USA YACHT CHARTERS & BOAT RENTALS

Three coastlines. Three very different sailing experiences. A USA yacht charter can mean sunny Pacific sailing from San Diego, historic harbors and protected waters on Chesapeake Bay, or tropical island-hopping through Florida and the Florida Keys.

From coast to coast, the United States offers an impressive variety of yacht charter experiences. Sail beneath the Southern California sun from San Diego, explore the scenic rivers, historic waterfront towns, and maritime heritage of Chesapeake Bay, or head south to Florida and the Florida Keys for warm water, beautiful beaches, coral reefs, and laid-back island life. Whether you’re looking for relaxed coastal cruising, history and sightseeing, snorkeling and tropical adventure, or simply a sailing vacation closer to home, these three regions offer very different ways to get out on the water.

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We've Been There

Real Experience. Real Advice.

Of course we’ve been there - these are our home waters, after all! Our NauticEd team has sailed extensively throughout the U.S., from Pacific and Atlantic coastlines to Florida’s tropical waters. Each region offers something completely different. Not sure whether San Diego, Chesapeake Bay, or Florida is right for you? Ask us! We can help with firsthand insight, expert guidance, and personalized planning.

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Not all of our charter inventory appears online. Our experts can search additional yachts and trusted partner networks, plus provide personalized planning and expert guidance for your trip. 

17 boats found  |  Page: 1 / 1

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Sailing yacht

DUFOUR 37 Miss Daisy

Annapolis, Chesapeake Bay, USA

Year
2024
Cabins
2
Persons
4
Heads
1
Length
35 ft

ID: 7751

Apr 03 - Apr 10, 2027

€ 3,983
Available Details
Sailing yacht

DUFOUR 430 Opportune Moment

Annapolis, Chesapeake Bay, USA

Year
2021
Cabins
3
Persons
6
Heads
2
Length
43 ft

ID: 5657

Apr 03 - Apr 10, 2027

€ 4,602
Available Details
Sailing yacht

DUFOUR 470 Unforgettable

Annapolis, Chesapeake Bay, USA

Year
2022
Cabins
3
Persons
6
Heads
2
Length
49 ft

ID: 5675

Oct 24 - Oct 31, 2026

€ 4,652
Available Details
Sailing yacht

DUFOUR 530 Liliana Bella

Annapolis, Chesapeake Bay, USA

Year
2021
Cabins
4
Persons
8 + 1
Heads
2
Length
54 ft

ID: 5666

Apr 03 - Apr 10, 2027

€ 5,488
Available Details
Motor boat

NIMBUS T11 Rosie

Annapolis, Chesapeake Bay, USA

Year
2024
Cabins
1
Persons
2
Heads
1
Length
41 ft

ID: 8049

Oct 10 - Oct 17, 2026

€ 6,196
Available Details
Catamaran

FOUNTAINE PAJOT ISLA 40 Second Wind

Annapolis, Chesapeake Bay, USA

Year
2022
Cabins
3
Persons
6
Heads
2
Length
39 ft

ID: 5674

Oct 24 - Oct 31, 2026

€ 6,203
Available Details
Catamaran

FOUNTAINE PAJOT ASTREA 42 MAESTRO Serene Blue

Annapolis, Chesapeake Bay, USA

Year
2021
Cabins
3
Persons
6
Heads
3
Length
41 ft

ID: 5663

Apr 03 - Apr 10, 2027

€ 7,435
Available Details
Catamaran

FOUNTAINE PAJOT TANNA 47 Zensation

Annapolis, Chesapeake Bay, USA

Year
2023
Cabins
5
Persons
10
Heads
5
Length
46 ft

ID: 5673

Apr 03 - Apr 10, 2027

€ 9,471
Available Details
Catamaran

BALI 4.4 Relentless

San Diego, Harbor Island, USA

Year
2023
Cabins
3 + 1
Persons
6
Heads
3
Length
44 ft

ID: 7324

Oct 10 - Oct 17, 2026

€ 10,444
Available Details
Catamaran

FOUNTAINE PAJOT ELBA 45 White Bird

San Diego, Harbor Island, USA

Year
2024
Cabins
3 + 1
Persons
6
Heads
3
Length
44 ft

ID: 7524

Oct 10 - Oct 17, 2026

€ 11,506
Available Details
Catamaran

LAGOON 42 Sugar Magnolia

Key West, The Perry Marina, USA

Year
2017
Cabins
4
Persons
8
Heads
3
Length
42 ft

ID: 7355

Oct 10 - Oct 17, 2026

€ 12,038
Available Details
Power catamaran

FOUNTAINE PAJOT MY6 La Dolce Vita

Annapolis, Chesapeake Bay, USA

Year
2025
Cabins
4
Persons
8
Heads
3
Length
49 ft

ID: 7000

Oct 17 - Oct 24, 2026

€ 12,024
Available Details
Catamaran

EXCESS 11 Angion

Burnt Store Marina, Punta Gorda, USA

Year
2023
Cabins
2 + 1
Persons
4 + 1
Heads
2
Length
37 ft

ID: 7549

Oct 10 - Oct 17, 2026

€ 13,941
Available Details
Catamaran

LEOPARD 48 Southern Cross

Key West, The Perry Marina, USA

Year
2013
Cabins
4
Persons
8
Heads
4
Length
48 ft

ID: 7356

Oct 10 - Oct 17, 2026

€ 14,162
Available Details
Catamaran

FOUNTAINE PAJOT ELBA 45 Mali Havana

Key West, The Perry Marina, USA

Year
2024
Cabins
4
Persons
8
Heads
4
Length
44 ft

ID: 7354

Oct 10 - Oct 17, 2026

€ 16,994
Available Details
Motor boat

SEA RAY 60 SUNDANCER Parr T On

Key West, The Perry Marina, USA

Year
2006
Cabins
3
Persons
5
Heads
2
Length
60 ft

ID: 7362

Oct 10 - Oct 17, 2026

€ 20,535
Available Details
Motor yacht

MARQUIS 720 After Parr T

Key West, The Perry Marina, USA

Year
2016
Cabins
3 + 1
Persons
5
Heads
3
Length
72 ft

ID: 7361

Oct 10 - Oct 17, 2026

€ 24,075
Available Details
Top USA Sailing Regions

Discover the USA's Three Sailing Regions

San Diego, California
Chesapeake Bay – Annapolis
Florida & the Florida Keys

From Pacific sunsets and historic Chesapeake towns to turquoise Florida waters and the islands of the Keys, sailing the USA offers far more variety than you might expect. Cruise San Diego's scenic coastline and harbor, explore Chesapeake Bay's protected waterways and centuries of maritime history, or head south for Florida beaches, coral reefs, tropical wildlife, and laid-back island-hopping through the Keys. Three distinct regions make for three very different charter vacations – all without leaving the United States.

Want to know more? JUST ASK US

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Access to More Inventory

Not seeing the perfect yacht in the live search results? We have access to additional charter inventory and trusted partner networks, and can manually search for options that may not appear on our website.

Ask Us Anything

Our team is happy to answer questions about sailing or boating regions, suggested routes and itineraries, yacht types, charter style and types, and what to expect based on destination and region.

Expert Advice

We’ve sailed many destinations worldwide, so you get firsthand knowledge and “been there” advice.

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You pay no booking fees with NauticEd. What you see is what you pay - transparent pricing, always.

Charter Resources

Get practical guidance on destinations, timing, packing, planning, and what to expect.

International Licensing

Prepare to charter with NauticEd courses and international licensing for chartering abroad.

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