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Private days on the water from Tortola

Private days from Nanny Cay with our own captain: The Baths, the Indians, or a quiet beach you choose. And when a shared sail or a dive suits you better, we know just the crews.

Our charters

Private boat days are priced by the boat and the hours, and where you go is up to you: The Baths, Jost, or a quiet cove we love.

With our sister company, Sunny Day Adventures

Couples Special

4 hours · Contender 21 · 2–3 plus captain

$995

Four relaxed hours for two on the Contender 21, with snorkel stops and a quiet beach. Book with Sunny Day Adventures.

Sunny Day Adventures

Essentials

4 hours · Cobia 239 · up to 6 plus captain

$1,250

Four private hours on the Cobia 239, just right if you are in port for the day or arriving later in your trip.

Sunny Day Adventures

Contender 21

Up to 3 plus captain

$1,150 · 6 hours

$1,400 · 8 hours

A private day on the Contender 21. Choose six or eight hours.

Sunny Day Adventures

Cobia 239

Up to 6

$1,650 · 6 hours

$1,900 · 8 hours

A private snorkel day, planned around the weather and the group.

Sunny Day Adventures

Cobia 279

Up to 8

$1,850 · 6 hours

$2,100 · 8 hours

A private snorkel day on the larger boat, when the group needs more room.

Sunny Day Adventures

Tortola land tours

Swim & Explore Tortola Tour · 4 hr by SUV (up to 4 per SUV) · Adult $225 · Child $150

Secret Beaches & Private Snorkel Tour · 6 hr · Adult $300 · Child $200

Beaches, lookouts, and a swim on Tortola at your own pace. Groups of 5 or more, just ask us; 9 or more travel by safari bus, so write to us first.

In the water

A private day is built around the snorkel

The boat is the way out. The day is the time in clear water — a quiet pass over pale sand, and a route chosen for the morning rather than a fixed list of stops.

We keep the plan light until we see the weather. Then we pick the lee side and stay as long as the group wants to stay.

Book a private day on Adventures

Sailing days

A gentle catamaran day with our captain, for when you would rather sail than motor.

Our captain

Lagoon 40, 2024

3 cabins · up to 6

Sail for the day or the whole week with our captain. You choose the food and drinks, and we'll help you stock up.

Prefer WhatsApp?

Our captain

Nautitech 44 Open, 2024

4 cabins · up to 8

A roomy catamaran for a day sail or a week with our captain, with plenty of space for the whole group.

Prefer WhatsApp?

Our captain

Lagoon 42, 2020

4 cabins · up to 8

Four cabins and room for eight, for a day sail or a week with our captain.

Prefer WhatsApp?

Our captain

Fountaine Pajot 44, 2026

3 cabins · up to 7

A spacious owner's suite and two more cabins, for a sailing day or a week with our captain.

Prefer WhatsApp?

Tortola land tours

Our land days are run by Sunny Day Adventures, part of the same family. Pick a date on their calendar, and we will plan any yacht week with you here.

With our sister company, Sunny Day Adventures

Swim & Explore Tortola Tour

4 hr · by SUV, up to 4 guests per SUV · pickup on Tortola

Adult $225 · Child $150

Secret Beaches & Private Snorkel Tour

6 hr · secluded beaches and a private snorkel

Adult $300 · Child $200

Groups of 5 or more, just ask and we’ll set it up; 9 or more travel by safari bus, so write to us first. Request your date and we’ll send a PayPal invoice: 50% deposit more than a month ahead (balance due one month before), or pay in full within a month. Free cancellation up to 48 hours before; after that the deposit is kept.

Good to know

Two ways to spend a day with us

Sunny Day Charters — nights aboard and sailing weeks, with our captain on the yacht. Write to us or send a WhatsApp.

Sunny Day Adventures — private boat days and our Tortola land tours, booked online on their site. Groups of 5 or more, just ask; for 9 or more we travel by safari bus, so write to us first.

Already on a week with us? Add a land day from the Sunny Day Adventures calendar, with no need to start over.

From the water

Days with us

“Our family of 6 did a 4 hour private boat snorkeling tour with Capt. James and we couldn't have been more pleased. He was very responsive prior to our arrival. The boat was in great shape and he was definitely a well seasoned Captain.”

Joe P · March 2026 · Tripadvisor

“Thank you for a fun afternoon! Recommend. Very friendly and knowledgeable. Wonderful job. Hope to be back again sometime.”

Bud J · November 2025 · Tripadvisor

“We had a wonderful day at sea snorkelling with Captain James. We went to 4 snorkel stops and had lunch on the beach. The turtles were wonderful to see and swim with.”

Claire B · August 2025 · Tripadvisor

Experiences we recommend

Days with other local crews, for when a shared sail, a dive, or a single island is the plan. Most are shared group days, an easy way to meet the islands. See them all.

Day trip

Shared daysail from the pier

Shared group day · Road Town

A relaxed shared sail toward Norman Island, with lunch and a swim, with a local crew we trust.

Day trip

Scuba & Discover Scuba

Tortola / Virgin Gorda

A first dive, a certified dive, or a night dive. Have a look at the dive days we recommend.

Day trip

The Baths

Virgin Gorda · private boat day

A day planned around the granite caves on Virgin Gorda.

Day trip

Jost Van Dyke sail

White Bay · Sandy Spit

A sailing day to Jost Van Dyke — beach, swim, and the afternoon ashore.

Getting around

Ferries & water taxis

Road Town–VG, West End–Jost, Anegada seasonal, Red Hook

We'll help you with ferries and water taxis, so getting around feels easy.

Another date, or another boat

When our boat is out

A second date with us, or another private boat

If our boat is already out on your day, we'll suggest the next free date or another lovely private boat.