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Skip to main content
Adventure Collective Logo
Adventure ExperiencesLocal ExpertsLocationsAbout
Menu

The Adventure Collective

The Adventure Collective Discover, plan, and share your outdoor adventures with our global community of explorers.

Add as a preferred

source on Google

Explore Adventures

  • All Adventures
  • Boat Charters
  • Water Activities
  • Fishing
  • Land Adventures
  • Motorized Land
  • Winter Sports

Explore Adventures

  • Aerial Adventures
  • Wildlife & Nature
  • Camping & Overnight
  • Climbing & Mountaineering

Find Local Experts

  • Browse Local Experts
  • Become a Featured Expert

Company

  • About Us
  • Editorial Policy
  • Advertising
  • Add Your Business
  • Contact Us
  • The Adventure Network

Legal & Privacy

  • Privacy Policy
  • General Terms and Conditions
  • Cookies and Marketing Preferences
  • Legal Notice
  • Information according to the Digital Services Act
  • Do not Sell or Share my Personal Information
  • Sitemap

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© 2026 The Adventure Collective. All rights reserved.

Editorial Policy
Overhead view of charter boat and swimmers in turquoise Bahamas

Private Key West Charters on the Lilly II — Fishing, Dry Tortugas & Sunset Cruises

Comfortable private charters from Key West: half-day to full-day trips, Dry Tortugas excursions, and sunset cruises for up to six guests.

  1. Adventure Tour Operators
  2. Next Chapter Charters LLC

Private Charters & Fishing Trips

Half day, 3/4 day, full day, Dry Tortugas, sunset cruises and fully customizable private experiences.

Sunset Private Charter with Next Chapter Charters in Key West
Key West

Sunset Private Charter with Next Chapter Charters in Key West

Experience a tranquil, sunset cruise aboard the ‘Lilly II’ in Key West. Perfect for unwinding with loved ones, this private outing promises stunning views, comfort, and unforgettable memories. Read on to discover what makes this adventure a must-do in the Keys.

Sunset Private Charter with Next Chapter Charters in Key West

Sunset Private Charter with Next Chapter Charters in Key West

boat charters
water activities
Key West, Florida
Full Day Fort Jefferson Private Fishing Charter by Next Chapter Charters LLC in Key West
Key West

Full Day Fort Jefferson Private Fishing Charter by Next Chapter Charters LLC in Key West

Join Next Chapter Charters on an eight-hour private fishing trip to the legendary Dry Tortugas. Experience the thrill of offshore fishing in crystal-clear waters, visit historic Fort Jefferson, and enjoy top-tier amenities on board the Lilly II. Perfect for making lifelong memories in the Florida Keys’ prime fishing grounds.

Full Day Fort Jefferson Private Fishing Charter by Next Chapter Charters LLC in Key West
Private Day Charter with Next Chapter Charters in Key West
Key West

Private Day Charter with Next Chapter Charters in Key West

Discover the history and vibrancy of the Dry Tortugas on a private day trip from Key West. Snorkel coral reefs, tour Fort Jefferson, and relax on a pristine sandbar—all in one unforgettable cruise aboard Lilly II.

Private Day Charter with Next Chapter Charters in Key West

Private Day Charter with Next Chapter Charters in Key West

Full Day Fishing Charter
Key West

Full Day Fishing Charter

Discover the thrill of a full day fishing adventure in Key West with a private boat tour designed for anglers of all levels. Perfect for families and friends, this trip offers targets, scenic views, and a chance to reel in big catches in the Florida Keys.

Full Day Fishing Charter

Full Day Fishing Charter

3/4 Day Private Fishing Charter
Key West

3/4 Day Private Fishing Charter

Join a private fishing adventure in Key West and enjoy three to four days of exciting deep-sea and reef fishing tailored just for you. Discover prime fishing spots, encounter diverse marine life, and create memories that last a lifetime.

3/4 Day Private Fishing Charter

3/4 Day Private Fishing Charter

Half Day Private Fishing Charter with Next Chapter Charters in Key West
Key West

Half Day Private Fishing Charter with Next Chapter Charters in Key West

Set sail on a half-day fishing adventure with Next Chapter Charters in Key West. Perfect for groups seeking a luxurious, personalized trip to reel in memorable catches in the Gulf’s abundant waters.

Half Day Private Fishing Charter with Next Chapter Charters in Key West

Half Day Private Fishing Charter with Next Chapter Charters in Key West

Full Day Custom Private Charter
Key West

Full Day Custom Private Charter

Set sail on a personalized boat tour in Key West with Next Chapter Charters LLC. Discover remote spots, enjoy water activities, and relax on a fully customizable private boat adventure. Perfect for a memorable day outdoors in Florida!

Full Day Custom Private Charter

Full Day Custom Private Charter

3/4 Day Custom Private Charter
Key West

3/4 Day Custom Private Charter

Discover the beauty of Key West on a flexible 3/4 Day Private Charter with Next Chapter Charters LLC. Perfect for those seeking a tailored marine adventure with personalized touches and stunning views. Read on to find out what makes this experience unforgettable.

3/4 Day Custom Private Charter

3/4 Day Custom Private Charter

Half Day Custom Private Charter
Key West

Half Day Custom Private Charter

Discover the stunning waters of Key West with a Half Day Custom Private Charter offered by Next Chapter Charters LLC. Perfect for personalized adventures, this boat tour promises a relaxing and memorable experience tailored just for you.

Half Day Custom Private Charter

Half Day Custom Private Charter

About Next Chapter Charters LLC

Next Chapter Charters LLC operates private charters out of Key West, Florida, offering fishing, snorkeling, and scenic cruises aboard the 39' Invincible charter boat Lilly II. The vessel features a powerful 1050-horsepower engine, comfortable seating for six guests, a private bathroom, and an upgraded sound system. Next Chapter Charters provides a selection of private trips including half day, three-quarter day, and full day fishing charters, dedicated Dry Tortugas and Fort Jefferson excursions, sunset cruises, and fully customizable private charters for families, friends, and small groups.
Full-day Dry Tortugas and Fort Jefferson trips are eight-hour adventures that travel roughly 70 miles to the remote park. These excursions can include historical visits to Fort Jefferson, snorkeling over vibrant reef sections of the third-largest barrier reef, and stops at sandbars for beach time. Half-day private fishing charters are described as four-hour trips tailored for up to six guests, offering a comfortable platform for nearshore fishing. Three-quarter-day and full-day custom charters allow extended time on productive grounds.
Sunset private charters run about two hours inside Key West Harbor and emphasize relaxing panoramic views, comfortable seating, and an enjoyable onboard atmosphere. The Lilly II is a premium platform for both anglers and leisure travelers, combining power and amenities to support fishing, snorkeling, and scenic outings.
Next Chapter Charters designs itineraries to match guest interests and timeframes. Group size limits, vessel configuration, and trip durations make the offerings suitable for families, small groups, and fishing parties seeking private, comfortable, and memorable experiences in Key West waters.

Boat bow with turquoise water and lighthouse on island shore
White center-console boat beached on tropical sand near shore

Next Chapter Charters LLC — Key West Private Fishing Charters

Premium Private Charters in Key West

Next Chapter Charters LLC operates private fishing and leisure charters from Key West aboard the 39' Invincible charter boat Lilly II. The company specializes in private fishing charters, Dry Tortugas / Fort Jefferson excursions, sunset cruises, and customizable half-day, three-quarter-day, and full-day trips. Anglers and leisure travelers choose Next Chapter Charters for comfortable, safe, and personalized experiences in Florida Keys waters.

Why choose these Key West charters?

  • Experienced vessel: Lilly II is a 39' Invincible with a 1050-horsepower engine.
  • Comfort for six: Seating, private bathroom, and upgraded sound system accommodate up to six guests.
  • Versatile trip options: Half day, 3/4 day, and full day fishing charters; Dry Tortugas and sunset private charters available.

Featured Experiences

Full Day Fort Jefferson / Dry Tortugas Private Fishing Charter — Eight-hour adventure about 70 miles to Dry Tortugas with historical visits to Fort Jefferson, snorkeling, reef exploration, and sandbar stops aboard Lilly II.

Half Day Private Fishing Charter — Four-hour tailored fishing trips on a stable, well-equipped boat designed for families and groups of up to six.

Sunset Private Charter — Relaxing two-hour cruises inside Key West Harbor with panoramic sunset views, comfortable seating, a private head, and a high-quality sound system.

What to expect on board

Passengers can expect local knowledge of reef systems, sandbars, and prime fishing grounds around Key West. Fishing gear, modern electronics, and a stable platform support nearshore and offshore angling. Captains and crew focus on comfort, vessel performance, and an enjoyable onboard experience.

Trip highlights include:

  • Fishing for reef and nearshore species
  • Snorkeling vibrant third-largest barrier reef sections near Dry Tortugas
  • Historical exploration of Fort Jefferson
  • Scenic sunset cruises inside Key West Harbor

Booking and customization

Next Chapter Charters offers fully customizable private charters to match skill levels, group interests, and timeframes. Reservations reflect local regulations, seasonal fishing patterns, and weather conditions. Private charters are ideal for family outings, small group celebrations, experienced anglers, and first-time anglers seeking guided instruction.

Keywords and search terms

Key West fishing charters, private fishing charter Key West, Dry Tortugas charters, Fort Jefferson trips, Lilly II charter boat, half day fishing Key West, full day fishing Key West, sunset cruise Key West, custom private charters.

Next Chapter Charters LLC provides a combination of an experienced vessel, powerful engines, and a range of private, comfortable charter options that make it a dependable choice for visitors seeking fishing, snorkeling, and scenic cruises in Key West waters.

Planning tips and what to bring

  • Sunscreen, hat, and sunglasses for sun protection.
  • Light layers and non-skid shoes for onboard comfort.
  • Snacks, water, and motion-sickness remedies if needed.
  • Valid photo ID and any required permits for park access on Dry Tortugas trips.

Sample itineraries

  • Half Day Private Fishing Charter (4 hours): departure from Key West, targeted nearshore fishing, return to harbor.
  • 3/4 Day Private or Custom Charter: extended fishing time and flexibility to reach preferred fishing grounds.
  • Full Day Dry Tortugas / Fort Jefferson (8 hours): roundtrip to Dry Tortugas, history exploration, snorkeling, and sandbar stops aboard Lilly II.
  • Sunset Private Charter (2 hours): leisurely harbor cruise timed for sunset viewing.

Booking and availability

Reservations for private charters should be made in advance to secure preferred dates and times. Charters accommodate up to six guests aboard Lilly II. Pricing, exact departure times, and specific inclusions should be confirmed directly with the charter operator before booking. Guests are encouraged to ask about custom itineraries, accessibility, and any special requests before departure.

Sunset over ocean from charter boat deck, calm tropical sea

Reserve a Private Charter on the Lilly II

Book a half-day, full-day, Dry Tortugas, or sunset private charter for up to six guests — check availability and customize your itinerary.

Full Day Fort Jefferson Private Fishing Charter by Next Chapter Charters LLC in Key West

fishing
boat charters
Key West, Florida
boat charters
water activities
Key West, Florida
Key West, Florida
Key West, Florida
boat charters
fishing
Key West, Florida
Key West, Florida
Key West, Florida
Key West, Florida

Guest Capacity

Up to 6

Seating and private bathroom onboard

Trip Durations

2–8 hours

Sunset to full-day Dry Tortugas options

Vessel

Lilly II — 39' Invincible

39' Invincible with 1050 HP

Dry Tortugas

≈70 miles

Eight-hour Fort Jefferson excursions