Overland Express Travel
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Caribbean

(5 offers included)
10-Day Eastern Caribbean with St. Kitts Holiday Roundtrip from Fort Lauderdale
Departing on Dec 17, 2026 on the Enchanted Princess
Nights: 10
Dates: Dec 17, 2026 through Dec 27, 2026
Itinerary:
Fort Lauderdale, Princess Cays, Amber Cove, San Juan, St Maarten, Antigua, St Kitts, Fort Lauderdale
from
$1,549.00
(USD)
Per Person
Inside
$1,549.00
Cat: IF
$154.90/Night
Outside
$2,411.00
Cat: O6
$241.10/Night
Balcony
$2,197.00
Cat: DW
$219.70/Night
Suite
$3,149.00
Cat: MF
$314.90/Night
7-Day Yachtsman's Caribbean St Maarten to Barbados
Departing on Mar 28, 2026 on the Seabourn Ovation
Nights: 7
Dates: Mar 28, 2026 through Apr 04, 2026
Itinerary:
St Maarten, Frenchman's Cay, Carambola Beach, Saint Pierre, Port Elizabeth, Grenada, 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.
from
$3,824.00
(USD)
Per Person
Suite
$3,824.00
Cat: V1
$546.29/Night
Eastern Caribbean, 12 Nights (Q533) Roundtrip from Miami, FL, USA
Departing on Nov 27, 2025 on the Queen Elizabeth
Nights: 12
Dates: Nov 27, 2025 through Dec 09, 2025
Itinerary:
Miami, FL, USA, St. Thomas, Virgin Islands, U.S.A., Antigua, St Lucia, Saint Lucia, Barbados, Barbados, St. Maarten, Netherlands Antilles, Tortola, B.V.I., Miami, FL, USA
Discover the many treasures of the Eastern Caribbean on this 12-night voyage. On sea days, enjoy time to relax and unwind, perhaps while soaking up the sunshine on Queen Elizabeth’s decks.
from
$1,339.00
(USD)
Per Person
+ $11,142.00 taxes/fees
Inside
$1,339.00
Cat: IA
$111.58/Night
Outside
$1,389.00
Cat: FC
$115.75/Night
Balcony
$1,799.00
Cat: BF
$149.92/Night
Suite
$4,899.00
Cat: P2
$408.25/Night
Bahamas & Perfect Day Cruise Roundtrip from Fort Lauderdale, Florida
Departing on Jul 28, 2025 on the Jewel of the Seas
Nights: 4
Dates: Jul 28, 2025 through Aug 01, 2025
Itinerary:
Fort Lauderdale, Florida, Bimini, Bahamas, Perfect Day Cococay, Bahamas, Cruising, Fort Lauderdale, Florida
from
$960.42
(USD)
Per Person
Non-Refundable
Outside
$960.42
Cat: 4M
$240.11/Night
Balcony
$1,184.92
Cat: 1B
$296.23/Night
Departing on Nov 15, 2026 on the Star Pride
Nights: 14
Dates: Nov 15, 2026 through Nov 29, 2026
Ship: Star Pride
Itinerary:
San Juan, CRUZ BAY, ST. JOHN, Virgin Islands (U.S.), Basseterre, Gustavia, Philipsburg, St. Maarten, Jost Van Dyke, Great Harbour, Virgin Gorda / Prickly Pear, British Virgin Islands, San Juan, St. George's, Bequia, Mayreau, Les Saintes, Marigot, St. Martin, San Juan
Whether you’re passionate about swimming among rarely seen undersea wildlife or the intricate cultures and intertwined European histories of the Windward Islands, this 2-week cruise offers the best combinations of charm, island heritage and natural beauty. Shop unique designer apparel in St. Barts, where you’ll discover a fashionable confluence of high-end brands normally associated with places like Madison Avenue, but displayed in an ambiance that’s anything but intimidating.
from
$3,999.00
(USD)
Per Person
Suite
$3,999.00
Cat: SP
$285.64/Night