82
Cat:YO
134.97 per night

Balcony

$1,282.82
Cat:XB
183.26 per night

Suite

N/A

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $1,670.21 (USD)

Per Person

May 24, 2025
through Jun 01, 2025

More offers from Royal Caribbean International

Nights: 8

Ship: Rhapsody of The Seas

Price Per Night:$208.78 (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

$1,670.21
Cat:1V
208.78 per night

Outside

$2,804.71
Cat:1K
350.59 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

21-Day Eastern & Western Caribbean: Leeward Islands & Mexico
Roundtrip from Fort Lauderdale

from $4,629.00 (USD)

Per Person

Feb 02, 2027
through Feb 23, 2027

More offers from Holland America Line

Nights: 21

Ship: Rotterdam

Price Per Night:$220.43 (USD)
(based on double occupancy, for comparison only)

Feb 02, 2027 through Feb 23, 2027

Itinerary: Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Key West...

Other Categories Starting At:

Inside

$4,629.00
Cat:N
220.43 per night

Outside

$5,829.00
Cat:F
277.57 per night

Balcony

$6,129.00
Cat:VH
291.86 per night

Suite

$8,029.00
Cat:BC
382.33 per night

More Details Contact Us

Iberian Explorer
Barcelona to London (Tilbury)

from $2,299.00 (USD)

Per Person

Jan 11, 2027
through Jan 18, 2027

More offers from Viking Ocean Cruises

Nights: 7

Ship: Viking Libra

Price Per Night:$328.43 (USD)
(based on double occupancy, for comparison only)

Jan 11, 2027 through Jan 18, 2027

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.

More Details Contact Us

Bridgetown to Bridgetown

from $9,600.00 (USD)

Per Person

Feb 02, 2026
through Feb 23, 2026

More offers from Silversea Cruises

Nights: 21

Ship: Silver Spirit

Price Per Night:$457.14 (USD)
(based on double occupancy, for comparison only)

Feb 02, 2026 through Feb 23, 2026

Itinerary: Bridgetown, Bequia, Castries, Roseau, Deshaies, Basseterre, St. Kitts, Spanish Town, St John, Day at sea, Fort Lauderdale, Florida...

Other Categories Starting At:

Inside

N/A

Outside

N/A

Balcony

N/A

Suite

$9,600.00
Cat:CV
457.14 per night

More Details Contact Us

Leeward Islands

from $2,010.00 (USD)

Per Person

Jan 16, 2027
through Jan 23, 2027

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$287.14 (USD)
(based on double occupancy, for comparison only)

Jan 16, 2027 through Jan 23, 2027

Itinerary: Philipsburg, St. Maarten, Charlestown, Nevis, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Philipsburg, St. Maarten

Other Categories Starting At:

Inside

$2,010.00
Cat:Category 6
287.14 per night

Outside

$2,320.00
Cat:Category 5
331.43 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

21-Day Western & Eastern Caribbean: Mexico & Leeward Islands
Roundtrip from Fort Lauderdale

from $4,284.00 (USD)

Per Person

Jan 02, 2027
through Jan 23, 2027

More offers from Holland America Line

Nights: 21

Ship: Rotterdam

Price Per Night:$204.00 (USD)
(based on double occupancy, for comparison only)

Jan 02, 2027 through Jan 23, 2027

Itinerary: Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Grand Cayman, Belize City, Cozumel, Key West, Fort Lauderdale, St Maarten, Antigua...

Other Categories Starting At:

Inside

$4,284.00
Cat:N
204.00 per night

Outside

$5,484.00
Cat:F
261.14 per night

Balcony

$5,784.00
Cat:VH
275.43 per night

Suite

$7,684.00
Cat:BC
365.90 per night

More Details Contact Us

Caribbean Cruise: San Juan, Antigua & Barbados

from $2,729.00 (USD)

Per Person

Nov 21, 2026
through Dec 05, 2026

More offers from Azamara

Nights: 14

Ship: Azamara Journey

Price Per Night:$194.93 (USD)
(based on double occupancy, for comparison only)

Nov 21, 2026 through Dec 05, 2026

Itinerary: San Juan, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Scarborough, Tobago, Bridgetown, Castries, Roseau...

Other Categories Starting At:

Inside

$2,729.00
Cat:11
194.93 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

More Details Contact Us

Leeward Islands

from $2,010.00 (USD)

Per Person

Jan 02, 2027
through Jan 09, 2027

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$287.14 (USD)
(based on double occupancy, for comparison only)

Jan 02, 2027 through Jan 09, 2027

Itinerary: Philipsburg, St. Maarten, Charlestown, Nevis, Sail with Royal Clipper South of Iles des Saintes, Cabrits, Dominica, Terre-de-Haut, Iles des Saintes, Deshaies, Guadeloupe, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Philipsburg, St. Maarten

Other Categories Starting At:

Inside

$2,010.00
Cat:Category 6
287.14 per night

Outside

$2,320.00
Cat:Category 5
331.43 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

14-Day Yachtsman's Island Jewels
St Maarten to Barbados

from $8,999.00 (USD)

Per Person

Jan 31, 2026
through Feb 14, 2026

More offers from Seabourn Cruise Line

Nights: 14

Ship: Seabourn Ovation

Price Per Night:$642.79 (USD)
(based on double occupancy, for comparison only)

Jan 31, 2026 through Feb 14, 2026

Itinerary: St Maarten, Frenchman's Cay, Carambola Beach, Saint Pierre, Port Elizabeth, Grenada, Barbados, Carambola Beach, Trois Ilets, Point-A-Pitre...

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

$8,999.00
Cat:V1
642.79 per night

More Details Contact Us

Southern Caribbean Cruise
Roundtrip from San Juan, Puerto Rico

from $828.18 (USD)

Per Person

Oct 17, 2026
through Oct 24, 2026

More offers from Royal Caribbean International

Nights: 7

Ship: Radiance of the Seas

Price Per Night:$118.31 (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

$828.18
Cat:ZI
118.31 per night

Outside

$914.68
Cat:YO
130.67 per night

Balcony

$1,211.18
Cat:XB
173.03 per night

Suite

N/A

More Details Contact Us

Southern Caribbean Holiday
Roundtrip from San Juan, Puerto Rico

from $1,184.33 (USD)

Per Person

Dec 27, 2026
through Jan 03, 2027

More offers from Royal Caribbean International

Nights: 7

Ship: Brilliance of the Seas

Price Per Night:$169.19 (USD)
(based on double occupancy, for comparison only)

Dec 27, 2026 through Jan 03, 2027

Itinerary: San Juan, Puerto Rico, Charlotte Amalie, St. Thomas, St. Croix, U.S.V.I., St. Johns, Antigua, Roseau, Dominica, Cruising, Philipsburg, St. Maarten, San Juan, Puerto Rico

Other Categories Starting At:

Inside

$1,184.33
Cat:ZI
169.19 per night

Outside

$1,324.33
Cat:YO
189.19 per night

Balcony

$1,763.83
Cat:XB
251.98 per night

Suite

N/A

More Details Contact Us

21-Day Eastern & Western Caribbean: Leeward Islands & Mexico
Roundtrip from Fort Lauderdale

from $4,084.00 (USD)

Per Person

Dec 01, 2026
through Dec 22, 2026

More offers from Holland America Line

Nights: 21

Ship: Rotterdam

Price Per Night:$194.48 (USD)
(based on double occupancy, for comparison only)

Dec 01, 2026 through Dec 22, 2026

Itinerary: Fort Lauderdale, St Maarten, Antigua, Roseau, St Lucia, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale, Relaxaway Half Moon Cay...

Other Categories Starting At:

Inside

$4,084.00
Cat:N
194.48 per night

Outside

$5,284.00
Cat:F
251.62 per night

Balcony

$5,634.00
Cat:VH
268.29 per night

Suite

$7,284.00
Cat:BC
346.86 per night

More Details Contact Us

Island & Amazon Immersion
Miami to Bridgetown

from $8,499.00 (USD)

Per Person

Jan 15, 2026
through Feb 15, 2026

More offers from Oceania Cruises

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

$13,399.00
Cat:A3
432.23 per night

Suite

$17,699.00
Cat:PH3
570.94 per night

More Details Contact Us

20-Day Southern Caribbean Discovery
San Juan to Barbados

from $8,999.00 (USD)

Per Person

Dec 02, 2025
through Dec 22, 2025

More offers from Seabourn Cruise Line

Nights: 20

Ship: Seabourn Ovation

Price Per Night:$449.95 (USD)
(based on double occupancy, for comparison only)

Dec 02, 2025 through Dec 22, 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

N/A

Outside

N/A

Balcony

N/A

Suite

$8,999.00
Cat:V1
449.95 per night

More Details Contact Us

Leeward St. Barts Bucket Regatta 7 Nights

from $1,970.00 (USD)

Per Person

Mar 07, 2026
through Mar 14, 2026

More offers from Star Clippers

Nights: 7

Ship: Star Flyer

Price Per Night:$281.43 (USD)
(based on double occupancy, for comparison only)

Mar 07, 2026 through Mar 14, 2026

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

$1,970.00
Cat:Category 6
281.43 per night

Outside

$2,270.00
Cat:Category 5
324.29 per night

Balcony

N/A

Suite

N/A

More Details Contact Us

Windward Islands

from $2,080.00 (USD)

Per Person

Mar 13, 2027
through Mar 20, 2027

More offers from Star Clippers

Nights: 7

Ship: Royal Clipper

Price Per Night:$297.14 (USD)
(based on double occupancy, for comparison only)

Mar 13, 2027 through Mar 20, 2027

Itinerary: Bridgetown, Barbados, Rodney Bay, St. Lucia, Sail with Star Flyer to Cabrits, Cabrits, Dominica, Falmouth Harbour, Antigua, Basseterre, St. Kitts (morning), South Friar's Bay (beach), St. Kitts (PM), Terre de Haut, Iles des Saintes, Beach, Martinique, Bridgetown, Barbados

Other Categories Starting At:

Inside

$2,080.00
Cat:Category 6
297.14 per night

Outside

$2,330.00
Cat:Category 5
332.86 per night

Balcony

N/A

Suite

$4,210.00
Cat:Deluxe Suite with Veranda
601.43 per night

More Details Contact Us

Destination Page: Dominica2 (49 offers included)