Windswept Travel
✆: 954-424-8733 / 866-433-8249
✉:

Miami, Florida

(20 offers included)
Departing on May 24, 2027 on the Azamara Quest
Nights: 17
Dates: May 24, 2027 through Jun 10, 2027
Itinerary:
San Diego, Cabo San Lucas, Acapulco, Puerto Quetzal, Acajutla, Puntarenas, Panama Canal (Cruising), Cartagena, Miami, Florida
from
$5,409.00
(USD)
Per Person
Inside
$5,409.00
Cat: Z
$318.18/Night
Outside
$5,869.00
Cat: Y
$345.24/Night
Balcony
$6,759.00
Cat: X
$397.59/Night
Suite
$11,049.00
Cat: W
$649.94/Night
Crossing to Antiquity Miami to Rome (Civitavecchia)
Departing on Mar 27, 2026 on the Nautica
Nights: 35
Dates: Mar 27, 2026 through May 01, 2026
Ship: Nautica
Itinerary:
Miami, Hamilton, Funchal (Madeira), Santa Cruz De Tenerife, Arrecife (Lanzarote), Agadir, Lisbon, Portimao, Seville (Cadiz), Tangier, Gibraltar, Malaga, Cartagena, Alicante, Ibiza, Palma De Mallorca, Barcelona, Palamos, Sete, Provence (Marseille), Toulon, Ajaccio (Corsica), Golfo Aranci, Portofino, Florence/Pisa/Tuscany (Livorno), Portoferraio (Elba), Rome (Civitavecchia)
from
$9,499.00
(USD)
Per Person
Inside
$9,499.00
Cat: F
$271.40/Night
Outside
$10,799.00
Cat: C1
$308.54/Night
Balcony
$14,699.00
Cat: A3
$419.97/Night
Suite
$36,499.00
Cat: OS
$1,042.83/Night
Explorers Atlantic Miami to Lisbon
Departing on May 04, 2026 on the Insignia
Nights: 12
Dates: May 04, 2026 through May 16, 2026
Ship: Insignia
Itinerary:
Miami, Royal Naval Dockyard, Horta (Azores), Ponta Delgada (Azores), Lisbon
from
$2,599.00
(USD)
Per Person
Inside
$2,599.00
Cat: G
$216.58/Night
Outside
$2,799.00
Cat: D
$233.25/Night
Balcony
$3,799.00
Cat: B2
$316.58/Night
Departing on Nov 05, 2026 on the Scarlet Lady
Nights: 4
Dates: Nov 05, 2026 through Nov 09, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Florida, Key West, Florida, Sailing, Beach Club at Bimini, Miami, Florida
Cruise from vibrant Miami to Key West for a day spent splashing around in the cerulean waters or exploring the lively downtown scene. Afterwards, you'll head to our private Beach Club experience in Bimini, Bahamas.
from
$676.00
(USD)
Per Person
Inside
$676.00
Cat: IZ
$169.00/Night
Outside
$756.00
Cat: VZ
$189.00/Night
Balcony
$876.00
Cat: TZ
$219.00/Night
Suite
$2,100.00
Cat: SS
$525.00/Night
Dates: Nov 01, 2025 through Dec 31, 2027
Itinerary:
Caribbean, Miami, Puerto Rico, Barcelona, Athens
Whether you're chasing unbeatable rates from just $99 per Sailor, per night, or ready to toast with up to $500 in free drinks and 80% off your 2nd Sailor, these Cyber deals are making waves. But don't wait-this splash of savings disappears as fast as it arrives.
Departing on Oct 08, 2026 on the Resilient Lady
Nights: 4
Dates: Oct 08, 2026 through Oct 12, 2026
Itinerary:
Miami, Florida, Sailing, Key West, Beach Club at Bimini, Miami, Florida
Cruise from vibrant Miami to Key West for a day spent splashing around in the cerulean waters or exploring the lively downtown scene. Afterwards, you'll head to our private Beach Club experience in Bimini, Bahamas.
from
$596.00
(USD)
Per Person
Inside
$596.00
Cat: IZ
$149.00/Night
Outside
$676.00
Cat: VZ
$169.00/Night
Balcony
$836.00
Cat: TZ
$209.00/Night
Suite
$2,300.00
Cat: SS
$575.00/Night
Panama Canal & Pacific Gems 16 nights on board Seven Seas Grandeur
Departing on Dec 29, 2026 on the Seven Seas Grandeur
Nights: 16
Dates: Dec 29, 2026 through Jan 14, 2027
Itinerary:
Miami, Cruising The Straits Of Florida, George Town, Cruising The Caribbean Sea, Cartagena, Panama Canal Transit, Cruising The Pacific Ocean, Puntarenas, Cruising The Pacific Ocean, Puerto Quetzal, Cruising The Pacific Ocean, Acapulco, Cruising The Pacific Ocean, Cabo San Lucas, Cruising The Pacific Ocean, San Diego, Los Angeles
from
$11,699.00
(USD)
Per Person
Suite
$11,699.00
Cat: H
$731.19/Night
Departing on Dec 12, 2025 on the Norwegian Jewel
Nights: 11
Dates: Dec 12, 2025 through Dec 23, 2025
Itinerary:
Miami, Fl, George Town, Cayman Islands, CARTAGENA COLOMBIA, PANAMA CANAL GATUN LAKE PANAMA, Colon, Panama, Puerto Limon, Costa Rica, Harvest Caye, Belize, Cozumel, Mexico, Miami, Fl
Come aboard Norwegian Jewel and discover your new happy place as you splash around The Caribbean. Discover Cartagena’s colonial architecture, picturesque squares and historic sites that offer a glimpse into the city’s dramatic past that includes infamous pirates and the Spanish Inquisition. Visit the Panama Canal – a modern wonder – and recline on one of Colón’s incredible beaches.
from
$1,341.30
(USD)
Per Person
Inside
$1,341.30
Cat: IF
$121.94/Night
Outside
$1,521.30
Cat: OK
$138.30/Night
Balcony
$2,581.30
Cat: BF
$234.66/Night
Suite
$2,821.30
Cat: MB
$256.48/Night
Departing on Jan 26, 2026 on the Brilliant Lady
Nights: 6
Dates: Jan 26, 2026 through Feb 01, 2026
Itinerary:
Miami, Bimini Islands, Puerto Plata, Grand Turk, Miami
Set sail on a 6-night journey from vibrant Miami to the serene shores of Bimini, where you can relax at the exclusive Beach Club at Bimini, bask in the sun, and enjoy crafted cocktails.
from
$1,014.00
(USD)
Per Person
Inside
$1,014.00
Cat: IZ
$169.00/Night
Outside
$1,194.00
Cat: VZ
$199.00/Night
Balcony
$1,314.00
Cat: TZ
$219.00/Night
Suite
$3,930.00
Cat: SAP
$655.00/Night
Departing on Apr 06, 2026 on the Norwegian Getaway
Nights: 4
Dates: Apr 06, 2026 through Apr 10, 2026
Itinerary:
Miami, Fl, Great Stirrup Cay, Bahamas, Nassau, Bahamas, Miami, Fl
from
$668.14
(USD)
Per Person
Inside
$668.14
Cat: IF
$167.04/Night
Outside
$768.14
Cat: OB
$192.04/Night
Balcony
$868.14
Cat: BF
$217.04/Night
Suite
$948.14
Cat: MB
$237.04/Night
Departing on Dec 28, 2025 on the Scarlet Lady
Nights: 5
Dates: Dec 28, 2025 through Jan 02, 2026
Ship: Scarlet Lady
Itinerary:
Miami, Sailing, Cozumel (Playa del Carmen), Sailing, Beach Club at Bimini, Miami
Ring in the new year cruising the Caribbean on a 5-night sailing to Cozumel (Playa del Carmen) and Tulum. Arriving early and departing late from Mexico - and with a day and sunset spent at The Beach Club at Bimini - you'll have plenty of time to ramp up the adventure and wind down to chill while seeing each port from every sun and moonlit angle.
from
$1,645.00
(USD)
Per Person
Outside
$1,645.00
Cat: VZ
$329.00/Night
Balcony
$1,845.00
Cat: TZ
$369.00/Night
Departing on Feb 12, 2026 on the Explora I
Nights: 8
Dates: Feb 12, 2026 through Feb 20, 2026
Ship: Explora I
Itinerary:
Miami, Puerto Plata, Dominican Republic, Roseau, Bridgetown, Deshaies, Saint John/Cruz Bay, San Juan
from
$3,975.00
(USD)
Per Person
Suite
$3,975.00
Cat: OT1
$496.88/Night
Departing on Dec 07, 2026 on the Norwegian Joy
Nights: 4
Dates: Dec 07, 2026 through Dec 11, 2026
Itinerary:
Miami, Fl, Great Stirrup Cay, Bahamas, Nassau, Bahamas, Miami, Fl
Come and discover what paradise looks like aboard Norwegian Joy. Experience what private island living truly feels like in Great Stirrup Cay, home to our brand new Silver Cove lagoon and upgrade cabanas. Dive into crystal clear waters and snorkel through dreamy blues in Nassau. Walk around the vibrant and diverse Miami, a city with an amazing medley of cultures and urban settings, like the trendy Art Deco district of South Beach, or the beautiful Coconut Grove.
from
$513.90
(USD)
Per Person
Inside
$513.90
Cat: IF
$128.48/Night
Outside
$593.90
Cat: OB
$148.48/Night
Balcony
$713.90
Cat: BF
$178.48/Night
Suite
$793.90
Cat: MC
$198.48/Night
Departing on Feb 14, 2026 on the Explora II
Nights: 10
Dates: Feb 14, 2026 through Feb 24, 2026
Ship: Explora II
Itinerary:
Miami, Key West, New Orleans, Merida (Progreso), Cozumel, Miami
from
$5,840.00
(USD)
Per Person
Suite
$5,840.00
Cat: OT1
$584.00/Night
Departing on Jan 30, 2027 on the Resilient Lady
Nights: 8
Dates: Jan 30, 2027 through Feb 07, 2027
Itinerary:
Miami, Puerto Plata, San Juan, St. Croix, Bimini Islands, Miami
Embark on a spectacular eight-night voyage through the Caribbean featuring a day in Puerto Plata, a late-night stay in San Juan, and a visit to St. Croix.
from
$952.00
(USD)
Per Person
+ $244.00 taxes/fees
Inside
$952.00
Cat: IZ
$119.00/Night
Outside
$1,192.00
Cat: VZ
$149.00/Night
Balcony
$1,432.00
Cat: TZ
$179.00/Night
Suite
$3,800.00
Cat: RZ
$475.00/Night
Departing on Jan 13, 2027 on the Norwegian Sun
Nights: 12
Dates: Jan 13, 2027 through Jan 25, 2027
Itinerary:
Miami, Fl, George Town, Cayman Islands, Falmouth, Jamaica, CARTAGENA COLOMBIA, PANAMA CANAL GATUN LAKE PANAMA, Colon, Panama, Puerto Limon, Costa Rica, Harvest Caye, Belize, Cozumel, Mexico, Miami, Fl
Unveil the vibrant beauty of the Caribbean and Central America on a sun-soaked 12-day vacation. Grab a frozen drink and lounge in your private beachfront cabana on Great Stirrup Cay, our tropical paradise that’s just for you. In Oranjestad, Aruba, embrace European-Caribbean charm along vibrant avenues or seek out the calm of secluded coves. Stroll the colorful streets of Willemstad, Curacao, admiring Dutch-inspired architecture and lively markets brimming with local treasures.
from
$1,816.37
(USD)
Per Person
Inside
$1,816.37
Cat: IF
$151.36/Night
Outside
$2,366.37
Cat: OK
$197.20/Night
Balcony
$3,716.37
Cat: BF
$309.70/Night
Suite
$4,816.37
Cat: MA
$401.36/Night
Caribbean escapade San Juan to Miami
Departing on Nov 21, 2026 on the Emerald Sakara
Nights: 7
Dates: Nov 21, 2026 through Nov 28, 2026
Itinerary:
San Juan, Puerto Rico, Grand Turk, Turks & Caicos Islands, Gordon's Beach, Long Island, Bahamas, San Salvador Island, Bahamas, Emerald Bay, Exuma's, Bahamas, Nassau, Bahamas, Miami, Florida
Embark on an unforgettable Caribbean voyage exploring pristine beaches and coral reefs, island-hopping through diverse cultures, where the warmth of the locals will enhance your luxury yacht adventure.
from
$6,210.00
(USD)
Per Person
Balcony
$6,210.00
Cat: B
$887.14/Night
Suite
$9,410.00
Cat: T
$1,344.29/Night
Departing on Feb 15, 2027 on the Norwegian Joy
Nights: 4
Dates: Feb 15, 2027 through Feb 19, 2027
Itinerary:
Miami, Fl, Nassau, Bahamas, Great Stirrup Cay, Bahamas, Miami, Fl
Come and discover what paradise looks like aboard Norwegian Joy. Experience what private island living truly feels like in Great Stirrup Cay, home to our brand new Silver Cove lagoon and upgrade cabanas. Dive into crystal clear waters and snorkel through dreamy blues in Nassau. Walk around the vibrant and diverse Miami, a city with an amazing medley of cultures and urban settings, like the trendy Art Deco district of South Beach, or the beautiful Coconut Grove.
from
$563.90
(USD)
Per Person
Inside
$563.90
Cat: IF
$140.98/Night
Outside
$643.90
Cat: OB
$160.98/Night
Balcony
$763.90
Cat: BF
$190.98/Night
Suite
$843.90
Cat: MC
$210.98/Night
Transoceanic Cruise Miami to Lisbon
Departing on May 31, 2026 on the Silver Nova
Nights: 14
Dates: May 31, 2026 through Jun 14, 2026
Ship: Silver Nova
Itinerary:
Miami, Fl, Day at sea, Praia Da Vitoria, Azores, Ponta Delgada, Azores, Day at sea, Funchal, Madeira, Day at sea, Lisbon
from
$8,900.00
(USD)
Per Person
Suite
$8,900.00
Cat: CV
$635.71/Night
14-Day Leeward Island Jewels Roundtrip from Miami
Departing on Nov 22, 2026 on the Seabourn Quest
Nights: 14
Dates: Nov 22, 2026 through Dec 06, 2026
Itinerary:
Miami, San Juan, Road Bay, Carambola Beach, Roseau, Martinique, Terre-De-Haut, Montserrat, Virgin Gorda, Great Harbour, Jost Van Dyke, Miami
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.
from
$6,498.00
(USD)
Per Person
Suite
$6,498.00
Cat: A
$464.14/Night