Boat holiday rentals in Americas

Romantic Sailboat Experience + Seafood Restaurant

We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

Stay on Roxie - free transport & snacks, BYOB.

Read our reviews and relax with last minute weather cancellation! 🌞 Shower, toilet and power to recharge phones, full cellular. Enjoy a peaceful night or two on the water! Free parking and one free round trip transport to/from Roxie per night stay! Roxie is anchored in ~3ft lagoon. We live on a boat a half-mile away if you need anything at all! Roxie has a Keurig, coffee pods, bread, peanut butter-jelly, and bottled waters. No cooking but you may bring to-go food, beer/booze/wine. 🛥️🌴🎣

Yacht in Tobermory

NEW FOR 2025, the Yacht has Air Conditioning! A vintage private 30 foot Cruiser with a teak & mahogany wood trimmed cabin. Cabin height is 6 ft. Children 3 yrs & older Two berths sleep 2 each. Full galley. Linens and towels provided. It is disinfected before your arrival. Extra person $50/day agreed prior. Centre bed $50 for stay. This accommodation is for the boat at the dock only. It does not include driving the boat or use of the cottage property. The boat is a non smoking.

2BR Spacious Yacht - Heat & AC- On Freedom Trail

Escape the hustle and bustle of the city and unwind aboard Carpe Diem II, a yacht with 2 comfy queen staterooms for up to 4 adults. Each stateroom has a private bathroom and shower. Unwind on the aft deck with meals and cocktails as the boats sail by on the harbor, or warm up or cool off inside with central A/C and heat. Located in Charlestown Navy Yard, steps to Freedom Trail, North End, and Downtown. Book now and enjoy the unique charm of living on the water in this historic neighborhood.

Stay aboard the S/V MY STUDIO on Annapolis Harbor

Discover life aboard a comfortably equipped sailing yacht. Great for couples on a weekend getaway, and child friendly for families looking to include their little pirates. Hands down this is a wonderful way to visit Historic Annapolis and Naval Academy. We love the opportunity to share our boat, and help create a memorable vacation. Weather permitting, Private Sailing Cruises can be arranged during your stay for an additional charge. Cheers, and I look forward to welcoming you aboard.

360 DEGREE WATERVIEW HOUSEBOAT

IMPORTANT Enjoy your own private retreat aboard a solar and wind powered houseboat moored 1/2 mile from land in the beautiful Islamorada Please do not arrive after dark and NO night riding. Need experience with hand pull outboard motors a 12 foot skiff with a 6hp outboard motor is provided reliable to go back and forth from shore NOT reliable for exploring No hot water on shower, heat water in Tpots or Solar bags. Please shave before arriving No suitcases, least amount of cloths.

Nebi—Private Yacht on Scenic Damariscotta River

With warm wood interior, Nebi has the comfort of a home and a 360-degree view of the tidal Damariscotta River. Experience a unique Maine adventure, swim right off the boat, or paddle the inclusive kayaks downriver to view everything from seals to ospreys and oyster farms. The quaint twin villages of Damariscotta - Newcastle are a 2-minute stroll away from the private marina with charming restaurants, galleries and a short drive to gorgeous lighthouses, walking trails and beaches.

Welcome Aboard!

Unique accommodations on a comfortably equipped 43 foot Hatteras yacht, just a 5 minute drive to historic downtown Annapolis and the Naval Academy. 15 minute drive to the Navy Stadium, 15 minutes drive to Rt 50. THIS LISTING IS FOR ACCOMODATIONS ONLY; BOAT MAY NOT BE DRIVEN! Forward cabin has bunk beds. Aft cabin has a queen bed. Fully equipped galley (kitchen) with 2-burner cook top, microwave/oven, fridge, toaster oven and Keurig. Boat has WIFI, heat, AC and hot water!

Houseboat “Island Time”

This very spacious Catamaran Cruiser feels more like a cottage than a houseboat. It is well-appointed with everything you’ll need for a stress-free getaway. Within walking distance, you will find great restaurants, bars, a museum, an art gallery, book store, coffee shop, salons, bakery, and gyms. This location is perfect for day trips to the OBX Waterpark etc, which is only 35 minutes away by car. This stay is sure to be a check off your bucket list!

Cozy, pet friendly 70s Houseboat w/kayaks near UT.

Perfect hangout for Football/Basketball games. Only 1 mile walk down greenway to Neyland Stadium. <1/2 mile to Calhoun's on the River. Ruth Chris, Princess Dinner Cruise, Riverboat, Pontoon Rentals & Knoxville Adventures all on-site. Hot tub on the back deck, 2 sit on top Kayaks to explore the river. Walking distance to Food City/Thompson-Bowling Arena, Civic Coliseum. Market Square & the Old City nearby. Pet friendly.

A Piece of Paradise in Baja on a sailboat!!

Enjoy a peaceful and relaxing stay on my sailboat "Delirio" ( 28 ft) anchored in secluded Bahia Concepción. The ocean waves will rock you to sleep while you enjoy the beautiful night sky. The morning sun will wake you up just in time, if you are lucky, to catch a glimpse of the curious dolphins swimming by the bay. It truly is an experience like no other! But if you’re less adventurous, ask me for options.

Hunter 26 Sailboat

A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.