Cookies!

We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.

Anna's Retreat, St. Thomas Boat Rentals

Private Luxury Sailing Day Charter aboard 46ft Catamaran- St. Thomas pick up
Sailing in Charlotte Amalie · 6 guests

Private Luxury Sailing Day Charter aboard 46ft Catamaran- St. Thomas pick up

New
$350/hour
Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI
Sailing in Charlotte Amalie · 12 guests

Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI

5.0
$293/hour
Half Day Luxury Trips Aboard Our 47’ Sailing Yacht Catamaran
Sailing in Charlotte Amalie · 12 guests

Half Day Luxury Trips Aboard Our 47’ Sailing Yacht Catamaran

4.6
$365/hour
Charter Sea Ray in Charlotte Amalie
Events in St. Thomas · 12 guests

Charter Sea Ray in Charlotte Amalie

5.0
$875+/day
Fun, Fast Island Flyer 40ft Catamaran- Limited Time Offer Pricing!
Powerboats in Charlotte Amalie · 12 guests

Fun, Fast Island Flyer 40ft Catamaran- Limited Time Offer Pricing!

New
$1,550/day
Sightsee and Snorkel by Boat in the US Virgin Islands - Private Full Day
Powerboats in St. Thomas · 10 guests

Sightsee and Snorkel by Boat in the US Virgin Islands - Private Full Day

5.0
$185+/hour
Instant Book
46' Monohull Sailing Private Charter in Charlotte Amalie
Sailing in St. Thomas · 6 guests

46' Monohull Sailing Private Charter in Charlotte Amalie

New
$200/hour
32ft Intrepid Power Boat Rental in St. Thomas/ St John VI
Powerboats in St. Thomas · 7 guests

32ft Intrepid Power Boat Rental in St. Thomas/ St John VI

5.0
$875/day
45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands
Sailing in St. Thomas · 12 guests

45' Lagoon Sailing Catamaran in St. Thomas, U.S. Virgin Islands

New
$2,000/day
Enjoy a day in the beautiful USVI or BVI.
Powerboats in St. Thomas · 11 guests

Enjoy a day in the beautiful USVI or BVI.

5.0
Best of 2025
$225/hour
37ft Midnight Express Center Console Boat for 12 people in St. Thomas
Powerboats in St. Thomas · 12 guests

37ft Midnight Express Center Console Boat for 12 people in St. Thomas

4.8
Best of 2025
$213+/hour
Instant Book
41ft Intrepid Power Boat Rental St Thomas / St John VI
Powerboats in St. Thomas · 12 guests

41ft Intrepid Power Boat Rental St Thomas / St John VI

5.0
$1,150/day
32ft Center Console - Private Charter Tours and Snorkeling in the USVI and BVI
Powerboats in St. Thomas · 12 guests

32ft Center Console - Private Charter Tours and Snorkeling in the USVI and BVI

5.0
$600/day
Explore the USVI and BVI on a 32ft Cape Horn Private Charter Boat!
Powerboats in St. Thomas · 12 guests

Explore the USVI and BVI on a 32ft Cape Horn Private Charter Boat!

5.0
$599/day
SeaRay Sundancer 60ft Motor Yacht - Highland Lass - St Thomas, US Virgin Islands
Events in St. Thomas · 12 guests

SeaRay Sundancer 60ft Motor Yacht - Highland Lass - St Thomas, US Virgin Islands

5.0
$3,500/day
32ft Intrepid Charters USVI and BVI Day Trips!
Powerboats in St. Thomas · 10 guests

32ft Intrepid Charters USVI and BVI Day Trips!

5.0
$188/hour
2024/2025 Luxury Axopar BRABUS 38' - NEW!
Powerboats in St. Thomas · 12 guests

2024/2025 Luxury Axopar BRABUS 38' - NEW!

New
$200/hour
Epic Island Adventure. All expenses included: fuel, grat, and Capt!!
Powerboats in St. Thomas · 4 guests

Epic Island Adventure. All expenses included: fuel, grat, and Capt!!

5.0
$166/hour
Sailing catamaran in USVI
Sailing in Charlotte Amalie · 6 guests

Sailing catamaran in USVI

5.0
Snoozed - Active 02 Apr 2026
Full Day Aboard MV Hydra Luxury Power Catamaran
Powerboats in St. Thomas · 12 guests

Full Day Aboard MV Hydra Luxury Power Catamaran

5.0
$1,795/day
Half Day 50' Private Sailing Catamaran. Luxury, Beach/Snorkel. Departs Red Hook
Sailing in St. Thomas · 12 guests

Half Day 50' Private Sailing Catamaran. Luxury, Beach/Snorkel. Departs Red Hook

4.8
$390/hour
Private Full Day, Aboard SY Mazu - Luxury Gemini Catamaran w/Holiday Pricing
Sailing in St. Thomas · 12 guests

Private Full Day, Aboard SY Mazu - Luxury Gemini Catamaran w/Holiday Pricing

5.0
$1,550/day
Full Day 50' Private Sailing Catamaran. Luxury, Beach/Snorkel. Departs Red Hook
Sailing in St. Thomas · 12 guests

Full Day 50' Private Sailing Catamaran. Luxury, Beach/Snorkel. Departs Red Hook

5.0
$2,395/day
A Large, Comfortable and Spacious Luxury Sailing Yacht for 12 in St Thomas/STJ
Sailing in St. Thomas · 12 guests

A Large, Comfortable and Spacious Luxury Sailing Yacht for 12 in St Thomas/STJ

5.0
$200+/hour

Anna's Retreat Reviews

  1. CP

    Christy

    Explore the USVI and BVI on a 32ft Cape Horn Private Charter Boat!

    Chris was great. He asked what we wanted to do, gave a great suggestions when asked. The young twenty something’s in the group had fun and he was kind and patient with my mom in her 70’s. Highly recommend.

  2. Lisa

    Lisa

    Private Full Day, Aboard SY Mazu - Luxury Gemini Catamaran w/Holiday Pricing

    We were a group of 13 and rented two catamaran’s for the afternoon. Captain JW was the captain for the boat I was on and he was terrific- took us to Scott beach on St. John for snorkeling and swimming. It was very pretty and he was very attentive in providing drinks and snorkeling equipment and good music. We sailed in tandem with the other catamaran that had the rest of our group on it and also went to a beautiful private resort called Lovango for lunch. Felt like a little taste of Europe in the US Virgin Islands. Only complaint was I wish we had even more time at sea but we had to get back on our cruise ship!

  3. VK

    Vai

    Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI

    Captain AnneMarie and Osay were amazing. They made our day absolutely amazing from couple great snorkeling areas, a ship wreck to water island for a great lunch, snorkeling, paddle boarding etc. They both kept it fun and Osay was always there to help, assist or just give you great conversation with a smile on his face. Must experience in St Thomas. Would recommend doing a full day as well.

  4. WB

    Wendy

    Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI

    We rented from Scott's company for June 9, 2021. He was very attentive to responding to questions about the rental. The boat was exacting what is advertised....fantastic! We had Captain Splash and O'say as a crew fro the day. They were fantastic. They were prompt and onetime. When we first meet they asked if there were any special food or beverages we would like. We asked if there was champagne on board...he said no and said he would get some. We offered to pay for it but they would not let us pay for it. Five of the quests were in their 70's and my husband moves a bit slow...they were very accommodating to him to get on, move around the boat and disembark the boat. That made my husbands trip be fabulous. We had 7 people in our group of which 3 remained on the back by captain splash while 4 of us spent most of the time on the front. Captain splash remained in the back talking and entertaining and O'say took care of use on the front making sure we had drinks, reminding us to reapply suntan lotion and telling us about all the islands we went around. Both very delightful and knowledgeable about the boat, islands and making our trip fabulous. They got us lunch at a fun shack on honeymoon island...Best fish tacos & wraps I ever had! The only regret is that we didn't rent the boat more than 1 day. DO NOT HESITATE TO RENT! Wendy Basford

  5. SN

    Shelby

    Full Day. Reserve a Luxury 47' Leopard Catamaran in St. Thomas, USVI

    10 starts!! (this is going to be a long one but an informative one) Wow is all you will say after you’v booked with the beat charter company on USVI! I don’t ever want to try any other company because theres no competition. This was the best experience ever! I cant wait to book again. Everyone and everything was nothing but amazing! I was speechless. First of all I took a beautiful sailing yacht called C'est La Vie with Seas the Day Charters(Scott and Hope). It was perfect for my birthday which hosted a party of 4. Very affordable, clean, spacious and just more than what I could’ve imagine. Our mate Alyssa and captain Pogan were absolutely wonderful! I don’t recall a time not seeing either one of them smiling. They were friendly and definitely helpful my party and I didn’t have to lift a finger. Captain Pogan was a smooth driver and knows his way around the waves. I booked the half day charter 9am-1pm and we didn’t want to leave! Captain Pogan took us to St. John from St. Thomas to a beautiful beach called Honeymoon beach (you also have the option of Trunk bay) where Alyssa carried us in a power boat to shore. We spent some time there and then she came back to get us. I felt very special on my day thank you so much! My booking included snacks like chips, peanuts, granola bars, cheeze its, unlimited rum punch, bottled water and sodas provided by the charter company. They also offer options for you to upgrade your charter by purchasing food, fruit, cakes, bottles of wine,champagne and anything else you may like to include on your day. I took advantage of this option by ordering a sandwich and fruit platers for my party. The young lady Hope who I’ve had conversations with about planning my charter experience is a real pleasure. Hope is super nice and sweet. I didn’t have any issues when it came to communicating with her via email or by phone. Whatever you want or need she will make it happen for you. I can’t say thank you enough!

  6. CC

    Carla

    Half Day Luxury Trips Aboard Our 47’ Sailing Yacht Catamaran

    We had a wonderful half day charter aboard the Pisces. We ranged in age from 3 to 78 and everyone had a great time. We stopped and did some snorkeling and the rum punches were delicious. This was an expensive afternoon but well worth it and very competitive for what it was. My father has some significant mobility issues but was an avid sailor, and this was a gift from their children to my parents. Lots of great family memories! Thank you!!