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Explore the Caribbean

Virgin Islands Beach Trips

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Make your next vacation to paradise come alive with one of Adventure Life's 41 incredible beach vacations and tours in 2026 and 2027 to the U.S. Virgin Islands in the Caribbean Sea! Soak up the sun and immerse yourself in the stunning beauty of this Caribbean paradise. Experience small ship sailing trips, local village visits, snorkeling activities and so much more! Don't miss out on this opportunity for a memorable escape - contact one of our U.S Virgin Island beach vacation specialists today!
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Visit beautiful Norman Island
from $9,990
Save $150
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Vibes of the Virgin Islands

St Thomas Roundtrip - 8 Day Itinerary aboard Emerald Sakara
  • Explore Saint John's pristine beach
  • Stroll Philipsburg's lively markets
  • Snorkel Norman Island's caves
  • Visit 'The Baths' in Virgin Gorda
Starts / Ends
St. Thomas / St. Thomas
Activity Level
Variable
Set sail on an 8-day Caribbean cruise aboard Emerald Sakara from Saint Thomas to discover the Caribbean’s finest destinations. Explore the stunning beaches of Virgin Gorda, snorkel in Norman Island’s clear waters, and experience Anguilla’s vibrant beauty.
Cruise Details
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Lush green forests and clear blue waters of the Caribbean
from $5,000
Up to 40%
EXPLORE

San Juan to San Juan

San Juan Roundtrip - 8 Day Itinerary aboard Silver Dawn
  • Snorkel Trunk Bay reefs in St John
  • Witness Gustavia harbor views
  • Ride horses along Antigua beaches
  • Enjoy swimming at Jost Van Dyke
Starts / Ends
San Juan / San Juan
Activities
Hiking, Wildlife Viewing, Rainforest Exploration, Kayaking
Activity Level
Variable
Depart from San Juan and explore Caribbean islands on an 8-day cruise aboard Silver Dawn. Visit St John, Gustavia, Antigua, Martinique, St Kitts, and Jost Van Dyke. Swim in clear waters, snorkel vibrant reefs, hike rainforest trails, and relax on white sand beaches. Discover a mix of nature, culture, and coastal views.
Cruise Details
0
Islands of the Caribbean
from $7,990
Save $150
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Quintessential Caribbean

San Juan - St Thomas - 8 Day Itinerary aboard Emerald Sakara
  • Relax on Prickly Pear Cays' beaches
  • Visit Guadeloupe’s fishing village
  • Visit port of Falmouth Harbor
  • Wander through lively Cruz Bay
Starts / Ends
San Juan / St. Thomas
Activity Level
Variable
Embark on an 8-day Caribbean cruise aboard the Emerald Sakara. Explore the vibrant culture of San Juan, the charm of Saint John, the tranquil beaches of Nevis, the picturesque village of Deshaies, the historic allure of Falmouth Harbor, the lively streets of Gustavia, and the pristine beauty of Prickly Pear Cays.
Cruise Details
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Explore the famous rock formations of the baths
from $6,295
Save $150
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Eastern Caribbean with St. Barths

Bridgetown - Philipsburg - 8 Day Itinerary aboard Emerald Sakara
  • Explore Bridgetown rich heritage
  • Enjoy Soufriere sulfur springs
  • See St. John's Nelson's Dockyard
  • Experience Gustavia Creole cuisine
Starts / Ends
Bridgetown / Philipsburg
Activity Level
Variable
Set sail on an 8-day Eastern Caribbean cruise from Bridgetown on Emerald Sakara, visiting St. Lucia's mud baths, Antigua's Nelson's Dockyard, and the stunning beaches of Iles des Saintes. End your journey in Philipsburg, the lively capital of Dutch Sint Maarten.
Cruise Details
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Learn about Spanish colonial history in Old San Juan
from $6,745
Save $150
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Caribbean Yachting Discovery

St John's - San Juan - 8 Day Itinerary aboard Emerald Kaia
  • Discover Basseterre architecture
  • See Iles des Saintes Fort Napoleon
  • Walk Gustavia painted wooden houses
  • Tour Virgin Gorda granite boulders
Starts / Ends
St. John's / San Juan
Activities
Local Market Visits, Archaeological Site Visits, Village Visits
Activity Level
Variable
Set sail on an 8-day Caribbean cruise aboard the Emerald Kaia from Antigua, visiting St. Kitts, Guadeloupe, and Saint-Barthelemy, before exploring the British Virgin Islands' iconic sites. End your journey in San Juan, Puerto Rico, the oldest European settlement in the Americas.
Cruise Details
0
Bright blue waters of the Caribbean
from $5,360
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Pearls of the Caribbean

Fort-de-France Roundtrip - 8 Day Itinerary aboard Le Bougainville
  • Wander at Fort-de-France Harbor
  • Discover Union Island Beaches
  • Snorkel at Tobago Cays Reefs
  • Swim Pompierre Beach Les Saintes
Starts / Ends
Fort de France / Fort de France
Activity Level
Variable
Embark on an 8-day Caribbean cruise from Martinique through the Grenadines aboard Le Bougainville. Explore vibrant towns, secluded beaches, coral reefs, tropical islands, and volcanic landscapes. Snorkel, swim, stroll along scenic shores, and enjoy historic sites.
Cruise Details
0
Tropical Caribbean Beach in Martinique
from $2,010
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Antigua Roundtrip

Roundtrip St. John - 8 Day Itinerary aboard Star Clipper
  • Explore St. John's dockyards
  • Tour Basseterre colonial history
  • Hike St. Kitts rainforests
  • Swim South Friars Bay waters
Starts / Ends
St. John's / St. John's
Activity Level
Variable
Join an 8-day Caribbean cruise from St. John's, Antigua, on the Star Clipper, exploring destinations like St. Barts, St. Kitts, and Martinique. Experience snorkeling, historic tours, and diverse beaches while enjoying the beauty of the French and British West Indies.
Cruise Details
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Gustavia Harbor in St. Barths
from $9,990
Save $150
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Cruising the Leeward Islands

Roundtrip Marigot - 8 Day Itinerary aboard Emerald Azzurra
  • Explore Anguilla’s coral coastlines
  • Visit Virgin Gorda granite boulders
  • Discover Norman Island's coves
  • Relax on Anegada’s remote sands
Starts / Ends
Marigot / Marigot
Activity Level
Variable
Set sail on an 8-day Caribbean cruise with Emerald Azzurra. Start in Marigot, then visit Anguilla’s coral beaches, Virgin Gorda’s Baths, Jost Van Dyke’s Bubbly Pool, and Anegada’s sandy shores. Explore Saba’s trails and Bonaire’s marine life before ending in Gustavia. Enjoy a luxury cruise with varied landscapes and activities.
Cruise Details
0
Relax on the pristine beaches of the Virgin Islands
from $8,095
Save $150
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Tropical Charms of the Caribbean

Roundtrip Sint Maarten - 10 Day Itinerary aboard Emerald Sakara
  • Tour St. John's Nelson's Dockyard
  • Tour Iles des Saintes Fort Napoleon
  • Visit Friars Bay Brimstone Hill
  • Wander Virgin Gorda The Baths rocks
Starts / Ends
Philipsburg / Philipsburg
Activity Level
Variable
Experience a 10-day cruise from Philipsburg, Sint Maarten, aboard the Emerald Sakara, visiting stunning beaches and local markets in Guadeloupe and exploring the British Virgin Islands. Enjoy unique landscapes in Montserrat and relax on Virgin Gorda's beautiful shores before returning to Philipsburg.
Cruise Details
0
Panoramic view from Shirley Heights, Antigua, showing English Harbor and Caribbean landscape
from $6,995
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Pirate Islands With A Yachtie Vibe

Philipsburg Roundtrip - 8 Day Itinerary aboard Sea Cloud Spirit
  • Explore Gustavia harbor
  • Visit Shirley Heights, Antigua
  • Explore The Baths, Virgin Gorda
  • Sail Sir Francis Drake Channel
  • Experience Virgin Islands fun
Starts / Ends
Philipsburg / Philipsburg
Activity Level
Variable
Sail 8 days aboard Sea Cloud Spirit on a Caribbean round-trip from Philipsburg, St. Maarten. Explore Gustavia, St. John’s, Virgin Gorda, Jost van Dyke, and Norman Island with beaches, sailing, and historic sights.
Cruise Details
0
Relax on the white sandy beaches of the Caribbean
from $2,010
Air Credit
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Treasure Islands

Roundtrip St Maarten - 8 Day Itinerary aboard Star Flyer
  • Visit Gustavia French boutiques
  • Hike Jost Van Dyke scenic trails
  • Tour Tortola to see Soper's Hole
  • Explore Basseterre landmarks
Starts / Ends
Philipsburg / Philipsburg
Activity Level
Variable
Set sail on an 8-day Caribbean cruise aboard the Star Flyer, starting and ending in Philipsburg, St. Maarten. Explore scenic spots like St. Barts, Jost Van Dyke, Virgin Gorda, and Anguilla, blending natural beauty and rich history.
Cruise Details
0
The crystal blue water of Jost van Dyke
from $2,060
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Antigua to Antigua

Roundtrip St. John - 8 Day Itinerary aboard Star Clipper
  • Explore Antigua harbor docks
  • Swim Virgin Gorda baths
  • Enjoy Anguilla beach resorts
  • Tour St Kitts plantations
Starts / Ends
St. John's / St. John's
Activities
Snorkeling, Small Ship Sailing
Activity Level
Variable
8-day itinerary from St John's Antigua aboard Star Clipper calling at St Barts, BVI islands including Norman Island, Virgin Gorda, Jost van Dyke, Anguilla and St Kitts. Route includes historic harbors, small towns, beaches and sailing passages across the Caribbean.
Cruise Details
0
1-12 of 41 Results

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Hike through meadows and ruins on St. Johns
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