Trellis Travel
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British Virgin Islands

(20 offers included)
Departing on Nov 16, 2025 on the Star Pride
Nights: 7
Dates: Nov 16, 2025 through Nov 23, 2025
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
$2,159.00
(USD)
Per Person
Suite
$2,159.00
Cat: SP
$308.43/Night
Departing on Dec 14, 2025 on the Explora II
Nights: 15
Dates: Dec 14, 2025 through Dec 29, 2025
Ship: Explora II
Itinerary:
Bridgetown, Bequia, Port of Spain, Martinique/Fort de France, Little Bay, Tortola/Road Town, Miami, Ocean Cay, Charlotte Amalie (Saint Thomas), Spanish Town (Virgin Gorda), Marigot, San Juan
Create wonderful new festive traditions on your sun-hazed exploration of the Caribbean's most spectacular sites, all while relishing the finest relaxation, pampering and luxury wellbeing experiences aboard EXPLORA II. Savour delicate cocktails and soothing treatments on your way to secluded island wonders. Float along azure waters from dazzling Barbados, circling through the colourful majestic scenery of the British Virgin Islands, Trinidad and the Ocean Cay Marine Reserve.
from
$7,985.00
(USD)
Per Person
Suite
$7,985.00
Cat: OT1
$532.33/Night
Caribbean & Central America Cruise San Juan to Bridgetown
Departing on Feb 06, 2027 on the Silver Shadow
Nights: 10
Dates: Feb 06, 2027 through Feb 16, 2027
Itinerary:
San Juan, Jost Van Dyke (British Virgin Islands), Gustavia, St Barthelemy, Basseterre, St. Kitts, Little Bay, Montserrat, Les Saintes, Roseau, Trois Ilets, Castries, St George's, Bridgetown
from
$5,600.00
(USD)
Per Person
Suite
$5,600.00
Cat: VI
$560.00/Night
14-Day Exotic Caribbean In Depth Roundtrip from Barbados
Departing on Dec 19, 2026 on the Seabourn Ovation
Nights: 14
Dates: Dec 19, 2026 through Jan 02, 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
$8,999.00
(USD)
Per Person
Suite
$8,999.00
Cat: V1
$642.79/Night
Eclectic Caribbean Roundtrip from Miami
Departing on Dec 10, 2025 on the Allura
Nights: 11
Dates: Dec 10, 2025 through Dec 21, 2025
Ship: Allura
Itinerary:
Miami, Nassau, San Juan, Basseterre, Bridgetown, Castries, St. John's, Tortola, Miami
from
$5,499.00
(USD)
Per Person
Balcony
$5,499.00
Cat: A1
$499.91/Night
Suite
$14,099.00
Cat: VS
$1,281.73/Night
Departing on Mar 03, 2026 on the Explora II
Nights: 7
Dates: Mar 03, 2026 through Mar 18, 2026
Ship: Explora II
Itinerary:
San Juan, St. George's (Grenada), Bequia, Bridgetown, Martinique/Fort de France, Gustavia, Basseterre, San Juan, Road Bay, St. John's (Antigua), St. Maarten/Philipsburg, Spanish Town (Virgin Gorda), Miami
from
$7,920.00
(USD)
Per Person
Suite
$7,920.00
Cat: OT2
$1,131.43/Night
Discover the Pearls of the Caribbean Sint Maarten to Bridgetown
Departing on Nov 27, 2027 on the Emerald Sakara
Nights: 14
Dates: Nov 27, 2027 through Dec 11, 2027
Itinerary:
Philipsburg, Sint Maarten, Basseterre, St. Kitts and Nevis, Anguilla, Virgin Gorda, British Virgin Islands, Gustavia, Saint Barthélemy, Philipsburg, Sint Maarten, Virgin Gorda, British Virgin Islands, Gustavia, Saint Barthélemy, Charlestown, Saint Kitts and Nevis, St. John’s, Antigua and Barbuda, Îles des Saintes, Guadeloupe, Soufrière, Saint Lucia, Bridgetown, Barbados
From the pastel ports of Saint Barthélemy to the sulphur springs of St. Lucia and beyond, experience a curated Caribbean escape rich in culture, colour, and coastal beauty.
from
$11,465.00
(USD)
Per Person
Outside
$11,465.00
Cat: D
$818.93/Night
Balcony
$14,965.00
Cat: B
$1,068.93/Night
Suite
$21,665.00
Cat: T
$1,547.50/Night
Caribbean yachting hideaways San Juan to St John's
Departing on Feb 14, 2026 on the Emerald Azzurra
Nights: 7
Dates: Feb 14, 2026 through Feb 21, 2026
Itinerary:
San Juan, Puerto Rico, Culebra Island & Vieques Island, Puerto Rico, St. John, U.S. Virgin Islands, Jost Van Dyke, British Virgin Islands, Gustavia, Saint Barthélemy, Philipsburg, Sint Maarten, 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
$5,420.00
(USD)
Per Person
Balcony
$5,420.00
Cat: B
$774.29/Night
14-Day Southern Caribbean Adventurer Roundtrip from San Juan
Departing on Feb 07, 2027 on the Crown Princess
Nights: 14
Dates: Feb 07, 2027 through Feb 21, 2027
Itinerary:
San Juan, St Thomas, St Maarten, Antigua, Dominica, Barbados, San Juan, Tortola, St Kitts, Dominica, Grenada, Barbados, San Juan
from
$2,046.00
(USD)
Per Person
Inside
$2,046.00
Cat: IF
$146.14/Night
Outside
$2,516.00
Cat: OZ
$179.71/Night
Balcony
$3,031.00
Cat: BF
$216.50/Night
Suite
$3,646.00
Cat: ME
$260.43/Night
Departing on Feb 01, 2027 on the Norwegian Bliss
Nights: 12
Dates: Feb 01, 2027 through Feb 13, 2027
Itinerary:
New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, ST THOMAS, VI, Tortola, British Virgin Islands, Basseterre, Saint Kitts - Nevis, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, 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
Golden Caribbean Strands Roundtrip from Miami
Departing on Feb 23, 2027 on the Marina
Nights: 10
Dates: Feb 23, 2027 through Mar 05, 2027
Ship: Marina
Itinerary:
Miami, San Juan, Basseterre, Philipsburg, Tortola, Puerto Plata, Great Stirrup Cay, Miami
from
$2,999.00
(USD)
Per Person
Inside
$2,999.00
Cat: G
$299.90/Night
Outside
$3,799.00
Cat: C
$379.90/Night
Balcony
$4,399.00
Cat: B4
$439.90/Night
Suite
$6,199.00
Cat: PH3
$619.90/Night
Departing on Nov 06, 2027 on the Azamara Quest
Nights: 15
Dates: Nov 06, 2027 through Nov 21, 2027
Itinerary:
San Juan, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua, Saint- Pierre, Port Elizabeth, Bequia, Saint George's, Grenada, Scarborough, Tobago, Bridgetown, Castries, Roseau, Basseterre, St.Kitts, Charlestown, Nevis, Philipsburg, Road Town, Tortola, San Juan
from
$3,929.00
(USD)
Per Person
Inside
$3,929.00
Cat: 12
$261.93/Night
Outside
$4,919.00
Cat: 08
$327.93/Night
Balcony
$6,109.00
Cat: V3
$407.27/Night
Suite
$8,909.00
Cat: N2
$593.93/Night
Caribbean: St. Thomas & Dominican Republic Roundtrip from Orlando-Beaches-Port Canaveral, Fl
Departing on Jan 06, 2027 on the Norwegian Escape
Nights: 9
Dates: Jan 06, 2027 through Jan 15, 2027
Itinerary:
Orlando-Beaches-Port Canaveral, Fl, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, ST THOMAS, VI, Tortola, British Virgin Islands, Great Stirrup Cay, Bahamas, Orlando-Beaches-Port Canaveral, Fl
On the island side of things, you will never be short of Insta-worthy photos in the most colorful city of The Caribbean, San Juan. Not only is the island rich in color, but in food, too! Go scuba diving along the coast of Puerto Plata and end the day with refreshing drinks made with local Dominican rums. Take a walk on the Dutch side of the Caribbean island, Saint Martin, where the dock is practically attached to the sun-soaked beach.
from
$1,322.34
(USD)
Per Person
Inside
$1,322.34
Cat: IF
$146.93/Night
Outside
$1,692.34
Cat: OB
$188.04/Night
Balcony
$1,902.34
Cat: BF
$211.37/Night
Suite
$2,152.34
Cat: MC
$239.15/Night
Caribbean, 21 Nights (Q628A) Roundtrip from Miami, FL, USA
Departing on Oct 15, 2026 on the Queen Elizabeth
Nights: 21
Dates: Oct 15, 2026 through Nov 05, 2026
Itinerary:
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, Grand Turk, Curacao, Antilles, Bonaire, Aruba, Aruba, Aruba, Miami, FL, USA
This 21-night voyage brings plenty of time to relax on board and explore unique cultures ashore. Lush St. Lucia, vibrant Barbados, and idyllic Turks and Caicos are just a few islands that beckon.
from
$2,139.00
(USD)
Per Person
Inside
$2,139.00
Cat: IF
$101.86/Night
Outside
$2,649.00
Cat: FC
$126.14/Night
Balcony
$3,349.00
Cat: CA
$159.48/Night
Suite
$8,889.00
Cat: P2
$423.29/Night
Quintessential Caribbean San Juan to St Thomas
Departing on Feb 13, 2027 on the Emerald Sakara
Nights: 7
Dates: Feb 13, 2027 through Feb 20, 2027
Itinerary:
San Juan, Puerto Rico, Cruz Bay, Saint John, US Virgin Islands, Nevis, Saint Kitts and Nevis, Deshaies, Guadeloupe, Falmouth Harbour, Antigua and Barbuda, Gustavia, Saint Barthélemy, Prickly Pear Cays, Virgin Gorda, British Virgin Islands, Saint Thomas, US Virgin Islands
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
$9,810.00
Cat: T
$1,401.43/Night
14-Day Caribbean Gems In Depth Roundtrip from St Maarten
Departing on Feb 20, 2027 on the Seabourn Ovation
Nights: 14
Dates: Feb 20, 2027 through Mar 06, 2027
Itinerary:
St Maarten, Frenchman's Cay, Carambola Beach, Trois Ilets, Port Elizabeth, Grenada, Barbados, St Lucia, Montserrat, Antigua, Carambola Beach, Great Harbour, Jost Van Dyke, St Maarten
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
$8,399.00
(USD)
Per Person
Suite
$8,399.00
Cat: V1
$599.93/Night
Departing on Jan 23, 2026 on the Norwegian Breakaway
Nights: 11
Dates: Jan 23, 2026 through Feb 03, 2026
Itinerary:
New York City, Ny, PUERTO PLATA, DOMINICAN REPUBLIC, San Juan, Pr, ST THOMAS, VI, PHILIPSBURG ST MAARTEN, NETHERLAND ANTILLES, Tortola, British Virgin Islands, New York City, Ny
Turn your paradise daydreams into a sun-kissed vacation in The Caribbean on Norwegian Breakaway. Explore the oldest town in the Eastern Caribbean – Basseterre – on a guided tour that highlights the area’s French and British influences, and soak in incredible views of the island’s golden beaches. Recline on a catamaran in St. Thomas while sailing to Turtle Cove to snorkel among colorful tropical fish and green sea turtles.
from
$1,151.93
(USD)
Per Person
Inside
$1,151.93
Cat: IX
$104.72/Night
Outside
$1,461.93
Cat: OB
$132.90/Night
Balcony
$1,641.93
Cat: BX
$149.27/Night
Suite
$1,851.93
Cat: MX
$168.36/Night
Departing on Dec 18, 2026 on the Azamara Journey
Nights: 18
Dates: Dec 18, 2026 through Jan 05, 2027
Itinerary:
San Juan, Charlotte Amalie, St. Thomas, Virgin Gorda, St. John's, Antigua, Gustavia, Saint- Pierre, Port Elizabeth, Bequia, Scarborough, Tobago, Mayreau, Grenadines, Bridgetown, Oranjestad, Willemstad, Castries, Charlestown, Nevis, Frederiksted, Saint Croix, San Juan
from
$4,609.00
(USD)
Per Person
Inside
$4,609.00
Cat: 11
$256.06/Night
Outside
$5,349.00
Cat: 08
$297.17/Night
Balcony
$6,539.00
Cat: V3
$363.28/Night
Suite
$11,039.00
Cat: N2
$613.28/Night
Dates: May 03, 2022 through Nov 09, 2027
Location(s):
Tortola Island
Soak up the sun on Cane Garden Bay Beach, get panoramic views of Road Town via hillside, and more on this scenic beach tour near Romney-Pier Park.
from
$65.00
(USD)
Per Person
14-Day Exotic Caribbean In Depth Roundtrip from Barbados
Departing on Jan 23, 2027 on the Seabourn Ovation
Nights: 14
Dates: Jan 23, 2027 through Feb 06, 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
$8,399.00
(USD)
Per Person
Suite
$8,399.00
Cat: V1
$599.93/Night