Skip to content Skip to footer

Second Chance

Sail the Caribbean in Style on Second Chance!

Discover paradise aboard “Second Chance,” our luxurious Lagoon 380 Catamaran. This spacious vessel comfortably accommodates up to 12 guests, ensuring a perfect day on the stunning Caribbean waters.

Whether you’re soaking up the sun on the expansive bow trampolines or relaxing in the shade of the fully-covered cockpit, you’ll enjoy every moment in complete comfort.

Second Chance Trips

Discover the Caribbean in a Full-Day Adventure!

Embark on an unforgettable day on the beautiful Caribbean Sea aboard one of our spacious catamarans. Designed to accommodate up to 12 guests comfortably, these vessels provide the perfect setting for a day of relaxation and exploration.

Soak up the sun on the bow trampolines or find shade and a cool breeze in the fully-covered cockpit with ample seating.

On the day of your charter, we’ll collaborate with you to craft a personalized itinerary that caters to your preferences. Your day could include multiple snorkeling spots to see vibrant marine life and stunning coral reefs, relaxing on pristine white sandy beaches, or visiting some of the Caribbean’s most famous beach bars and restaurants.

USVI Sunset Trip on Second Chance! – $150 Per Person!

(Minimum of 6 or $900 Trip Buy Out – Max of 12 people)

We pick up at the AYH Marina in Redhook on St. Thomas or the national park dock on St. John at 5:15pm and return around 8:15pm. Included is the boat fee, fuel, captain and crew charges, a charcuterie board, 1 bottle of white wine (no red wine allowed on board), gin/vodka/whiskey cocktails with mixers, sodas, and water. Gratuities for captain and crew are the only thing not included.

USVI Half Day Trip Experience the Caribbean Like Never Before!

Set sail on a half-day adventure across the stunning Caribbean Sea aboard one of our spacious catamarans. Perfectly sized to comfortably accommodate up to 12 guests, our catamarans offer the ultimate in relaxation and fun.

Lounge in the sun on the bow trampolines or enjoy the cool breeze in the shaded, fully-covered cockpit with ample seating. We’ll work with you to create a personalized itinerary for your charter day, tailored to your desires. This can include snorkeling at a vibrant reef and relaxing on a pristine white sandy beach.

BVI Jost Day Trip: Sail to Paradise in the British Virgin Islands!

Join us for a day trip to the stunning island of Jost Van Dyke aboard our luxurious catamaran. Spend your day lounging on the pristine white sandy beaches of White Bay, sipping on refreshing cocktails, and enjoying a delicious lunch at renowned spots like Soggy Dollar or Hendo’s.

Before heading back to St. Thomas/St. John, we’ll swing by Great Harbor for a drink at the famous Foxy’s and Corsairs.

Don’t miss out on this incredible adventure to one of the Caribbean’s most beautiful destinations. Book online today and get ready for an unforgettable day in paradise!

BVI Baths Overnight Catamaran Adventure: Experience the Magic of the Baths at Dawn!

Join us for an unforgettable overnight adventure to the stunning Baths in the British Virgin Islands. Departing from St. Thomas or St. John at 12 PM, you’ll enjoy a scenic sail while indulging in a beautiful fruit tray and a well-crafted lunch as we head to the BVI for customs check-in.

Spend a few delightful hours at White Bay or Great Harbor before setting course for the Baths. Enjoy a gourmet dinner prepared and served onboard, with options to dine alfresco under the stars or in the elegant salon.

At first light, your crew will guide the catamaran to the Baths, allowing you to be among the first to explore this iconic destination. Swim through the crystal-clear waters and enjoy the breathtaking beauty of the Baths in peace and solitude before the crowds arrive.

3 Day, 2 night Term Charter Experience

Embark on a Seafaring Odyssey: Multi-Day Sailing in the US and British Virgin Islands. Set sail on a journey of discovery and adventure through the pristine waters of the US and British Virgin Islands. Our multi-day sailing experience offers the ultimate escape into paradise, where every moment is filled with breathtaking beauty and unforgettable memories.

4 Day, 3 night Term Charter Experience

Experience the magic of a multi-day ocean tour through the captivating US and British Virgin Islands. Navigate the serene, azure waters on a journey filled with exploration and excitement. Our extended sailing adventure is the perfect retreat into paradise, ensuring you leave with treasured memories and a heart full of awe for this breathtaking destination.

– Book This Boat Now! –

Trip Packages

– SECOND CHANCE –

USVI Full Day Trip

$1250for up to 6 guests

$150 per additional guest
(up to 12 guests total).

Includes:
  • Full-day boat fee
  • Morning fruit tray
  • Ice-cold Coca Cola products, water
  • 12-pack of light beer
  • 1 gallon of Painkiller or Rum Punch (your choice)
  • Snacks available throughout the day
  • Delicious turkey wrap lunch
  • Captain and crew fee
    Water activity equipment: snorkeling gear, pool noodles, sea hammocks, and paddleboards.

Not Included: Additional alcohol, gratuities (20% industry standard).

Grab This Deal

USVI Sunset Trip

$150 Per Personminimum of 6 or $900 trip buy out

Max of 12 people

Includes:
  • We pick up at the AYH Marina in Redhook on St. Thomas or the national park dock on St. John at 5:15pm and return around 8:15pm
  • Boat fee, fuel, captain and crew charges
  • A charcuterie board
  • 1 bottle of white wine (no red wine allowed on board)
  • Gin/vodka/whiskey cocktails with mixers, sodas, and water.

Not Included: Gratuities for captain and crew (20% industry standard).

Grab This Deal

USVI Half Day Trip

$800for up to 4 guests

$75 per additional guest
(up to 12 guests total).

Includes:
  • Captain and crew fee
  • Ice-cold Coca Cola products, water
  • 12-pack of light beer
  • 1 gallon of Painkiller or Rum Punch (your choice)
    Snacks
  • Water activity equipment: snorkeling gear, pool noodles, sea hammocks, and paddleboards.

Not Included: Additional alcohol, gratuities (20% industry standard).

Grab This Deal

BVI Jost Van Dyke Day Trip

$1300for up to 6 guests

$150 per additional guest
(up to 12 guests total).

Includes:
  • Ice, water, snacks
    Ice-cold Coca Cola products
  • 12-pack of light beer
  • 1 gallon of Rum Punch or Painkiller

Not Included: BVI customs fee ($85 per person), lunch and alcohol purchased in Jost Van Dyke, gratuities (20% industry standard).

Grab This Deal

BVI Baths Overnight Adventure

$2000for up to 4 adults

$200 per additional adult (up to 6 adults total), $50 per child.

Includes:
  • Boat, fuel, captain and crew fee
  • Cabins with towels and bedding
  • Dinner, snacks, soda, water, light beer
  • 1 gallon of Rum Punch or Painkiller
  • Light breakfast

Not Included: BVI customs fee ($85 per person), lunch in Jost Van Dyke (if requested), gratuities (20% industry standard).

Grab This Deal

3 Day, 2 night Term Charter Experience

$6000first 2 passengers included

$900 per additional passenger (up to 6 total).

Includes:
  • Boat, fuel, captain and crew fee
  • Cabins with towels and bedding
  • Dinner, snacks, soda, water, light beer
  • 1 gallon of Rum Punch or Painkiller
  • Light breakfast
  • Lunch each day onboard
  • All dinners while on charter, except one meal. You will dinghy ashore for dinner.

Not Included:
• BVI customs fee ($85 per person).
• Any alcohol not purchased in the booking as a package for the trip
• Gratuities appreciated (20% industry standard)

Grab This Deal

4 Day, 3 night Term Charter Experience

$8000First 2 passengers included

$1200 per additional passenger (up to 6 total).

Includes:
  • Boat, fuel, captain and crew fee
  • Cabins with towels and bedding
  • Dinner, snacks, soda, water, light beer
  • 1 gallon of Rum Punch or Painkiller
  • Light breakfast
  • Lunch each day onboard
  • All dinners while on charter, except one meal. You will dinghy ashore for dinner.

Not Included:
• BVI customs fee ($85 per person).
• Any alcohol not purchased in the booking as a package for the trip
• Gratuities appreciated (20% industry standard)

Grab This Deal
Lagoon 380 Catamaran

Discover paradise aboard “Second Chance,” our luxurious Lagoon 380 Catamaran. This spacious vessel comfortably accommodates up to 12 guests, ensuring a perfect day on the stunning Caribbean waters.

Yacht TypeLagoon 380 CatamaranLength38 ft.Capacity12 PeopleShare