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Sailing Holidays Americas & Yacht Vacation

Sailing holidays in the Americas

A sailing holiday in the Americas makes the boat both your accommodation and your way of exploring. Days can combine cruising, time at anchor and meals ashore before returning to your cabin. From Bahamian cays to Brazil’s rainforest-backed coast, the setting shapes the stay. The appeal of sailing holidays is this continuity: your surroundings change, but your onboard base stays with you.

Choose your coastal setting

In the Bahamas, the Abacos combine island hopping with visits to Hope Town’s lighthouse and Man-o-War Cay, known for its boatbuilding heritage. Chesapeake Bay puts rivers, creeks and historic ports at the heart of the holiday, with local crab and oysters adding interest to meals ashore. Around Angra dos Reis in Brazil, rainforest-covered islands and protected coves encourage a slower balance between cruising and staying at anchor. The Botinas Islands and Gipoia’s beaches offer nearby possibilities for exploring.

Match the boat and support to your group

Available sailboats and catamarans offer both bareboat and skippered arrangements. Bareboat suits groups with the competence to operate the vessel and manage navigation, meals and daily life aboard. A skipper takes responsibility for operating the boat and helps shape the journey, without necessarily providing cooking or housekeeping. Crewed options add agreed onboard services; confirm exactly what these include. When comparing yacht charters in the Americas, look beyond total sleeping capacity to cabin privacy, bathrooms and shared living spaces. Allow accommodation for any skipper or crew, and agree how meals will be divided between onboard cooking and dining ashore.

Starting prices for overnight holidays

Starting prices for overnight sailboat and catamaran holidays are: • Sailboat: nightly €499 / weekly €3,493 • Catamaran: nightly €1,063 / weekly €7,441

Plan around the local season

There is no single sailing season across the Americas. Bahamian cruising commonly concentrates in Northern Hemisphere winter and spring; the Atlantic hurricane season runs from June through November. Northern temperate waters such as Chesapeake Bay are generally most active from late spring through early autumn. For Brazil, check local rainfall, wind and sea patterns rather than applying a Caribbean calendar. Marsh Harbour is a departure point for the Abacos, Annapolis for Chesapeake Bay, and Angra dos Reis for nearby Brazilian islands. Average booked trip duration on viravira.co in this region is 7 nights; choose passage distances that preserve time to enjoy each stop.

Americas

24 yachts are available for overnight charter in Americas.

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INSTANT BOOKING
Baltra Catamaran 8 cabin 16 berths 16 guests 35 m Listing Number: #25598
  • Custom Made
  • 2015
  • Baltra 
New
Skipper mandatory
  • 16 berths
  • 8 cabin
  • 35 m
  • 8 WC

Lowest24,108 € / night

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INSTANT BOOKING
Jacuecanga, Angra dos Reis (RJ) Catamaran 4 cabin 8 berths 8 guests 18.9 m Listing Number: #22814
  • Lagoon, 620
  • 2018
  • Jacuecanga, Angra dos Reis (RJ) 
Skipper mandatory
  • 8 berths
  • 4 cabin
  • 18.9 m
  • 4 WC

Lowest2,429 € / night

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Paraty Catamaran 4 cabin 8 berths 8 guests 11.73 m Listing Number: #20718
  • Lagoon, 40
  • 2023
  • Paraty 
Skipper optional
  • 8 berths
  • 4 cabin
  • 11.7 m
  • 4 WC

Lowest1,741 € / night

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Jacuecanga, Angra dos Reis (RJ) Catamaran 4 cabin 8 berths 12 guests 13.99 m Listing Number: #19567
  • Lagoon, 46
  • 2024
  • Jacuecanga, Angra dos Reis (RJ) 
Skipper optional
  • 8 berths
  • 4 cabin
  • 14 m
  • 4 WC

Lowest1,594 € / night

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Paraty Sailboat 3 cabin 6 berths 6 guests 12.5 m Listing Number: #18970
  • Delta, 41
  • 2022
  • Paraty 
Skipper optional
  • 6 berths
  • 3 cabin
  • 12.5 m
  • 2 WC

Lowest680 € / night

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Paraty Sailboat 3 cabin 6 berths 6 guests 12.5 m Listing Number: #18967
  • Delta, 41
  • 2022
  • Paraty 
Skipper optional
  • 6 berths
  • 3 cabin
  • 12.5 m
  • 2 WC

Lowest680 € / night

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Paraty Catamaran 4 cabin 8 berths 8 guests 11.73 m Listing Number: #18966
  • Lagoon, 40
  • 2023
  • Paraty 
Skipper optional
  • 8 berths
  • 4 cabin
  • 11.7 m
  • 2 WC

Lowest1,583 € / night

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Paraty Catamaran 4 cabin 8 berths 8 guests 13.1 m Listing Number: #18850
  • Catflash, 43
  • 2022
  • Paraty 
Skipper optional
  • 8 berths
  • 4 cabin
  • 13.1 m
  • 4 WC

Lowest1,741 € / night

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Jacuecanga, Angra dos Reis (RJ) Catamaran 4 cabin 8 berths 8 guests 12.08 m Listing Number: #14542
  • Lagoon, 42
  • 2023
  • Jacuecanga, Angra dos Reis (RJ) 
Skipper optional
  • 8 berths
  • 4 cabin
  • 12.1 m
  • 4 WC

Lowest1,366 € / night

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Jacuecanga, Angra dos Reis (RJ) Catamaran 3 cabin 8 berths 7 guests 13.99 m Listing Number: #14355
  • Lagoon, 46
  • 2020
  • Jacuecanga, Angra dos Reis (RJ) 
Skipper optional
  • 8 berths
  • 3 cabin
  • 14 m
  • 3 WC

Lowest1,518 € / night

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Paraty Sailboat 3 cabin 6 berths 6 guests 12.5 m Listing Number: #27907
  • Delta, 41
  • 2025
  • Paraty 
New
Skipper optional
  • 6 berths
  • 3 cabin
  • 12.5 m
  • 2 WC

Lowest881 € / night

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Paraty (RJ) Catamaran 4 cabin 8 berths 8 guests 15.35 m Listing Number: #27037
  • Lagoon, 51
  • 2024
  • Paraty (RJ) 
New
Skipper mandatory
  • 8 berths
  • 4 cabin
  • 15.3 m
  • 4 WC

Lowest2,125 € / night

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Jacuecanga, Angra dos Reis (RJ) Catamaran 4 cabin 12 berths 12 guests 11.97 m Listing Number: #27036
  • Lagoon, 400 S2
  • 2014
  • Jacuecanga, Angra dos Reis (RJ) 
New
Without skipper
  • 12 berths
  • 4 cabin
  • 12 m
  • 4 WC

Lowest1,063 € / night

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Peterborough Motorboat 2 cabin 5 berths 5 guests 11.5 m Listing Number: #26877
  • Horizon, 2
  • 2020
  • Peterborough 
New
Without skipper
  • 5 berths
  • 2 cabin
  • 11.5 m
  • 2 WC

Lowest165 € / night

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Smiths Falls Motorboat 2 cabin 5 berths 5 guests 11.5 m Listing Number: #26875
  • Horizon, 2
  • 2018
  • Smiths Falls 
New
Without skipper
  • 5 berths
  • 2 cabin
  • 11.5 m
  • 2 WC

Lowest171 € / night

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Peterborough Motorboat 5 cabin 12 berths 12 guests 14.99 m Listing Number: #26868
  • Horizon, 5
  • 2019
  • Peterborough 
New
Without skipper
  • 12 berths
  • 5 cabin
  • 15 m
  • 5 WC

Lowest252 € / night

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Peterborough Motorboat 3 cabin 7 berths 7 guests 13 m Listing Number: #26862
  • Horizon, 3
  • 2022
  • Peterborough 
New
Without skipper
  • 7 berths
  • 3 cabin
  • 13 m
  • 3 WC

Lowest211 € / night

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Peterborough Motorboat 4 cabin 9 berths 9 guests 13 m Listing Number: #26851
  • Horizon, 4
  • 2022
  • Peterborough 
New
Without skipper
  • 9 berths
  • 4 cabin
  • 13 m
  • 4 WC

Lowest229 € / night

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INSTANT BOOKING
Smiths Falls Motorboat 2 cabin 5 berths 5 guests 11.5 m Listing Number: #26804
  • Horizon, 1
  • 2018
  • Smiths Falls 
New
Without skipper
  • 5 berths
  • 2 cabin
  • 11.5 m
  • 1 WC

Lowest166 € / night

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INSTANT BOOKING
Peterborough Motorboat 2 cabin 5 berths 5 guests 11.5 m Listing Number: #26799
  • Horizon, 1
  • 2022
  • Peterborough 
New
Without skipper
  • 5 berths
  • 2 cabin
  • 11.5 m
  • 1 WC

Lowest151 € / night

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INSTANT BOOKING
Peterborough Motorboat 3 cabin 7 berths 7 guests 13 m Listing Number: #26764
  • Horizon, 3
  • 2018
  • Peterborough 
New
Without skipper
  • 7 berths
  • 3 cabin
  • 13 m
  • 3 WC

Lowest211 € / night

Yacht charter options for sailing holidays in Americas

Compare bareboat, skippered and crewed charters for your yacht vacation, and choose the option that suits your experience and travel style.

Skippered yacht charter in Americas

Skippered Charter Most popular

A professional skipper handles the sailing on a skippered yacht charter, while you relax and enjoy. No sailing experience required.

Bareboat yacht charter in Americas

Bareboat Charter

Captain the yacht yourself for total freedom on a bareboat yacht charter. A valid sailing license is required.

Best value yachts for sailing holiday trips in Americas

Find yachts in Americas offering the best balance of price, amenities and guest ratings for a multi-day yacht holiday.
How is this calculated?
Yachts ranked by price-to-value ratio, considering guest ratings, amenities and charter prices.

Why choose viravira.co for sailing holidays in Americas?

Plan your yacht vacation with a wide choice of yachts, AI-assisted messaging and verified guest reviews.

Yacht types for a sailing holiday in Americas

Explore yacht types for sailing holidays in Americas, including catamaran and sailboat.

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Sailing holiday prices in Americas

Average nightly rental prices for a yacht vacation in Americas start from €499.
YACHT TYPE
AVERAGE PRICE
BOAT COUNT
Sailboat
LOWEST
AVERAGE PRICE
€748

/ night

LOWEST
BOAT COUNT
11

sailboats available

€499

€1,336

Catamaran
HIGHEST
AVERAGE PRICE
€1,821

/ night

HIGHEST
BOAT COUNT
13

catamarans available

€1,063

€25,599

Prices vary by yacht type, size, season and charter type. Additional costs such as fuel, skipper fees and security deposit may apply.

Last updated at October 23, 2026

Frequently asked questions about sailing holidays in Americas

Learn what to know before planning a sailing holiday in Americas, including destinations, costs, season, trip length, inclusions and sailing requirements.

How much does a sailing holiday in Americas cost?

Sailing holiday prices in Americas start from €499 per night. The average charter price is €1,329 per night.
Starting prices by yacht type:
- Sailboat: from €499 per night / €3,493 per week.
- Catamaran: from €1,063 per night / €7,441 per week.
Prices vary by yacht size, travel dates, departure location and trip length.

What are the most popular destinations for sailing holidays in Americas?

is the most popular destination for sailing holidays in Americas. Other popular destinations include .

When is the best time for a sailing holiday in Americas?

The seasonal guide for sailing holidays in Americas is:
- Recommended months — sweet spot: .
- High season: .
- Shoulder season: .
- Low season: .
During the sweet-spot months, air temperatures average °C and sea temperatures average °C, with sunny days per month and winds averaging knots.

How long is a yacht holiday in Americas?

The average yacht holiday in Americas lasts 7 nights. Minimum stays vary by yacht: 1-7 nights.

What is included in a yacht holiday in Americas?

Skipper services for a yacht holiday in Americas cost an average of €150 per day. Depending on the yacht, this fee may be included in the charter price or charged separately. Fuel, meals, marina fees, cleaning and transfers may also carry additional charges. Included services, the exact skipper fee and payment terms are shown on each yacht’s detail page.

Can I book a bareboat, skippered or crewed sailing holiday in Americas?

Sailing holiday options in Americas include:
- Bareboat: 18 yachts available without a skipper
- Skippered: 16 yachts available with a professional skipper
Bareboat charters may require a valid boating licence and relevant experience. Confirm the requirements with the boat owner before booking. For skippered or crewed yacht holidays, guests generally do not need a boating licence or sailing experience.

All sailing holidays locations in Americas