Two Oceans - Winter Description
Step aboard TWO OCEANS for an extraordinary charter experience
* 2023 Bali 5.4 Catamaran: A perfect blend of innovative design and unmatched luxury
* Signature Bali garage door: Opens to panoramic views, bringing the outdoors in
* Solid foredeck & spacious sundeck: Ideal for sunbathing and relaxation
* Indoor/Outdoor dining options: Seamlessly designed for enjoying meals in any setting
* Open, breezy layout: Embrace the vibrant surroundings of the Caribbean
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Exquisite living spaces for ultimate comfort
* Three distinct areas: Main salon, flybridge, and foredeck for flexibility and exclusivity
* Fine linens & premium dining settings: Every detail is thoughtfully curated for luxury
* Full suite of water toys: Enhance your adventure on the water
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A bespoke journey tailored just for you
* Experienced crew dedicated to creating your perfect escape
* Unforgettable, personalized experiences await on board TWO OCEANS
Cruising Area of Two Oceans - Winter
Accommodations
Possible 9pax
Cabins mentioned are for guests.
Guests: 3 Queen, 1 twin + 4 WCs, 1 front peak + WC,
Crew: 1 aft triple cabin + WC.
Specification
Water Sports
Dinghy Highfield 4m + motor Suzuki 60HP
2 sea scooters
1 Sea-NXT
Wakeboard
Water skis
Inflatable kayak 2pax
Banana Tube 3pax
2 SUPs
Floating mats
Snorkeling equipment
Anti-jellyfish pool
Scuba Diving 
There are multiple dive sites that the yacht can visit throughout the offered Caribbean locations.
Expect to pay around $120 per person for a 2-tank dive where the dive company can supply all the necessary gear and cylinders. This is typically a 3 - 4-hour morning activity.
Entertainment
STARLINK Internet
A/C in cabins and salon
Microwaves
Hardtop
Dishwasher for 9 Sets
Blinds
LED Sub Marine Lights
Hydraulic platform
Cuisine
Green Initiatives
REVIVE Multi-Stage Water Treated System for Drinking water. This system eliminates the need to purchase plastic water bottles. https://www.revivewatersystems.com/the-system
Two Oceans - Winter Crew Profile
Captain
Chef
Meet Captain Gordon
Nationality: American
Languages: English, Spanish (semi-fluent)
Born and raised on the shores of Lake Erie in Buffalo, NY, Gordon Holden has been drawn to the water his entire life. Summers spent sailing, swimming, and waterskiing with family - both in New York and at Lake Muskoka in Ontario - laid the foundation for a lifelong love of the sea. Gordon and his three brothers learned to sail on their family’s 33ft C&C monohull, and he’s never looked back.
After earning a degree in Business Administration and History, Gordon spent time in the corporate world before trading his desk for a helm. He honed his hospitality skills working in high-end establishments in East Hampton and Montauk, NY, and later earned his captain’s credentials, launching a full-time career on the water. His journey has taken him from flotilla charters in Greece and Croatia to term charters throughout the Virgin Islands.
Gordon is known for his calm confidence, thoughtful leadership, and genuine care for his guests. Whether he’s navigating to a secluded bay, sharing stories over cocktails, or helping plan the perfect island adventure, he brings a relaxed yet professional energy to every charter.
Guests often describe Gordon as quietly adventurous, deeply knowledgeable, and effortlessly personable. He’s the kind of captain who makes you feel safe, seen, and ready to enjoy every moment of your journey.
Meet Chef Anita
Nationality: South African
Languages: English (native), Afrikaans (fluent)
Raised in the picturesque coastal town of Plettenberg Bay along South Africa’s Garden Route, Anita Gerber grew up surrounded by natural beauty, fresh ingredients, and a culture of warm hospitality. Today, she brings that same spirit to the Caribbean scene.
Anita’s culinary style is vibrant, fresh, deeply personal, and creative. She is the heart of the yacht, where her dishes reflect both her roots and her travels, always crafted with creativity and love. With her approachable nature and dedication to creating a welcoming atmosphere, Anita ensures every guest feels at home from the moment they step aboard.
Anita’s magic goes beyond the galley - her genuine joy in connecting with people makes every moment onboard feel special, whether she’s serving a sunset dinner, sharing a laugh, or helping guests feel at home. Anita’s previous roles in boutique hotels and as a TEFL tutor reflect her adaptability, leadership, and warmth. She’s a natural multitasker, equally comfortable managing deck operations or curating a themed celebration onboard. Guests often say Anita makes them feel like family - and that’s exactly the kind of energy she brings to every charter.
Two Oceans - Winter Calendar
AvailableBookedHold (can be challenged)Unavailable| Sep 2025 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | |
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| Oct 2025 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Nov 2025 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | |
| Dec 2025 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Jan 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Feb 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | |||
| Mar 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Apr 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | |
| May 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Jun 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | |
| Jul 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Aug 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 | 31 |
| Sep 2026 | 1 | 2 | 3 | 4 | 5 | 6 | 7 | 8 | 9 | 10 | 11 | 12 | 13 | 14 | 15 | 16 | 17 | 18 | 19 | 20 | 21 | 22 | 23 | 24 | 25 | 26 | 27 | 28 | 29 | 30 |
Two Oceans - Winter Reservations & Port Locations
| Start Date | End Date | Details (Holds can be challenged) |
|---|---|---|
| Nov 06, 2025 | Nov 10, 2025 | Boat Show: Yacht Haven Grand to Yacht Haven Grand |
| Dec 20, 2025 | Dec 27, 2025 | Booked: St Martin to St Martin |
| Dec 28, 2025 | Jan 03, 2026 | Booked: St Martin to St Martin |
| Jan 04, 2026 | Jan 11, 2026 | Booked: St Martin to St Martin |
| Jan 18, 2026 | Jan 25, 2026 | Hold: St Martin to St Martin |
| Jan 27, 2026 | Feb 05, 2026 | Booked: St Martin to St Martin |
| Feb 15, 2026 | Feb 22, 2026 | Booked: Bequia to Bequia |
| Mar 16, 2026 | Mar 23, 2026 | Hold: Bequia to Grenada, St Georges |
| Apr 18, 2026 | Apr 25, 2026 | Booked: Grenada, St Georges to Grenada, St Georges |
| May 26, 2026 | Jun 02, 2026 | Booked: St. Vincent - Blue Lagoon Resort and Marina to Grenada, St Georges |
Two Oceans - Winter Rates / week
The prices shown are for the entire yacht for a week-long (7 nights) charter.Low price: $26,000
High price: $38,000
| Season | 2 Pax | 3 Pax | 4 Pax | 5 Pax | 6 Pax | 7 Pax | 8 Pax |
|---|---|---|---|---|---|---|---|
| 2025 Summer | $26,000 | $31,000 | $32,000 | $33,000 | $34,000 | $35,000 | $36,000 |
| 2025/26 Winter | $26,000 | $33,000 | $34,000 | $35,000 | $36,000 | $37,000 | $38,000 |
| 2026 Summer | $26,000 | $33,000 | $34,000 | $35,000 | $36,000 | $37,000 | $38,000 |
Yacht terms: All Inclusive
An all-inclusive charter covers all provisioning and running expenses. This includes a captain and crew that is fully trained and committed to your safety and enjoyment of your trip. A chef will provide the kind of exceptional, personalized meal preparation that you would expect of a five-star restaurant. The listed rate may not include all local taxes, cruising permits, premium beverages and scuba activities. Inquire for more information.
ADDITIONAL RATE DETAILS
General
Minimum 5-nights, inquire for less;
For 6-night charters, divide weekly rate by 7 nights X 6 nights;
For 5 nights or less, divide weekly rate by 6 nights X number of nights;
Child Discount: $100 off per child under 12 at time of charter.
Sleep Aboard: 50% of the daily rate. Boarding from 4 PM. Guests to dine off the yacht that evening.
HALF-BOARD: Includes: 7 breakfasts, 4 lunches & 3 dinners. Requires 3 lunches & 4 dinners ashore at client expense.
Discount of $150 per person off the 7 night rate.
LOCAL FARE: Includes: 7 breakfasts, 5 lunches & 6 dinners. Requires 2 lunches and 1 dinner ashore at client expense.
Discount of $75 per person off the 7 night rate.
HOLDIAYS
CHRISTMAS: Rate $42,500
Must end no later than 26 December
Includes a gala dinner with champagne and premium wines
NEW YEARS: Rate $46,500
Must start no earlier than 28 December.
Includes a gala dinner with champagne and premium wines.
EXCLUSIVE CHARTERS AVAILABLE IN ST LUCIA AND ST VINCENT:
From Jan 2025 to Oct 2025.
RELOCATION FEES
$1,000 - between US and British Virgin Islands;
$2,000 - within Leeward Islands;
$3,000 - to Windward Islands.
ALL-INCLUSIVE
All-inclusive rate includes:
• Crew: Captain & hostess/cook
• Standard Meals & Beverages onboard
• Operating costs including Generator use for 4h/day, fuel and water
• Insurance for the yachts and the passengers
• Bedding, towels and beach towels
• Onboard Water Toys
• Cruising Permits and Associated Fees
All-inclusive rate does not include:
• Special provisioning request such as premium food/beverage
• Airport transfers to/from the yacht base
• Personal expenses
• Cancellation insurance and private insurance
• Crew Gratuity (15-20% of total charter price)
• Anything not specified in the all-inclusive rate
Additional Berth Request:
• The stbd side forepeak cabin is available to accommodate up to 9pax;
• The use of this forepeak cabin attracts an additional 5% of the gross charter rate;
• Fitted with a shower, basin and manual toilet;
• Only accessible through main deck hatchway.
Two Oceans - Winter Guest Reviews
Christmas 2024
Captain George and Sandra were phenomenal.
Best Charter captain and best chef we have ever had.
George created the perfect itinerary for us and made us feel so relaxed and at home.
Sandra’s cooking was absolutely amazing, so diverse, and some of the best food we’ve ever had... on or off a boat.
