Windswept Travel
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Miami, Florida

(20 offers included)
Queen Elizabeth
Cunard Line Logo
Seattle To Miami, 33 Nights (Q627A) Seattle, Washington to Miami, FL, USA
Departing on Sep 24, 2026 on the Queen Elizabeth
Nights: 33
Dates: Sep 24, 2026 through Oct 27, 2026
Itinerary:
Seattle, Washington, Los Angeles, California, Cabo San Lucas, Mexico, Puerto Quetzal, Guatemala, Fuerte Amador (tours to PanamaCity), Panama, Panama Canal, Panama, Curacao, Antilles, Aruba, Aruba, Miami, FL, USA, San Juan, Puerto Rico, Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, FL, USA
Dusty hilltops. Verdant jungles. Sugar white sands. This 33-night sailing allows you to explore natural beauty across the Americas, plus the manmade wonder that is the Panama Canal on the way.
from
$3,329.00
(USD)
Per Person
More Details Contact Us
Inside
$3,329.00
Cat: IE
$100.88/Night
Outside
$3,594.00
Cat: FB
$108.91/Night
Balcony
$3,954.00
Cat: BF
$119.82/Night
Suite
$11,064.00
Cat: P2
$335.27/Night
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Norwegian Cruise Line Logo
Panama Canal: Mexico & Costa Rica from Miami, Florida
Departing on Apr 11, 2026 on the Norwegian Encore
Nights: 22
Dates: Apr 11, 2026 through May 03, 2026
Itinerary:
Miami, Fl, CARTAGENA COLOMBIA, PANAMA CITY (PCT), PANAMA, Transit Panama Canal, At Sea, PANAMA CITY (PCT), PANAMA, PUERTO CALDERA PUNTARENAS, COSTA RICA, Puerto Quetzal, Guatemala, Acapulco, Mexico, Puerto Vallarta, Mexico, Cabo San Lucas, Mexico, San Francisco, Ca, Astoria, Or, VICTORIA BC CANADA, Seattle, Wa
from
$2,079.00
(USD)
Per Person
More Details Contact Us
Inside
$2,079.00
Cat: IF
$94.50/Night
Outside
$2,599.00
Cat: OB
$118.14/Night
Balcony
$3,099.00
Cat: BF
$140.86/Night
Suite
$3,799.00
Cat: MC
$172.68/Night
Western Caribbean & Bimini Beach Club
Virgin Voyages Logo
Western Caribbean & Bimini Beach Club
Departing on Apr 04, 2027 on the Resilient Lady
Nights: 7
Dates: Apr 04, 2027 through Apr 11, 2027
Itinerary:
Miami, Key West, Ocho Rios, George Town, Bimini Islands, Miami
This 7-night voyage departs from Miami, beginning with the laid-back charm of Key West before a relaxing day at sea leads you to the lush beauty of Ocho Rios and the turquoise waters of George Town.
from
$938.00
(USD)
Per Person
+ $293.00 taxes/fees
More Details Contact Us
Inside
$938.00
Cat: IZ
$134.00/Night
Outside
$1,148.00
Cat: VZ
$164.00/Night
Balcony
$1,498.00
Cat: TZ
$214.00/Night
Suite
$3,423.00
Cat: RZ
$489.00/Night
Special Offer! Exclusive Benefits
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Oceania Cruises Logo
Atlantic Isles & Kingdoms Miami to London (Southampton)
Departing on Apr 09, 2027 on the Insignia
Nights: 25
Dates: Apr 09, 2027 through May 04, 2027
Ship: Insignia
Itinerary:
Miami, Royal Naval Dockyard, Santa Cruz De La Palma, Arrecife (Lanzarote), Santa Cruz De Tenerife, Funchal (Madeira), Lisbon, Oporto, La Coruna, Bilbao, Biarritz (Saint-Jean-De-Luz), Bordeaux, Saint-Malo, St. Peter Port (Guernsey), London (Southampton)
from
$6,599.00
(USD)
Per Person
More Details Contact Us
Inside
$6,599.00
Cat: G
$263.96/Night
Outside
$7,199.00
Cat: D
$287.96/Night
Balcony
$10,399.00
Cat: B2
$415.96/Night
Suite
$14,099.00
Cat: PH3
$563.96/Night
Oceania Allura
Oceania Cruises Logo
Pathway to Sunshine Barcelona to Miami
Departing on Nov 17, 2026 on the Allura
Nights: 15
Dates: Nov 17, 2026 through Dec 02, 2026
Ship: Allura
Itinerary:
Barcelona, Malaga, Agadir, Arrecife (Lanzarote), San Juan, Miami
from
$4,699.00
(USD)
Per Person
More Details Contact Us
Balcony
$4,699.00
Cat: B5
$313.27/Night
Suite
$6,999.00
Cat: PH3
$466.60/Night
Miami Beach
Explora Journeys Logo
A Journey from Miami to Miami
Departing on Jan 05, 2026 on the Explora II
Nights: 10
Dates: Jan 05, 2026 through Jan 15, 2026
Ship: Explora II
Itinerary:
Miami, San Andres Island, Colón, Bocas del Toro, Puerto Limon, George Town, Grand Cayman, Miami
from
$5,580.00
(USD)
Per Person
More Details Contact Us
Suite
$5,580.00
Cat: OT1
$558.00/Night
Cayman Coves Jamaican Waterfalls George Town
Virgin Voyages Logo
Cayman Isles & Bimini Beach Miles
Departing on Jan 23, 2027 on the Scarlet Lady
Nights: 5
Dates: Jan 23, 2027 through Jan 28, 2027
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Sailing, George Town, Sailing, Beach Club at Bimini, Miami, Florida
This 5-night Caribbean escape departs from the vibrant lights of Miami, offering a day of onboard luxury en route to your first destination: George Town, Grand Cayman. Here, you can swim with stingrays, bask in the sun, and savor authentic Caribbean cuisine. Afterward, enjoy another relaxing day at sea as you sail to the Beach Club at Bimini, before returning to Miami.
from
$745.00
(USD)
Per Person
More Details Contact Us
Inside
$745.00
Cat: IZ
$149.00/Night
Outside
$845.00
Cat: VZ
$169.00/Night
Balcony
$1,045.00
Cat: TZ
$209.00/Night
Suite
$2,575.00
Cat: SS
$515.00/Night
Special Offer! Exclusive Benefits
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Norwegian Cruise Line Logo
Bahamas: Great Stirrup Cay & Nassau from Miami, Florida
Departing on Aug 17, 2026 on the Norwegian Getaway
Nights: 4
Dates: Aug 17, 2026 through Aug 21, 2026
Itinerary:
Miami, Fl, Great Stirrup Cay, Bahamas, Nassau, Bahamas, Miami, Fl
from
$719.00
(USD)
Per Person
More Details Contact Us
Inside
$719.00
Cat: IF
$179.75/Night
Outside
$809.00
Cat: OB
$202.25/Night
Balcony
$909.00
Cat: BF
$227.25/Night
Suite
$999.00
Cat: MB
$249.75/Night
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Norwegian Cruise Line Logo
Bahamas: Great Stirrup Cay & Nassau from Miami, Florida
Departing on Mar 02, 2026 on the Norwegian Getaway
Nights: 4
Dates: Mar 02, 2026 through Mar 06, 2026
Itinerary:
Miami, Fl, Nassau, Bahamas, Great Stirrup Cay, Bahamas, Miami, Fl
from
$469.00
(USD)
Per Person
More Details Contact Us
Inside
$469.00
Cat: IF
$117.25/Night
Outside
$569.00
Cat: OB
$142.25/Night
Balcony
$659.00
Cat: BF
$164.75/Night
Suite
$739.00
Cat: MB
$184.75/Night
Special Offer! Exclusive Benefits
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Regent Seven Seas Cruises Logo
Caribbean Compass 14 nights on board Seven Seas Mariner
Departing on Apr 15, 2027 on the Seven Seas Mariner
Nights: 14
Dates: Apr 15, 2027 through Apr 29, 2027
Itinerary:
Miami, Cruising The Old Bahama Channel, Cruising The Caribbean Sea, Oranjestad, Willemstad, Bonaire (Kralendijk), Cruising The Caribbean Sea, Basseterre, Gustavia, St. John's, Tortola, Cruising The Atlantic Ocean, New York
from
$9,099.00
(USD)
Per Person
More Details Contact Us
Suite
$9,099.00
Cat: H
$649.93/Night
Zuiderdam
Holland America Line Logo
14-Day Atlantic Seaboard & Colonial New England: Quebec City Miami to Quebec
Departing on Apr 18, 2026 on the Zuiderdam
Nights: 14
Dates: Apr 18, 2026 through May 02, 2026
Ship: Zuiderdam
Itinerary:
Miami, Norfolk, Newport, Boston, Portland, Halifax, Sydney, Charlottetown, Cruising Gulf Of St. Lawrence, Saint Lawrence River Cruising, Quebec
from
$1,839.00
(USD)
Per Person
More Details Contact Us
Inside
$1,839.00
Cat: N
$131.36/Night
Outside
$1,939.00
Cat: HH
$138.50/Night
Balcony
$2,539.00
Cat: VH
$181.36/Night
Suite
$3,839.00
Cat: SZ
$274.21/Night
Special Offer! Exclusive Benefits
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Regent Seven Seas Cruises Logo
Cultural Currents 20 nights on board Seven Seas Mariner
Departing on Mar 26, 2027 on the Seven Seas Mariner
Nights: 20
Dates: Mar 26, 2027 through Apr 15, 2027
Itinerary:
Miami, Nassau, Cruising The Straits Of Florida, Costa Maya, Harvest Caye, Roatan, Cruising The Caribbean Sea, Montego Bay, George Town, Cruising The Straits Of Florida, Miami, Nassau, Cruising The Atlantic Ocean, San Juan, Charlotte Amalie, St. John's, Gustavia, Tortola, Cruising The Atlantic Ocean, Miami
from
$11,999.00
(USD)
Per Person
More Details Contact Us
Suite
$11,999.00
Cat: H
$599.95/Night
Queen Elizabeth
Cunard Line Logo
Western Caribbean, 9 Nights
Departing on Mar 24, 2026 on the Queen Elizabeth
Nights: 9
Dates: Mar 24, 2026 through Apr 02, 2026
Itinerary:
Miami, Florida, Grand Cayman, Cayman Islands, Montego Bay, Jamaica, Roatan, Honduras, Costa Maya, Mexico, Cozumel, Mexico, Miami, Florida
Visit some of the Caribbean’s most enticing and untouched islands and enjoy relaxing days at sea on this nine-night voyage on Queen Elizabeth that starts and ends Miami.
from
$769.00
(USD)
Per Person
More Details Contact Us
Inside
$769.00
Cat: GA
$85.44/Night
Outside
$869.00
Cat: FB
$96.56/Night
Balcony
$999.00
Cat: BF
$111.00/Night
Suite
$2,799.00
Cat: P2
$311.00/Night
Oceania Allura
Oceania Cruises Logo
Allura Autumn Crossing Rome (Civitavecchia) to Miami
Departing on Nov 07, 2026 on the Allura
Nights: 25
Dates: Nov 07, 2026 through Dec 02, 2026
Ship: Allura
Itinerary:
Rome (Civitavecchia), Naples/Pompeii, Messina (Sicily), Valletta, Trapani (Sicily), Tunis (La Goulette), Cagliari (Sardinia), Cartagena, Valencia, Barcelona, Malaga, Agadir, Arrecife (Lanzarote), San Juan, Miami
from
$9,599.00
(USD)
Per Person
More Details Contact Us
Balcony
$9,599.00
Cat: B3
$383.96/Night
Suite
$13,299.00
Cat: PH1
$531.96/Night
Puerto Rican Nights St Croix Delights
Virgin Voyages Logo
Puerto Rican Nights & St. Croix Delights
Departing on Mar 20, 2026 on the Resilient Lady
Nights: 8
Dates: Mar 20, 2026 through Mar 28, 2026
Itinerary:
Miami, Florida, Sailing, Puerto Plata, San Juan, St. Croix, Sailing, Beach Club at Bimini, Miami, Florida
This 8-night epic Caribbean sojourn departing from Miami spends a day sailing to your first respite, Puerto Plata. From there you'll head to San Juan, an enchanting plate that radiates both beachy, tropical vibes and eclectic city charm.
from
$1,192.00
(USD)
Per Person
More Details Contact Us
Inside
$1,192.00
Cat: IZ
$149.00/Night
Outside
$1,432.00
Cat: VZ
$179.00/Night
Balcony
$1,672.00
Cat: TZ
$209.00/Night
Suite
$3,960.00
Cat: RZ
$495.00/Night
Special Offer! Exclusive Benefits
Zuiderdam
Holland America Line Logo
7-Day Eastern Caribbean: San Juan & St. Thomas Roundtrip from Miami
Departing on Dec 05, 2026 on the Zuiderdam
Nights: 7
Dates: Dec 05, 2026 through Dec 12, 2026
Ship: Zuiderdam
Itinerary:
Miami, Grand Turk, San Juan, St Thomas, Relaxaway Half Moon Cay, Miami
from
$1,139.00
(USD)
Per Person
More Details Contact Us
Inside
$1,139.00
Cat: N
$162.71/Night
Outside
$1,489.00
Cat: HH
$212.71/Night
Balcony
$1,639.00
Cat: VH
$234.14/Night
Suite
$2,489.00
Cat: SZ
$355.57/Night
Special Offer! Exclusive Benefits
Fabled Ports, Volcanic Isles and Soft Sands
Explora Journeys Logo
An Extended Journey of Fabled Ports, Volcanic Isles and Soft Sands
Departing on Jan 13, 2026 on the Explora I
Nights: 15
Dates: Jan 13, 2026 through Jan 28, 2026
Ship: Explora I
Itinerary:
Miami, Saint John/Cruz Bay, Deshaies, St. George's (Grenada), Bridgetown, Little Bay, San Juan, Gustavia, Tortola/Road Town, St. John's (Antigua), Road Bay, Miami
Welcome the New Year in jubilant style when fireworks burst over the San Juan skies and you embark on a foray of wondrous Caribbean discoveries. Revel in golden beaches, mysterious pirate bays, volcanic peaks and hidden coves as you explore Guadeloupe, Bridgetown, Martinique and St Kitts.
from
$8,460.00
(USD)
Per Person
More Details Contact Us
Suite
$8,460.00
Cat: OT2
$564.00/Night
Special Offer! Exclusive Benefits
Brilliant New Years Ahoy
Virgin Voyages Logo
Gorgeous Antigua, St. Kitts & Bimini
Departing on Mar 12, 2026 on the Brilliant Lady
Nights: 9
Dates: Mar 12, 2026 through Mar 21, 2026
Itinerary:
Miami, Puerto Plata, St. John's, Basseterre, Bimini Islands, Miami
On this 9-night voyage from Miami, you'll visit the Dominican Republic, Antigua, and St. Kitts & Nevis, with a final stop in Bimini before returning to Miami. Bimini, a small island in the Bahamas, is home to our exclusive beach club.
from
$1,251.00
(USD)
Per Person
More Details Contact Us
Inside
$1,251.00
Cat: IZ
$139.00/Night
Outside
$1,850.00
Cat: VW
$205.56/Night
Balcony
$1,881.00
Cat: TZ
$209.00/Night
Suite
$4,950.00
Cat: SS
$550.00/Night
Special Offer! Exclusive Benefits
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Regent Seven Seas Cruises Logo
Fall For The Caribbean 7 nights on board Seven Seas Grandeur
Departing on Nov 22, 2026 on the Seven Seas Grandeur
Nights: 7
Dates: Nov 22, 2026 through Nov 29, 2026
Itinerary:
Miami, Cruising The Caribbean Sea, Roatan, Harvest Caye, Santo Tomas De Castilla, Costa Maya, Cruising The Straits Of Florida, Miami
from
$5,499.00
(USD)
Per Person
More Details Contact Us
Suite
$5,499.00
Cat: G2
$785.57/Night
Special Offer! Virtuoso Voyages Hosted Benefits
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Oceania Cruises Logo
Tropical Retreats Roundtrip from Miami
Departing on Jan 08, 2026 on the Insignia
Nights: 7
Dates: Jan 08, 2026 through Jan 15, 2026
Ship: Insignia
Itinerary:
Miami, Cozumel, Belize City, Roatan, Miami
from
$1,999.00
(USD)
Per Person
More Details Contact Us
Inside
$1,999.00
Cat: G
$285.57/Night
Outside
$2,199.00
Cat: D
$314.14/Night
Special Offer! Exclusive Benefits