On the Water

Luxury On the Water in Maine , USA


Luxury Maine Attractions
Bar Harbor

Acadia National Park

★★★★☆4.7 (4,883)
Portland

Portland Head Light

12 Captain Strout Circle, Cape Elizabeth

★★★★☆4.8 (5,333)
Portland

Casco Bay

Portland

★★★★☆4.7 (1,751)

Luxury Maine Tours
Private 2 Person Kennebunkport Fly Fishing Adventure Free Cancellation
Kennebunkport

Private 2 Person Kennebunkport Fly Fishing Adventure

Set out on a journey along the Saco River, aiming to catch striped bass in the serene waters of Coastal Maine. This private fly-fishing experience welcomes up to two guests, ensuring a personal touch as you learn the nua…

🕐 2 hours
Large Group Private Wooden Boat Sightseeing & Lighthouse Charter Free Cancellation
Portland

Large Group Private Wooden Boat Sightseeing & Lighthouse Charter

100% Private Charter for Groups up to 15 — Flat Rate Pricing This exclusive 2-hour boat tour is designed for private groups seeking an authentic, intimate experience on Casco Bay. Unlike crowded public cruises, your gro…

🕐 2 hours ★★★★☆4.7 (3)
Golden Hour Escape: Private Sunset Sail in Coastal Maine Free Cancellation
Kennebunkport

Golden Hour Escape: Private Sunset Sail in Coastal Maine

Experience the Magic of our Private Sunset Sail. Witness the enchanting transformation as the setting sun bathes the world in mesmerizing hues, crafting memories destined to endure. Set sail along Maine's exquisite coast…

🕐 2 hours ★★★★★5.0 (20)
Private Sailing Experience along the Southern Maine Coastline Free Cancellation
Kennebunkport

Private Sailing Experience along the Southern Maine Coastline

Indulge in a private sailing experience along the serene Saco River and Saco Bay. With a maximum of six guests, this exclusive journey allows you to soak in the stunning scenery while learning about the rich history of t…

★★★★★5.0 (1)
Private 2 Hour Fishing Adventure in Kennebunkport Free Cancellation
Kennebunkport

Private 2 Hour Fishing Adventure in Kennebunkport

Set off on the tranquil waters of Kennebunkport for a private 2-hour fishing adventure. Perfect for families and beginners, this experience allows you to learn fishing techniques from an experienced captain while explori…

🕐 2 hours
Private Sunset Charter on a Vintage Lobster Boat with Drinks Free Cancellation
Portland

Private Sunset Charter on a Vintage Lobster Boat with Drinks

Leave the crowds behind and step aboard a vintage Maine Lobster Boat for a private 2-hour sightseeing and lighthouse viewing charter, ending with a breathtaking Maine sunset. We’ll navigate through the islands of Casco …

🕐 2 hours ★★★★☆5.0 (40)
Private Sightseeing Charter on a Vintage Lobster Boat with Drinks Free Cancellation
Portland

Private Sightseeing Charter on a Vintage Lobster Boat with Drinks

100% PRIVATE TOUR! Step aboard a vintage Maine Lobster Boat for a private, 2-hour lighthouse viewing & sightseeing charter. Leave the crowds behind as we cruise through the islands of Casco Bay, passing four iconic light…

🕐 2 hours ★★★★☆4.8 (65)
Maine Fall Foliage Private Lobster Boat Cruise with Local Drinks Free Cancellation
Portland

Maine Fall Foliage Private Lobster Boat Cruise with Local Drinks

Experience COLORFUL Maine on this 2-hour sightseeing tour, where you’ll take in the vibrant fall foliage and the best coastal sights in the Portland area. It doesn’t get any more “New England” than this! This private ch…

🕐 2 hours ★★★★☆4.6 (11)
Bangor, Maine Icefishing Experience Free Cancellation
Maine

Bangor, Maine Icefishing Experience

The cost covers up to three anglers. Spend a half day on the hardwater. The Maine tradition of icefishing has been passed down from generation to generation and you can be a part of it. Chase flags as the fish take the b…

🕐 4 hours ★★★★★5.0 (3)
Bangor, Maine Half Day Penobscot River Bass Fishing Adventure Free Cancellation
Maine

Bangor, Maine Half Day Penobscot River Bass Fishing Adventure

Maine is an outdoor paradise with a long tradition of fishing. Join in that tradition and experience the joy of casting to waiting fish while enjoying the one of a kind scenery the Penobscot has to offer.…

🕐 4 hours ★★★★★5.0 (1)
Discover Maine's Coastal Charms: Half-Day Scenic Sail Free Cancellation
Kennebunkport

Discover Maine's Coastal Charms: Half-Day Scenic Sail

Set sail with us and immerse yourself in the unparalleled beauty of coastal Maine on our half-day excursion. Traverse the serene waters of the Saco River and Saco Bay with its eight gorgeous islands as you uncover their …

🕐 4 hours ★★★★★5.0 (3)
Belfast Lobster Fishing Experience and Feast Mid Coast Maine Free Cancellation
Camden

Belfast Lobster Fishing Experience and Feast Mid Coast Maine

This isn’t a typical boat tour—it’s a hands-on lobster fishing experience that puts you right in the heart of Maine’s working waterfront. You’ll head out onto Penobscot Bay and actively take part in hauling real lobster …

🕐 2 hours and a half
Aqua Safari Kayak tour departing Southwest Harbor Free Cancellation
Bar Harbor

Aqua Safari Kayak tour departing Southwest Harbor

Our Aqua-Safari's are catered to all ability levels. Using the wind, tides, and dynamics of the group to ensure the most enjoyable paddling experience. We feel that a 4 hour tour gives adequate time for relaxation, wildl…

🕐 4 hours ★★★★☆4.8 (22)
Relaxing Saco River Public Sunset Sail Free Cancellation
Kennebunkport

Relaxing Saco River Public Sunset Sail

Set sail on a memorable 2-hour sunset cruise through the stunning landscapes of Kennebunkport, ME. Glide along the Saco River and take in the picturesque views of Biddeford Pool, Camp Ellis, and the iconic Wood Island Li…

🕐 2 hours ★★★★★5.0 (1)
Sail Away: Explore Maine's Coastal Beauty on a 2-Hour Excursion Free Cancellation
Kennebunkport

Sail Away: Explore Maine's Coastal Beauty on a 2-Hour Excursion

Step aboard for an unforgettable journey along Maine's stunning coastline! Join us for a two-hour sail and create memories to cherish forever. Experience the beauty of Maine as you glide through the waters of the Saco Ri…

🕐 2 hours ★★★★☆4.9 (43)
Bangor, Maine Canoe the Historic Penobscot River Free Cancellation
Maine

Bangor, Maine Canoe the Historic Penobscot River

The Penobscot River has been a travel way for Native Americans, early explorers, future presidents and famous poets. The river provides amazing beauty while close to civilization. Teeming with fish and wildlife, its a gr…

🕐 7 hours
Maine Whale Watching Tour in Portland Free Cancellation
Portland

Maine Whale Watching Tour in Portland

Experience the breathtaking beauty of the Atlantic Ocean on our whale-watching tour departing from Portland, Maine. Set sail from the historic harbor, where you'll board a comfortable vessel equipped for a thrilling mari…

🕐 3 hours and a half ★★★☆☆4.0 (45)
Luxury Camden Sailing Experience Free Cancellation
Camden

Luxury Camden Sailing Experience

Small groups of up to six. Two staff members to take care of you. Cushioned seating for all. Fastest boat in the harbor…

🕐 2 hours ★★★★★5.0 (9)
Seven Portland Lighthouses Tour Free Cancellation
Portland

Seven Portland Lighthouses Tour

As we cruise the waters around Portland Harbor we will make stops at Portland Breakwater Light, Spring Point Light and Ram Island Ledge Light before stopping at Maine’s oldest and most iconic lighthouse, Portland Headlig…

🕐 2 hours ★★★★☆4.1 (28)
Science Under Sail Coastal Ecology Adventure in Maine New On Viator
Camden

Science Under Sail Coastal Ecology Adventure in Maine

Set sail on a 3-hour journey through Penobscot Bay, where participants dive into the coastal ecology of Maine with a science educator from Herring Gut Coastal Science Center. The adventure begins in Rockland Harbor and t…

🕐 3 hours
Portland Tall Ship Cruise on Casco Bay Free Cancellation
Portland

Portland Tall Ship Cruise on Casco Bay

What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portland live long in the memory.…

🕐 2 hours ★★★★☆4.5 (235)
Portland

Oyster Farm & Complimentary Tasting Sea Kayak Tour in Casco Bay

Tasting oysters harvested from the ocean where they were grown is significantly different and better than eating them at an oyster bar, especially when you just shucked them! Freshness counts! This sea kayaking tour that…

🕐 3 hours ★★★★☆4.8 (36)
Small Group Sunset Lighthouse Boat Cruise With Local Drinks Free Cancellation
Portland

Small Group Sunset Lighthouse Boat Cruise With Local Drinks

Board the Elizabeth Grace to cruise around Portland Harbor while sipping local craft beer. This 1.5-hour harbor cruise will take you out into Casco Bay. Keep your eyes open for potential seal sightings, as well as the mu…

🕐 1 hour and a half ★★★★☆4.6 (95)
Stand Up Paddleboard Tour with Complimentary Oyster Tasting Free Cancellation
Portland

Stand Up Paddleboard Tour with Complimentary Oyster Tasting

Learn the basics of stand-up paddle boarding on land before launching at Mere Point in Brunswick for a leisurely 2.5 hour morning tour of Northwest Casco Bay! We will paddle out to a demonstration oyster farm and then to…

🕐 2 hours and a half ★★★★★5.0 (2)
Sea Kayak to an Island Tour in Casco Bay Free Cancellation
Portland

Sea Kayak to an Island Tour in Casco Bay

Learn the basics of sea kayaking on land before launching at Mere Point in Brunswick for a leisurely 3 hour morning tour of Northwest Casco Bay!  Often we paddle south to the end of Mere Point for a photo op and then on …

🕐 3 hours ★★★★★5.0 (8)
Casco Bay Half-Day Sea Kayak Tour Free Cancellation
Portland

Casco Bay Half-Day Sea Kayak Tour

Explore the beautiful islands of Casco Bay in this four-hour sea kayak tour. After a brief lesson on the basics of sea kayaking, you'll set out with a licensed Maine Guide. The small group will island-hop through the bay…

🕐 4 hours ★★★★☆4.9 (58)
Sunset Windjammer Cruise Along the Coast of Portland Maine Free Cancellation
Portland

Sunset Windjammer Cruise Along the Coast of Portland Maine

Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds. (NOTE: This is NOT a narrate…

🕐 2 hours ★★★★☆4.8 (144)
2-Hour Sailing Trip Along Maine's Coast New On Viator
Camden

2-Hour Sailing Trip Along Maine's Coast

A classic coastal Maine sailing adventure awaits on a two-hour journey from Rockland Harbor. Sail close to the iconic Rockland Breakwater Lighthouse, while keeping an eye out for seals, porpoises, and majestic bald eagle…

🕐 2 hours
Day Sails and Sunset tours on Schooner Surprise in Camden Maine Free Cancellation
Camden

Day Sails and Sunset tours on Schooner Surprise in Camden Maine

Sail on board the only historic day sailing schooner out of Camden Maine. We carry 18 passengers at most and have cushioned seating on board for all. Experienced crew will point out wild life, tell you history of our are…

🕐 2 hours ★★★★☆4.9 (84)
1.5 to 2-Hr Windjammer Sailing Trip in Maine w/ Licensed Captain Free Cancellation
Bar Harbor

1.5 to 2-Hr Windjammer Sailing Trip in Maine w/ Licensed Captain

Enjoy a leisurely sail on Frenchman Bay that includes narration about historical and geographical points of interest. View wildlife including eagles, seals and porpoises.…

🕐 2 hours ★★★★☆4.1 (601)
Guided RIB Boat Adventure of Portland Free Cancellation
Portland

Guided RIB Boat Adventure of Portland

Depart with us from bustling Portland Harbor as we tour one of Maine’s most picturesque boating destinations. Casco Bay is littered with islands, historic forts, wildlife, birds, and lighthouses and our unique 14-passeng…

🕐 1 hour and a half ★★★★★5.0 (35)
Sunset Lighthouse Cruise Along Casco Bay Free Cancellation
Portland

Sunset Lighthouse Cruise Along Casco Bay

Embark on an unforgettable 1.5-hour cruise along Maine's breathtaking coastline at sunset. See four of Maine's most iconic lighthouses, spot seals and seabirds, and take in the historic forts that dot the landscape. Brin…

🕐 1 hour and a half ★★★★☆4.8 (37)
Afternoon Windjammer Cruise Along the Coast of Portland Maine Free Cancellation
Portland

Afternoon Windjammer Cruise Along the Coast of Portland Maine

Sail with us for a two-hour Windjammer Sail on Casco Bay in Portland, Maine — the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds (NOTE: This is NOT a narrat…

🕐 2 hours ★★★★☆4.6 (186)
Windjammer Classic Sunset Sail from Camden, Maine Free Cancellation
Camden

Windjammer Classic Sunset Sail from Camden, Maine

Maine sunsets are best appreciated from the water aboard the romantic Appledore II! This tall ship is limited to 49 passengers for an intimate sailing experience. She is a modern windjammer with luxurious accommodations …

🕐 2 hours ★★★★☆4.9 (425)
Casco Bay Morning Windjammer Sail Free Cancellation
Portland

Casco Bay Morning Windjammer Sail

Sail with us for a two-hour morning Windjammer Sail on Casco Bay in Portland, Maine. This is the perfect way to experience the beauty of the rugged coastline, complete with lighthouses, seals, and seabirds. (NOTE: This…

🕐 2 hours ★★★★☆5.0 (20)
Sunset Sea Kayak Tour on Casco Bay Free Cancellation
Portland

Sunset Sea Kayak Tour on Casco Bay

The hours just before sunset offer the best time for paddling on the waters of Casco Bay. The sky tends to explode with color and the seas often become glassy and calm. This trip involves a leisurely paddle just far enou…

🕐 2 hours ★★★★☆4.8 (103)
3 Hour Kayak/SUP Rental in Cape Porpoise Harbor Free Cancellation
Kennebunkport

3 Hour Kayak/SUP Rental in Cape Porpoise Harbor

Cape Porpoise is the quintessential Maine harbor and a great launch site to start your kayaking excursion. Paddle out to Goat Island to tour its famous lighthouse, explore the picturesque landscaping of Turbats Creek, ob…

🕐 3 hours ★★★★★5.0 (10)
Schooner Applejack Sunset Sail Tour in Boothbay Harbor Free Cancellation
Maine

Schooner Applejack Sunset Sail Tour in Boothbay Harbor

Welcome Aboard Schooner Applejack in Boothbay Harbor; your Maine Vacation starts here! Join the Schooner crew for a sunset sail adventure on Boothbay Harbor’s oldest windjammer. Help hoist sails or take a turn at the whe…

🕐 2 hours ★★★★☆4.9 (42)
Windjammer Classic Day Sail from Camden, Maine Free Cancellation
Camden

Windjammer Classic Day Sail from Camden, Maine

See the best of Camden while sailing Maine’s magnificent rocky coast on the elegant Appledore II! Feel like an adventurer from the 19th century while enjoying state-of-the-art accommodations on a modern windjammer. With …

🕐 2 hours ★★★★☆4.8 (407)
Schooner Eastwind Sunset Sail to see the Maine Coastline Free Cancellation
Maine

Schooner Eastwind Sunset Sail to see the Maine Coastline

Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape…

🕐 2 hours ★★★★☆4.7 (61)
Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor Free Cancellation
Maine

Schooner Eastwind 2 Hour Day Sail in Boothbay Harbor

Sail away from it all on your two-hour voyage aboard Boothbay Harbor's schooner to relax and see the Maine coastline. Lighthouses, fishing lobstermen, wildlife, and remote islands accessible only by boat dot the seascape…

🕐 2 hours ★★★★☆4.6 (126)
Schooner Applejack 2-Hour Day Sail from Boothbay Harbor Free Cancellation
Maine

Schooner Applejack 2-Hour Day Sail from Boothbay Harbor

Welcome Aboard Schooner Lazy Jack in Boothbay Harbor; your Maine Vacation starts here! Join the Schooner crew for a 2hr. day sail on Boothbay Harbor’s oldest windjammer. Help hoist sails or take a turn at the wheel as we…

🕐 2 hours ★★★★☆4.3 (35)
Scenic Sebago Lake Historical Tour by Kayak Free Cancellation
Portland

Scenic Sebago Lake Historical Tour by Kayak

Kayak through the natural Maine wilderness and vast lake views for an on the water adventure. This two hour guided tour will begin with a safety briefing and lesson covering the fundamentals of recreational kayaking. Usi…

🕐 2 hours ★★★★★5.0 (1)
Full Day Inflatable Paddleboard Rental in Acadia National Park Free Cancellation
Bar Harbor

Full Day Inflatable Paddleboard Rental in Acadia National Park

As the premier stand-up paddleboarding shop in Maine, the difference is in the details. We provide top-quality equipment, unmatched customer service, and expert paddling knowledge you won’t find anywhere else. We don’t c…

🕐 8 hours ★★★★★5.0 (2)
Half Day Kayak Rental on Sebago Lake Free Cancellation
Portland

Half Day Kayak Rental on Sebago Lake

The Must-Do Sebago Lake Experience! Explore the panoramic views of Sebago Lake with our unbeatable rental package! With our EZ Launch system, you'll enjoy easy access to launch right from our private site nestled betwee…

★★★★★5.0 (21)
3 Hour Kayak/SUP Rental in Biddeford Pool Free Cancellation
Old Orchard Beach

3 Hour Kayak/SUP Rental in Biddeford Pool

Biddeford Pool is a large tidal pool, connected at the northeastern corner to the ocean through a narrow opening, known as "the Gut." It's a great area to explore, with a salt marsh at the southwestern and northwestern c…

🕐 3 hours ★★★★★5.0 (15)