Classic Cruise & Travel
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Miami, Florida

(20 offers included)
Departing on Mar 18, 2026 on the Explora II
Nights: 15
Dates: Mar 18, 2026 through Apr 02, 2026
Ship: Explora II
Itinerary:
Miami, Charlotte Amalie (Saint Thomas), Terre-de-Haut, Bridgetown, Martinique/Fort de France, Basseterre, San Juan, Kralendijk, Willemstad, Oranjestad, Gustavia, San Juan
Immerse yourself in a paradise of wonders, relaxing and rejuvenating aboard EXPLORA II as you coast along gentle azure waves. Admire Magen's Bay in Charlotte Amalie and sample fresh-baked croissants in Terre-de-Haute and Fort-de-France.
from
$8,550.00
(USD)
Per Person
Suite
$8,550.00
Cat: OT2
$570.00/Night
Departing on Feb 20, 2026 on the Explora I
Nights: 17
Dates: Feb 20, 2026 through Mar 09, 2026
Ship: Explora I
Itinerary:
San Juan, Oranjestad, Willemstad, Kralendijk, Bridgetown, Terre-de-Haut, St. Maarten/Philipsburg, Jost van Dyke, San Juan, St. John's (Antigua), Road Bay, Spanish Town (Virgin Gorda), Charlotte Amalie (Saint Thomas), Miami
Set sail on a journey where the rhythm of the Caribbean is your soundtrack and the charm of history your guide
from
$9,360.00
(USD)
Per Person
Suite
$9,360.00
Cat: OT1
$550.59/Night
Departing on Dec 21, 2025 on the Explora I
Nights: 16
Dates: Dec 21, 2025 through Jan 06, 2026
Ship: Explora I
Itinerary:
Bridgetown, Tobago/Scarborough, Martinique/Fort de France, St. John's (Antigua), St. Maarten/Philipsburg, Tortola/Road Town, Miami, New Year Fireworks SJU, Jost van Dyke, Deshaies, Bridgetown, Martinique/Fort de France, Basseterre, San Juan
Capture the party spirit with the joyful ring of steel drums from bustling Bridgetown to Tobago's colourful markets. Explore the delights of Martinique with its blend of French and Caribbean culture. We spend Christmas revelling in the sunny climes of Sint Maarten, then welcome the New Year admiring San Juan's glorious firework display before sailing to the British Virgin Islands and beyond, taking in the splendours of Guadeloupe, Martinique and St Kitts.
from
$10,320.00
(USD)
Per Person
Suite
$10,320.00
Cat: OT3
$645.00/Night
Departing on Jan 27, 2027 on the Silver Ray
Nights: 11
Dates: Jan 27, 2027 through Feb 07, 2027
Ship: Silver Ray
Itinerary:
Miami, Fl, Day at sea, San Juan, St John, Gustavia, St Barthelemy, St. John's, Deshaies, Road Town, Tortola, Day at sea, Miami, Fl
from
$8,000.00
(USD)
Per Person
Suite
$8,000.00
Cat: CV
$727.27/Night
Footsteps of Columbus Barcelona to Miami
Departing on Nov 02, 2026 on the Insignia
Nights: 47
Dates: Nov 02, 2026 through Dec 19, 2026
Ship: Insignia
Itinerary:
Barcelona, Palma De Mallorca, Alicante, Cartagena, Malaga, Seville (Cadiz), Portimao, Lisbon, Arrecife (Lanzarote), Las Palmas De Gran Canaria, Santa Cruz De La Palma, San Juan, Nassau, Miami, Tortola, St. John's, Castries, Scarborough, Cruising The Amazon River, Santarem (Amazon River), Boca Da Valeria (Amazon River), Manaus (Amazon River), Parintins (Amazon River), Alter Do Chao (Amazon River), Cruising The Amazon River, Bridgetown, Roseau, Philipsburg, San Juan, Nassau, Miami
from
$11,799.00
(USD)
Per Person
Inside
$11,799.00
Cat: G
$251.04/Night
Outside
$13,099.00
Cat: D
$278.70/Night
Balcony
$17,999.00
Cat: B2
$382.96/Night
Suite
$24,899.00
Cat: PH3
$529.77/Night
Departing on Dec 27, 2025 on the Azamara Quest
Nights: 10
Dates: Dec 27, 2025 through Jan 06, 2026
Itinerary:
Bridgetown, Mayreau, Grenadines, Castries, Roseau, Basseterre, Philipsburg, Road Town, Tortola, Miami, Florida
from
$1,539.00
(USD)
Per Person
Inside
$1,539.00
Cat: Z
$153.90/Night
Outside
$1,779.00
Cat: Y
$177.90/Night
Balcony
$2,249.00
Cat: X
$224.90/Night
Suite
$5,029.00
Cat: N1
$502.90/Night
Tropical Serenade Roundtrip from Miami
Departing on Dec 21, 2026 on the Allura
Nights: 17
Dates: Dec 21, 2026 through Jan 07, 2027
Ship: Allura
Itinerary:
Miami, Cozumel, Roatan, Harvest Caye, Costa Maya, Miami, Charlotte Amalie, Philipsburg, Gustavia, Basseterre, Tortola, Miami
from
$6,799.00
(USD)
Per Person
Balcony
$6,799.00
Cat: B5
$399.94/Night
Suite
$10,399.00
Cat: PH3
$611.71/Night
Departing on Nov 01, 2026 on the Seabourn Quest
Nights: 21
Dates: Nov 01, 2026 through Nov 22, 2026
Itinerary:
Civitavecchia, Ajaccio, Alghero, Mahon, Ibiza, Cartagena, Motril, Ceuta, Lisbon, Madeira, 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
$9,698.00
(USD)
Per Person
Suite
$9,698.00
Cat: A
$461.81/Night
Eden Roc Miami Beach Hotel Rating: 4 stars
Nights: 3
Dates: Jan 11, 2026 through Jan 14, 2026
Location(s):
Miami
Eden Roc's inviting guest rooms channel the undeniable energy of Miami - with just the right pops of color and touches of classic Florida glamour.
from
$830.33
(USD)
Per Person
Marriott Stanton South Beach Hotel Rating: 4 stars
Nights: 3
Dates: Jan 11, 2026 through Jan 14, 2026
Location(s):
Miami
Following a $10 Million redesign, this stylish boutique hotel is ideally situated in the trendiest corner of Ocean Drive known as South of 5th Street or "SoFi.
from
$656.33
(USD)
Per Person
Caribbean escapade Miami to San Juan
Departing on Nov 30, 2026 on the Emerald Sakara
Nights: 7
Dates: Nov 30, 2026 through Dec 07, 2026
Itinerary:
Miami, Florida, USA, Nassau, Bahamas, Emerald Bay, Exuma's, Bahamas, San Salvador Island, Bahamas, Gordon's Beach, Long Island, Bahamas, Grand Turk, Turks & Caicos Islands, San Juan, Puerto Rico
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
$4,960.00
(USD)
Per Person
Outside
$4,960.00
Cat: D
$708.57/Night
Balcony
$6,610.00
Cat: B
$944.29/Night
Suite
$16,410.00
Cat: SA
$2,344.29/Night
Departing on Nov 28, 2026 on the Zuiderdam
Nights: 14
Dates: Nov 28, 2026 through Dec 12, 2026
Ship: Zuiderdam
Itinerary:
Miami, Relaxaway Half Moon Cay, Amber Cove, Grand Turk, Nassau, Miami, Grand Turk, San Juan, St Thomas, Relaxaway Half Moon Cay, Miami
from
$2,479.00
(USD)
Per Person
+ $195.00 taxes/fees
Inside
$2,479.00
Cat: N
$177.07/Night
Outside
$2,829.00
Cat: HH
$202.07/Night
Balcony
$3,229.00
Cat: VH
$230.64/Night
Suite
$5,129.00
Cat: SZ
$366.36/Night
Category N - Flash Special: Book by Sunday 10/12/2025
14-Day Leeward Island Jewels Roundtrip from Miami
Departing on Dec 06, 2026 on the Seabourn Quest
Nights: 14
Dates: Dec 06, 2026 through Dec 20, 2026
Itinerary:
Miami, San Juan, Virgin Gorda, Carambola Beach, Roseau, Martinique, Terre-De-Haut, Montserrat, Road Bay, 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
Departing on Nov 27, 2025 on the Explora I
Nights: 8
Dates: Nov 27, 2025 through Dec 05, 2025
Ship: Explora I
Itinerary:
Miami, Charlotte Amalie (Saint Thomas), Terre-de-Haut, Bridgetown, Martinique/Fort de France, Basseterre, San Juan
from
$4,680.00
(USD)
Per Person
Suite
$4,680.00
Cat: OT3
$585.00/Night
Dates: Jan 09, 2025 through Oct 09, 2027
Location(s):
Miami
See the views of Miami's rich and famous through the eyes of a pirate. Weave through scenic waterways and marvel at Miami's coastal elegance.
from
$39.00
(USD)
Per Person
W Miami Hotel Rating: 5 stars
Nights: 3
Dates: Jan 11, 2026 through Jan 14, 2026
Location(s):
Miami
This vibrant paradise in the heart of South Beach is just steps away from the ocean. The large suites feature magnificent nine-foot ceilings and spectacular ocean views right from your own private oversized glass balcony.
from
$664.00
(USD)
Per Person
Blue Horizons 14 nights on board Seven Seas Splendor
Departing on Mar 13, 2026 on the Seven Seas Splendor
Nights: 14
Dates: Mar 13, 2026 through Mar 27, 2026
Itinerary:
Miami, Cruising The Atlantic Ocean, Royal Naval Dockyard, Cruising The Atlantic Ocean, Horta (Azores), Ponta Delgada (Azores), Cruising The Atlantic Ocean, Funchal (Madeira), Cruising The Atlantic Ocean, Lisbon
from
$7,999.00
(USD)
Per Person
Suite
$7,999.00
Cat: H
$571.36/Night
Departing on Apr 23, 2026 on the MSC Poesia
Nights: 18
Dates: Apr 23, 2026 through May 11, 2026
Ship: MSC Poesia
Itinerary:
Miami Florida, Cartagena Colombia, Colon Panama, Cruising Panama Canal, Puntarenas (San Jos?) Costa Rica, Cabo San Lucas Mexico, San Diego Usa, Los Angeles Usa, Seattle Washington
from
$1,787.51
(USD)
Per Person
Departing on Jan 10, 2026 on the Resilient Lady
Nights: 7
Dates: Jan 10, 2026 through Jan 17, 2026
Itinerary:
Miami, Florida, Sailing, George Town, Sailing, Ocho Rios, Sailing, Beach Club at Bimini, Miami, Florida
This 7-night Eastern Caribbean getaway departs from Miami and spends a day sailing to your first stop, George Town, Grand Cayman. Spend the day here swimming with stingrays, soaking up the culture (and the sun), and witnessing ocean wildlife through a glass bottom boat.
from
$1,044.00
(USD)
Per Person
Inside
$1,120.00
Cat: IN
$160.00/Night
Outside
$1,044.00
Cat: VZ
$149.14/Night
Balcony
$1,183.00
Cat: TZ
$169.00/Night
Suite
$3,353.00
Cat: RZ
$479.00/Night
Departing on Nov 01, 2026 on the Explora I
Nights: 16
Dates: Nov 01, 2026 through Nov 17, 2026
Ship: Explora I
Itinerary:
Barcelona, Cadiz, Funchal (Madeira), St. John's (Antigua), Road Bay, San Juan, Miami
from
$8,115.00
(USD)
Per Person
Suite
$8,115.00
Cat: OT1
$507.19/Night