Holiday Travel Vacations
906-228-6355 or 1-800-562-9767
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Locally Owned and Operated Since 1956
from
$2,539.00
(USD)
Per Person
Nov 28, 2026
through Dec 12, 2026
through Dec 12, 2026
Nights:
14
Ship:
Azamara Journey
Price Per Night:$181.36 (USD)
(based on double occupancy, for comparison only)
(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
Outside
Balcony
Suite
Jan 16, 2027
through Jan 23, 2027
through Jan 23, 2027
Nights:
7
Ship:
Celebrity Constellation
Price Per Night:$135.13 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 16, 2027
through Jan 23, 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
Outside
Balcony
Suite
from
$814.73
(USD)
Per Person
Nov 07, 2026
through Nov 14, 2026
through Nov 14, 2026
Nights:
7
Ship:
Radiance of the Seas
Price Per Night:$116.39 (USD)
(based on double occupancy, for comparison only)
(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
Outside
Balcony
Suite
from
$828.18
(USD)
Per Person
Oct 17, 2026
through Oct 24, 2026
through Oct 24, 2026
Nights:
7
Ship:
Radiance of the Seas
Price Per Night:$118.31 (USD)
(based on double occupancy, for comparison only)
(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
Outside
Balcony
Suite
from
$5,399.00
(USD)
Per Person
Jan 08, 2026
through Jan 27, 2026
through Jan 27, 2026
Nights:
19
Ship:
Insignia
Price Per Night:$284.16 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 08, 2026
through Jan 27, 2026
Itinerary:
Miami, Costa Maya, Belize City, Roatan, Cozumel, Miami, Oranjestad, Willemstad, Port Of Spain, St. George's...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,629.00
(USD)
Per Person
Feb 02, 2027
through Feb 23, 2027
through Feb 23, 2027
Nights:
21
Ship:
Rotterdam
Price Per Night:$220.43 (USD)
(based on double occupancy, for comparison only)
(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, Relaxaway Half Moon Cay...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$854.93
(USD)
Per Person
Jan 30, 2027
through Feb 06, 2027
through Feb 06, 2027
Nights:
7
Ship:
Radiance of the Seas
Price Per Night:$122.13 (USD)
(based on double occupancy, for comparison only)
(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
Outside
Balcony
Suite
from
$3,849.00
(USD)
Per Person
Mar 14, 2026
through Apr 04, 2026
through Apr 04, 2026
Nights:
21
Ship:
Zuiderdam
Price Per Night:$183.29 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Mar 14, 2026
through Apr 04, 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
Outside
Balcony
Suite
from
$3,759.00
(USD)
Per Person
Jan 14, 2026
through Feb 04, 2026
through Feb 04, 2026
Nights:
21
Ship:
Koningsdam
Price Per Night:$179.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 14, 2026
through Feb 04, 2026
Itinerary:
Fort Lauderdale, Half Moon Cay, Falmouth, Grand Cayman, Belize City, Mahogany Bay, Cozumel, Fort Lauderdale, St Maarten, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$5,299.00
(USD)
Per Person
Nov 11, 2026
through Nov 25, 2026
through Nov 25, 2026
Nights:
14
Ship:
Vista
Price Per Night:$378.50 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 11, 2026
through Nov 25, 2026
Itinerary:
Miami, George Town, Falmouth, Oranjestad, Willemstad, Kralendijk, St. George's, Roseau, Basseterre, Miami
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,224.00
(USD)
Per Person
Nov 21, 2026
through Dec 12, 2026
through Dec 12, 2026
Nights:
21
Ship:
Rotterdam
Price Per Night:$201.14 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 21, 2026
through Dec 12, 2026
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Mahogany Bay, Belize City, Costa Maya, Cozumel, Fort Lauderdale, St Maarten, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Feb 08, 2027
through Feb 19, 2027
through Feb 19, 2027
Nights:
11
Ship:
Celebrity Eclipse
Price Per Night:$151.78 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 08, 2027
through Feb 19, 2027
Itinerary:
Fort Lauderdale, Florida, Basseterre, St Kitts & Nevis, Castries, St. Lucia, Bridgetown, Barbados, St. George's, Grenada, Roseau, Dominica, Philipsburg, St. Maarten, Fort Lauderdale, Florida
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$4,729.00
(USD)
Per Person
Feb 13, 2027
through Mar 06, 2027
through Mar 06, 2027
Nights:
21
Ship:
Rotterdam
Price Per Night:$225.19 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Feb 13, 2027
through Mar 06, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Falmouth, Belize City, Mahogany Bay, Costa Maya, Cozumel, Fort Lauderdale, St Maarten, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,114.71
(USD)
Per Person
Nov 19, 2025
through Dec 06, 2025
through Dec 06, 2025
Nights:
17
Ship:
MSC Virtuosa
Price Per Night:$65.57 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 19, 2025
through Dec 06, 2025
Itinerary:
Rotterdam (Amsterdam) Netherlands, Southampton (London) United Kingdom, Le Havre (Paris) France, Ponta Delgada (Azores) Portugal, Bridgetown Barbados, Basseterre St Kitts & Nevis, St. John's Antigua And Barbuda, Roseau Dominica, Fort De France Martinique
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Nov 17, 2026
through Nov 28, 2026
through Nov 28, 2026
Nights:
11
Ship:
Celebrity Constellation
Price Per Night:$113.34 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 17, 2026
through Nov 28, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., St. Johns, Antigua, Castries, St. Lucia, St. George's, Grenada, Bridgetown, Barbados, Kingstown, St. Vincent, Fort- De- France, Martinique, Roseau, Dominica, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,354.00
(USD)
Per Person
Jan 12, 2027
through Jan 23, 2027
through Jan 23, 2027
Nights:
11
Ship:
Rotterdam
Price Per Night:$214.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 12, 2027
through Jan 23, 2027
Itinerary:
Fort Lauderdale, St Maarten, Antigua, Roseau, Martinique, St Kitts, St Thomas, Relaxaway Half Moon Cay, Fort Lauderdale
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$1,309.00
(USD)
Per Person
Nov 15, 2026
through Dec 05, 2026
through Dec 05, 2026
Nights:
20
Ship:
MSC Seaview
Price Per Night:$65.45 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 15, 2026
through Dec 05, 2026
Itinerary:
Civitavecchia (Rome) Italy, Ajaccio (Corsica) France, 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...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,329.00
(USD)
Per Person
Nov 29, 2025
through Dec 13, 2025
through Dec 13, 2025
Nights:
14
Ship:
Azamara Quest
Price Per Night:$237.79 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 29, 2025
through Dec 13, 2025
Itinerary:
Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan, Virgin Gorda, St. John's, Antigua...
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Dec 12, 2026
through Dec 19, 2026
through Dec 19, 2026
Nights:
7
Ship:
Celebrity Constellation
Price Per Night:$127.40 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 12, 2026
through Dec 19, 2026
Itinerary:
San Juan, Puerto Rico, Tortola, B.V.I., Basseterre, St Kitts & Nevis, Roseau, Dominica, Castries, St. Lucia, St. George's, Grenada, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,099.00
(USD)
Per Person
+ $5,904.00 taxes/fees
Dec 19, 2026
through Jan 02, 2027
through Jan 02, 2027
Nights:
14
Ship:
Queen Mary 2
Price Per Night:$221.36 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 19, 2026
through Jan 02, 2027
Itinerary:
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
Enjoy sunny days in Barbados, Dominica, and Saint Lucia, among other tropical islands, on this Christmas voyage to the Caribbean. You’ll also celebrate New Year’s on board – the perfect start to 2024.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,299.00
(USD)
Per Person
Oct 31, 2026
through Nov 11, 2026
through Nov 11, 2026
Nights:
11
Ship:
Zuiderdam
Price Per Night:$209.00 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Oct 31, 2026
through Nov 11, 2026
Itinerary:
Miami, St Maarten, Antigua, Martinique, Roseau, St Kitts, St Thomas, Relaxaway Half Moon Cay, Miami
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$2,258.00
(USD)
Per Person
+ $7,629.00 taxes/fees
Nov 19, 2025
through Dec 08, 2025
through Dec 08, 2025
Nights:
19
Ship:
Queen Mary 2
Price Per Night:$118.84 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 19, 2025
through Dec 08, 2025
Itinerary:
London (Southampton), England, New York, New York, St. Maarten, Netherlands Antilles, Dominica, Dominica, Barbados, Barbados, St Lucia, Saint Lucia, St. Kitts, ST Kitts/Nevis, New York, New York
Treat yourself to a little Caribbean sunshine on this 19-night voyage. Enjoy days relaxing on sandy beaches or exploring vibrant towns, and indulge in island delicacies like tropical fruits and rum.
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,799.00
(USD)
Per Person
Jan 05, 2027
through Jan 15, 2027
through Jan 15, 2027
Nights:
10
Ship:
Viking Sea
Price Per Night:$379.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Jan 05, 2027
through Jan 15, 2027
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
Outside
Balcony
Suite
from
$1,043.03
(USD)
Per Person
Nov 21, 2025
through Dec 07, 2025
through Dec 07, 2025
Nights:
16
Ship:
MSC Virtuosa
Price Per Night:$65.19 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 21, 2025
through Dec 07, 2025
Itinerary:
Le Havre (Paris) France, Ponta Delgada (Azores) Portugal, Bridgetown Barbados, Basseterre St Kitts & Nevis, St. John's Antigua And Barbuda, Roseau Dominica, Fort De France Martinique, Pointe-A-Pitre Guadeloupe
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$685.95
(USD)
Per Person
Apr 18, 2026
through Apr 25, 2026
through Apr 25, 2026
Nights:
7
Ship:
Jewel of the Seas
Price Per Night:$97.99 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Apr 18, 2026
through Apr 25, 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
Outside
Balcony
Suite
from
$68,199.00
(USD)
Per Person
Jan 06, 2026
through Jul 05, 2026
through Jul 05, 2026
Nights:
180
Ship:
Vista
Price Per Night:$378.88 (USD)
(based on double occupancy, for comparison only)
(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
Outside
Balcony
Suite
from
$844.39
(USD)
Per Person
Nov 14, 2026
through Nov 21, 2026
through Nov 21, 2026
Nights:
7
Ship:
Radiance of the Seas
Price Per Night:$120.63 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 14, 2026
through Nov 21, 2026
Itinerary:
San Juan, Puerto Rico, Philipsburg, St. Maarten, St. Johns, Antigua, Roseau, Dominica, Basseterre, St Kitts & Nevis, St. Croix, U.S.V.I., Cruising, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
Dec 24, 2026
through Jan 04, 2027
through Jan 04, 2027
Nights:
11
Ship:
Celebrity Ascent
Price Per Night:$211.57 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Dec 24, 2026
through Jan 04, 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
Outside
Balcony
Suite
from
$1,670.28
(USD)
Per Person
Dec 27, 2025
through Jan 03, 2026
through Jan 03, 2026
Nights:
7
Ship:
Jewel of the Seas
Price Per Night:$238.61 (USD)
(based on double occupancy, for comparison only)
(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
Outside
Balcony
Suite
May 16, 2025
through May 24, 2025
through May 24, 2025
Nights:
8
Ship:
Rhapsody of The Seas
Price Per Night:$173.29 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
May 16, 2025
through May 24, 2025
Itinerary:
San Juan, Puerto Rico, Cruising, Oranjestad, Aruba, Kralendijk, Bonaire, Willemstad, Curacao, Cruising, Roseau, Dominica, Basseterre, St Kitts & Nevis, San Juan, Puerto Rico
Other Categories Starting At:
Inside
Outside
Balcony
Suite
from
$3,499.00
(USD)
Per Person
Nov 15, 2026
through Nov 25, 2026
through Nov 25, 2026
Nights:
10
Ship:
Viking Sea
Price Per Night:$349.90 (USD)
(based on double occupancy, for comparison only)
(based on double occupancy, for comparison only)
Nov 15, 2026
through Nov 25, 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
Outside
Balcony
Suite
