Holiday Travel Vacations
906-228-6355 or 1-800-562-9767

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Locally Owned and Operated Since 1956

British Virgin Islands

(20 offers included)
Departing on Jan 17, 2027 on the Norwegian Breakaway
Nights: 7
Dates: Jan 17, 2027 through Jan 24, 2027
Itinerary:
San Juan, Pr, PUNTA CANA (LA ROMANA), DOMINICAN REPUBLIC, Oranjestad, Aruba, Willemstad, Netherland Antilles, ST THOMAS, VI, Tortola, British Virgin Islands, San Juan, Pr
Sail away from San Juan for seven days of pure island enchantment, where each port beckons with promise and charm. Start in Road Town, Tortola, where lush hills and secret coves await - dive into crystal waters where you might see a gentle sea turtle or journey inland to the mystical Baths, where giant granite boulders create hidden grottos.
from
$960.00
(USD)
Per Person
Inside
$960.00
Cat: IF
$137.14/Night
Outside
$1,160.00
Cat: OB
$165.71/Night
Balcony
$1,360.00
Cat: BF
$194.29/Night
Suite
$1,510.00
Cat: MB
$215.71/Night
Departing on Jan 10, 2026 on the Emerald Azzurra
Nights: 14
Dates: Jan 10, 2026 through Jan 24, 2026
Itinerary:
Saint John’s, Antigua, Antigua and Barbuda, Barbuda, Antigua and Barbuda, Îles des Saintes, Guadeloupe, Deshaies, Guadeloupe, Gustavia, Saint Barthélemy, Virgin Gorda, British Virgin Islands, Norman Island, British Virgin Islands, San Juan, Puerto Rico, Culebra Island & Vieques Island, Puerto Rico, St John, U.S. Virgin Islands - Jost Van Dyke, British Virgin Islands, Norman Island, British Virgin Islands, Philipsburg, Sint Maarten, Gustavia, Saint Barthélemy, Little Bay, Montserrat, St John’s, Antigua, Antigua and Barbuda
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
$16,780.00
(USD)
Per Person
Outside
$16,780.00
Cat: D
$1,198.57/Night
Balcony
$21,980.00
Cat: B
$1,570.00/Night
Suite
$37,600.00
Cat: T
$2,685.71/Night
Departing on Mar 06, 2027 on the Star Flyer
Nights: 7
Dates: Mar 06, 2027 through Mar 13, 2027
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Road Bay, Anguilla, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Sopers Hole - Tortola, British Virgin Islands (BVI, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, White Bay, Jost van Dyke (B.V.I.), Gustavia, St. Barts, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Philipsburg, St. Maarten
from
$2,010.00
(USD)
Per Person
Inside
$2,010.00
Cat: Category 6
$287.14/Night
Outside
$2,320.00
Cat: Category 5
$331.43/Night
Caribbean: Aruba, Bahamas & Bermuda New York City, Ny to Miami, Fl
Departing on Oct 24, 2026 on the Norwegian Sun
Nights: 13
Dates: Oct 24, 2026 through Nov 06, 2026
Itinerary:
New York City, Ny, Royal Naval Dockyard, Bermuda, San Juan, Pr, ST THOMAS, VI, Tortola, British Virgin Islands, Willemstad, Netherland Antilles, Oranjestad, Aruba, CABO ROJO, DOMINICAN REPUBLIC, Great Stirrup Cay, Bahamas, Miami, Fl
Sail from the vibrant lights of New York City, watching the skyline fade as you drift southward toward Miami, where palm trees sway in the balmy breeze. Along the way, discover destinations you’ll love. At the Royal Naval Dockyard in Bermuda, roam historic forts or relax on pink sands that meet turquoise waters. Stroll the colorful streets of Willemstad, Curacao, admiring Dutch-inspired architecture and lively markets brimming with local treasures.
from
$1,652.05
(USD)
Per Person
Inside
$1,652.05
Cat: IF
$127.08/Night
Outside
$2,052.05
Cat: OK
$157.85/Night
Balcony
$3,002.05
Cat: BF
$230.93/Night
Suite
$3,802.05
Cat: MA
$292.47/Night
Caribbean Essence San Juan to Miami
Departing on Feb 19, 2027 on the Allura
Nights: 8
Dates: Feb 19, 2027 through Feb 27, 2027
Ship: Allura
Itinerary:
San Juan, Gustavia, Philipsburg, Basseterre, St. John's, Tortola, Miami
from
$3,299.00
(USD)
Per Person
Balcony
$3,299.00
Cat: B5
$412.38/Night
Suite
$4,749.00
Cat: PH3
$593.63/Night
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
$3,126.00
(USD)
Per Person
Inside
$3,126.00
Cat: IE
$94.73/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
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
Departing on Nov 15, 2026 on the Star Pride
Nights: 7
Dates: Nov 15, 2026 through Nov 22, 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
Begin and end your journey where Old World meets New, in historic San Juan, littered with more than 400 restored Spanish colonial buildings. As you continue on this bewitching Caribbean cruise through the Virgin Islands, no two days are alike. One day, you’re shopping chic French boutiques for the latest fashions from Paris. On another, snorkeling a secluded cove known only to lucky yachtsmen – like you. Skip more common and commercial ports in favor of less-visited destinations like Montserrat.
from
$2,699.00
(USD)
Per Person
Suite
$2,699.00
Cat: SP
$385.57/Night
Departing on Jan 31, 2026 on the Star Flyer
Nights: 7
Dates: Jan 31, 2026 through Feb 07, 2026
Ship: Star Flyer
Itinerary:
Philipsburg, St. Maarten, Road Bay, Anguilla, White Bay, Jost van Dyke (B.V.I.), Sopers Hole - Tortola, British Virgin Islands (BVI, Sailing Sir Francis Drake Channel, The Bight - Norman Island, British Virgin Islands, Spanish Town - Virgin Gorda, British Virgin Island, Beach, Captain's Best, British Virgin Islands (B.V, Basseterre, St. Kitts (morning), South Friars Bay - Beach, St. Kitts (afternoon), Gustavia, St. Barts, Philipsburg, St. Maarten
from
$1,970.00
(USD)
Per Person
Inside
$1,970.00
Cat: Category 6
$281.43/Night
Outside
$2,270.00
Cat: Category 5
$324.29/Night
Departing on Jan 10, 2026 on the Norwegian Joy
Nights: 7
Dates: Jan 10, 2026 through Jan 17, 2026
Itinerary:
Orlando-Beaches-Port Canaveral, Fl, PUERTO PLATA, DOMINICAN REPUBLIC, St.Thomas, Vi, Tortola, British Virgin Islands, Great Stirrup Cay, Bahamas, Orlando-Beaches-Port Canaveral, Fl
Come aboard one of our most awarded ships, Norwegian Joy, and enjoy sunny days and relaxation in the tropics. In Puerto Plata, uncover the local history at the 16th century Fortaleza San Felipe or snorkel among colorful coral reefs off of Dorado Beach. Recline on a catamaran in St. Thomas while sailing to Turtle Cove to snorkel with green sea turtles.
from
$947.27
(USD)
Per Person
Inside
$947.27
Cat: IF
$135.32/Night
Outside
$1,057.27
Cat: OB
$151.04/Night
Balcony
$1,517.27
Cat: BF
$216.75/Night
Suite
$1,597.27
Cat: M4
$228.18/Night
Departing on Jan 17, 2027 on the Nieuw Amsterdam
Nights: 21
Dates: Jan 17, 2027 through Feb 07, 2027
Itinerary:
Fort Lauderdale, Relaxaway Half Moon Cay, Aruba, Cartagena, Panama Canal And Gatun Lake, Gatun Lake And Panama Canal, Gatun Lake, Exit Panama Canal Cristobal, Colon, Enter Panama Canal Cristobal, Limon, Grand Cayman, Fort Lauderdale, Antigua, St Thomas, Tortola, San Juan, Relaxaway Half Moon Cay, Fort Lauderdale
from
$4,289.00
(USD)
Per Person
+ $255.00 taxes/fees
Inside
$4,289.00
Cat: N
$204.24/Night
Outside
$5,239.00
Cat: HH
$249.48/Night
Balcony
$5,899.00
Cat: VH
$280.90/Night
Suite
$9,229.00
Cat: SZ
$439.48/Night
Category N - Flash Special: Book by Sunday 11/23/2025
14-Day Exotic Caribbean In Depth Roundtrip from Barbados
Departing on Mar 13, 2027 on the Seabourn Ovation
Nights: 14
Dates: Mar 13, 2027 through Mar 27, 2027
Itinerary:
Barbados, St Lucia, Montserrat, Antigua, Carambola Beach, Great Harbour, Jost Van Dyke, St Maarten, Frenchman's Cay, Carambola Beach, Trois Ilets, 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
$8,898.00
(USD)
Per Person
Suite
$8,898.00
Cat: V3
$635.57/Night
Departing on Mar 15, 2026 on the Grand Princess
Nights: 7
Dates: Mar 15, 2026 through Mar 22, 2026
Itinerary:
San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan
from
$599.00
(USD)
Per Person
Inside
$599.00
Cat: IE
$85.57/Night
Outside
$662.00
Cat: OZ
$94.57/Night
Balcony
$1,072.00
Cat: BF
$153.14/Night
Suite
$1,097.00
Cat: ME
$156.71/Night
Departing on Jan 03, 2027 on the Crown Princess
Nights: 7
Dates: Jan 03, 2027 through Jan 10, 2027
Itinerary:
San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan
from
$1,152.00
(USD)
Per Person
Inside
$1,152.00
Cat: IF
$164.57/Night
Outside
$1,137.00
Cat: OZ
$162.43/Night
Balcony
$1,452.00
Cat: BF
$207.43/Night
Suite
$1,777.00
Cat: ME
$253.86/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 Dec 14, 2026 on the Brilliant Lady
Nights: 9
Dates: Dec 14, 2026 through Dec 23, 2026
Itinerary:
Miami, Florida, Sailing, Philipsburg, St. Maarten, Tortola, San Juan, Sailing, Beach Club at Bimini, Miami, Florida
Spend two days of self-care at sea sailing from Miami to the beguiling beaches and glowing vibes of Philipsburg, St. Maarten, followed by the lush rainforests and natural wonders of Tortola, British Virgin Islands, then the renowned architecture, unique history and stunning sights of San Juan. After two days of on-board luxury, arrive at the Beach Club at Bimini before finally returning to Miami.
from
$1,252.00
(USD)
Per Person
Inside
$1,252.00
Cat: IN
$139.11/Night
Outside
$1,341.00
Cat: VZ
$149.00/Night
Balcony
$1,701.00
Cat: TZ
$189.00/Night
Suite
$5,400.00
Cat: SS
$600.00/Night
Balmy Island Holiday Roundtrip from Miami
Departing on Dec 21, 2026 on the Vista
Nights: 7
Dates: Dec 21, 2026 through Dec 28, 2026
Ship: Vista
Itinerary:
Miami, Tortola, Charlotte Amalie, Nassau, Miami
from
$2,799.00
(USD)
Per Person
Balcony
$2,799.00
Cat: B5
$399.86/Night
Suite
$4,299.00
Cat: PH3
$614.14/Night
Tropical Island Havens Roundtrip from Miami
Departing on Dec 28, 2026 on the Allura
Nights: 10
Dates: Dec 28, 2026 through Jan 07, 2027
Ship: Allura
Itinerary:
Miami, Charlotte Amalie, Philipsburg, Gustavia, Basseterre, Tortola, Miami
from
$4,099.00
(USD)
Per Person
Balcony
$4,099.00
Cat: B5
$409.90/Night
Suite
$6,999.00
Cat: PH3
$699.90/Night
Departing on Nov 29, 2026 on the Norwegian Bliss
Nights: 12
Dates: Nov 29, 2026 through Dec 11, 2026
Itinerary:
New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, Basseterre, Saint Kitts - Nevis, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, ST THOMAS, VI, Tortola, British Virgin Islands, New York City, Ny
Set sail on a spectacular 12-day round-trip sailing from New York to the Caribbean with Norwegian. In Puerto Plata, visit Fortaleza San Felipe, which was built in the 16th century or head to the Amber Museum, which is filled with a unique collection of valuable Dominican amber. Wander San Juan's picturesque cobblestone streets, plazas and chapels, all reflecting its rich Spanish heritage. And on the island of St. Thomas, witness Charlotte Amalie's breathtaking harbor - once home to pirates but still full of many treasures today.
from
$1,477.50
(USD)
Per Person
Inside
$1,477.50
Cat: IF
$123.13/Night
Outside
$1,877.50
Cat: OB
$156.46/Night
Balcony
$2,127.50
Cat: BF
$177.29/Night
Suite
$2,427.50
Cat: MC
$202.29/Night
Caribbean Celebration 14 nights on board Seven Seas Mariner
Departing on Dec 21, 2026 on the Seven Seas Mariner
Nights: 14
Dates: Dec 21, 2026 through Jan 04, 2027
Itinerary:
Tampa Bay, Cruising The Gulf, George Town, Ocho Rios, Cruising The Caribbean Sea, Oranjestad, Willemstad, Bonaire (Kralendijk), Cruising The Caribbean Sea, Basseterre, Philipsburg, Tortola, Cruising The Atlantic Ocean, Miami
from
$8,299.00
(USD)
Per Person
Suite
$8,299.00
Cat: H
$592.79/Night