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Top 10 Best North America Sailing Trips

Found 766 Sailing Trips activities in North America. Sort by Popularity. - Page 24
 

Isla Mujeres Platinum by Albatros Catamarans

(4.1 of 304 reviews)

The Platinum Tour is unique because it offers an unparalleled experience of luxury, adventure, and relaxation in the Mexican Caribbean. What sets it apart is the perfect blend of sophistication and fun, with attention to every det... More

Free Cancellation
Start From $129.00
 
Isla Mujeres Platinum by Albatros Catamarans

Isla Mujeres Platinum by Albatros Catamarans

  • North America
  • Exellent304 reviews4.1

The Platinum Tour is unique because it offers an unparalleled experience of luxury, adventure, and r....

    Free Cancellation
    Start From $129.00
 
 

Private Family Catamaran From Isla Mujeres

(5 of 1 review)

Enjoy our “Lite Sailing Charters” Sail through the wonderful Bay of Isla Mujeres! Why invest all day when you can do it in less time? Affordable Private Catamaran, avoid crowded vessels Half-day fun catamaran, with a guided sn... More

Free Cancellation
Private Tour
Start From $985.00
 
Private Family Catamaran From Isla Mujeres

Private Family Catamaran From Isla Mujeres

  • North America
  • Superb1 review5

Enjoy our “Lite Sailing Charters” Sail through the wonderful Bay of Isla Mujeres! Why invest all....

    Free Cancellation
    Private Tour
    Start From $985.00
 
 

Baltimore Inner Harbor Sail on Summer Wind

(4.6 of 125 reviews)

Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authentic schooner and see the gorgeous views of the bustling city from the water. Explore the Inner Harbor and the joy of sailing on t... More

Free Cancellation
Private Tour
Start From $65.00
 
Baltimore Inner Harbor Sail on Summer Wind Likely to Sell Out

Baltimore Inner Harbor Sail on Summer Wind

  • North America
  • Superb125 reviews4.6

Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authe....

    Free Cancellation
    Private Tour
    Start From $65.00
 
 

Nights of Lights Sailboat Tour at St Augustine Sailing

(5 of 18 reviews)

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experience aboard a luxury sailing yacht. While many tours offer a simple ride, St Augustine Sailing provides an intimate, serene setting ... More

Free Cancellation
Private Tour
Start From $129.00
 
Nights of Lights Sailboat Tour at St Augustine Sailing Likely to Sell Out

Nights of Lights Sailboat Tour at St Augustine Sailing

  • North America
  • Superb18 reviews5

What sets St Augustine Sailing apart from other Nights of Lights boat tours is the elevated experien....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

Private Sailboat Charter on San Francisco Bay

(5 of 8 reviews)

Moving into summer provides calm mornings and what can be a very fresh afternoon breeze. 3 hour PRIVATE Charter with a unique experience aboard Carmelita, our beautiful and pristine Catalina 42 sailboat. We provide our clients wi... More

Free Cancellation
Private Tour
Start From $995.00
 
Private Sailboat Charter on San Francisco Bay Likely to Sell Out

Private Sailboat Charter on San Francisco Bay

  • North America
  • Superb8 reviews5

Moving into summer provides calm mornings and what can be a very fresh afternoon breeze. 3 hour PRI....

    Free Cancellation
    Private Tour
    Start From $995.00
 
 

2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People

(4.8 of 14 reviews)

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allow more flexibility with the day’s schedule and activities. Book a sail, swim, and snorkel time that works with your schedule. Yo... More

Free Cancellation
Private Tour
Start From $1,150.00
 
2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People Likely to Sell Out

2hr Luxury Private Sailing Catamaran in Waikiki for 1-6 People

  • North America
  • Superb14 reviews4.8

Create a cruise where you can explore and get away from the crowds of Waikiki. Private charters allo....

    Free Cancellation
    Private Tour
    Start From $1,150.00
 
 

New York City Live Jazz Sail

(4.9 of 16 reviews)

Step aboard 105-foot Schooner America 2.0, a modern tribute to the first boat that won the America's Cup in 1851, for a 2-hour sail around New York Harbor. Sit back and relax while enjoying live Jazz music played throughout this s... More

Free Cancellation
Private Tour
Start From $134.03
 
New York City Live Jazz Sail Likely to Sell Out

New York City Live Jazz Sail

  • North America
  • Superb16 reviews4.9

Step aboard 105-foot Schooner America 2.0, a modern tribute to the first boat that won the America's....

    Free Cancellation
    Private Tour
    Start From $134.03
 
 

ATV's at Stone Island with Horse Ride, Water Sports, Food & Drink

(3 of 2 reviews)

Welcome to the Beach Club All-Inclusive, where we believe in the power of adventure and the beauty of the beach. We are the ultimate vacation destination, providing the guests with an adrenaline-fueled experience like no other. Ge... More

Free Cancellation
Private Tour
Start From $189.00
 
ATV's at Stone Island with Horse Ride, Water Sports, Food & Drink Likely to Sell Out

ATV's at Stone Island with Horse Ride, Water Sports, Food & Drink

  • North America

Welcome to the Beach Club All-Inclusive, where we believe in the power of adventure and the beauty o....

    Free Cancellation
    Private Tour
    Start From $189.00
 
 

Diamond Head Sunset Sail

(4.7 of 15 reviews)

Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sail features a two hour cruise aboard a private luxury yacht. Immerse yourself in a gorgeous Hawaiian sunset the only way, from the... More

Free Cancellation
Private Tour
Start From $695.00
 
Diamond Head Sunset Sail Likely to Sell Out

Diamond Head Sunset Sail

  • North America
  • Superb15 reviews4.7

Hawaii’s Best Sunset Cruise is the experience you don’t want to miss. Our Diamond Head Sunset Sa....

    Free Cancellation
    Private Tour
    Start From $695.00
 
 

Cancun: 4-Hour All Inclusive Luxury Yacht – 50' Cranchi

(5 of 30 reviews)

An incredible 4 hours experience in an exclusive yacht, tasting exquisite dishes and enjoying a day just for you and your family. You can visit different exclusive places... More

Free Cancellation
Private Tour
Start From $2,100.00
 
Cancun: 4-Hour All Inclusive Luxury Yacht – 50' Cranchi Likely to Sell Out

Cancun: 4-Hour All Inclusive Luxury Yacht – 50' Cranchi

  • North America
  • Superb30 reviews5

An incredible 4 hours experience in an exclusive yacht, tasting exquisite dishes and enjoying a day ....

    Free Cancellation
    Private Tour
    Start From $2,100.00
 
 

Catamaran Sail and Snorkeling Tour with Open Bar in Puerto Morelos

(3.8 of 12 reviews)

Embark on an unforgettable sailing adventure to the Puerto Morelos Reef, part of the Mesoamerican Barrier Reef System, the world’s second-largest coral reef. Departing daily at 9:00 a.m. and 2:00 p.m., your journey begins with a... More

Free Cancellation
Private Tour
Start From $129.00
 
Catamaran Sail and Snorkeling Tour with Open Bar in Puerto Morelos Likely to Sell Out

Catamaran Sail and Snorkeling Tour with Open Bar in Puerto Morelo....

  • North America
  • Very Good12 reviews3.8

Embark on an unforgettable sailing adventure to the Puerto Morelos Reef, part of the Mesoamerican Ba....

    Free Cancellation
    Private Tour
    Start From $129.00
 
 

Key West Dolphin Watch and Sunset Sail on Catamaran

(4.7 of 43 reviews)

Aboard our spacious 42-foot sailing catamaran, you'll experience the pure joy of sailing as the lightweight boat glides across the water, catching every gust of wind. This tour is perfect for all ages and offers a wide-open, unobs... More

Free Cancellation
Private Tour
Start From $117.17
 
Key West Dolphin Watch and Sunset Sail on Catamaran Likely to Sell Out

Key West Dolphin Watch and Sunset Sail on Catamaran

  • North America
  • Superb43 reviews4.7

Aboard our spacious 42-foot sailing catamaran, you'll experience the pure joy of sailing as the ligh....

    Free Cancellation
    Private Tour
    Start From $117.17
 
 

Deluxe private Sunset & Day Sail

(5 of 3 reviews)

Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling voyage takes you through breathtaking waters, past iconic landmarks, and into the heart of coastal paradise. Feel the wind in your... More

Free Cancellation
Private Tour
Start From $714.00
 
Deluxe private Sunset & Day Sail Likely to Sell Out

Deluxe private Sunset & Day Sail

  • North America
  • Superb3 reviews5

Set sail on the ultimate San Diego adventure! Departing from 955 Harbor Island Drive, our thrilling ....

    Free Cancellation
    Private Tour
    Start From $714.00
 
 

Baltimore Inner Harbor Sail on the Unforgettable

(4.8 of 25 reviews)

Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authentic schooner and see the gorgeous views of the bustling city from the water. Explore the Inner Harbor and the joy of sailing on t... More

Free Cancellation
Private Tour
Start From $65.00
 
Baltimore Inner Harbor Sail on the Unforgettable Likely to Sell Out

Baltimore Inner Harbor Sail on the Unforgettable

  • North America
  • Superb25 reviews4.8

Enjoy the beautiful Inner Harbor of Baltimore on this 1.5-hour sailing experience. Relax on an authe....

    Free Cancellation
    Private Tour
    Start From $65.00
 
 

Isla Mujeres Plus by Albatros Catamarans

(4.1 of 335 reviews)

Delight all your senses aboard a boat that will take you to one of the best islands in the world, swim in the impressive turquoise of the Mexican Caribbean, enjoy the delicacies of Mexican food, dance to Latin rhythms and forget a... More

Free Cancellation
Private Tour
Start From $89.00
 
Isla Mujeres Plus by Albatros Catamarans Likely to Sell Out

Isla Mujeres Plus by Albatros Catamarans

  • North America
  • Exellent335 reviews4.1

Delight all your senses aboard a boat that will take you to one of the best islands in the world, sw....

    Free Cancellation
    Private Tour
    Start From $89.00
 
 

Where Two Seas Meet: Arch Discovery & Free Time at Playa del Amor

(4.8 of 12 reviews)

Why This is a "Must-Do" Experience: Unrivaled Views: Get up close to the Arch and see the diverse marine life, including tropical fish and occasionally breaching whales in season. Flexible Adventure: Enjoy guided insights into the... More

Free Cancellation
Private Tour
Start From $27.00
 
Where Two Seas Meet: Arch Discovery & Free Time at Playa del Amor Likely to Sell Out

Where Two Seas Meet: Arch Discovery & Free Time at Playa del Amor

  • North America
  • Superb12 reviews4.8

Why This is a "Must-Do" Experience: Unrivaled Views: Get up close to the Arch and see the diverse ma....

    Free Cancellation
    Private Tour
    Start From $27.00
 
 

Cozumel All Inclusive: Coast & Relax 4h on 51' Leopard

(5 of 38 reviews)

Situated in the azure waters of the Mexican Caribbean, Cozumel stands as a jewel of unparalleled beauty. Recognized as Mexico's largest island, it draws travelers with its captivating charm and natural wonders. Diving enthusiasts ... More

Free Cancellation
Private Tour
Start From $3,650.00
 
Cozumel All Inclusive: Coast & Relax 4h on 51' Leopard Likely to Sell Out

Cozumel All Inclusive: Coast & Relax 4h on 51' Leopard

  • North America
  • Superb38 reviews5

Situated in the azure waters of the Mexican Caribbean, Cozumel stands as a jewel of unparalleled bea....

    Free Cancellation
    Private Tour
    Start From $3,650.00
 
 

Polynesian Canoe Morning Sail

(5 of 18 reviews)

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) offering a one-of-a-kind native Hawaiian cultural and educational experience. Come sail along the beautiful Waikiki coastline and b... More

Special Offer
Free Cancellation
Private Tour
Start From $180.00
(Saving 10% ) $200.00
 
-10% Polynesian Canoe Morning Sail Likely to Sell Out

Polynesian Canoe Morning Sail

  • North America
  • Superb18 reviews5

Kamoauli is a locally owned, all-wood, double-hulled, traditional Polynesian canoe (wa’a kaulua) o....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $180.00
    (Saving 10% ) $200.00
 
 

Hidden Beach - Marietas Islands

(4.3 of 46 reviews)

Spend the day exploring and enjoying the marine life of the Marietas Islands on this 5-hour excursion, departing from Puerto Vallarta. Even those without experience can feel comfortable participating in guided snorkeling excursion... More

Special Offer
Free Cancellation
Private Tour
Start From $205.00
(Saving inf% ) $0.00
 
-inf% Hidden Beach - Marietas Islands Likely to Sell Out

Hidden Beach - Marietas Islands

  • North America
  • Exellent46 reviews4.3

Spend the day exploring and enjoying the marine life of the Marietas Islands on this 5-hour excursio....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $205.00
    (Saving inf% ) $0.00
 
 

City Tour & Beach Club All Inclusive W Horse Ride & Water Sports

(3.4 of 5 reviews)

Experience the ultimate vacation with our all-inclusive tour! Sit back and relax as you are transported in a luxurious, air-conditioned vehicle, complete with complimentary beverages. Our tour includes visits to the stunning cathe... More

Special Offer
Free Cancellation
Private Tour
Start From $79.00
(Saving inf% ) $0.00
 
-inf% City Tour & Beach Club All Inclusive W Horse Ride & Water Sports Likely to Sell Out

City Tour & Beach Club All Inclusive W Horse Ride & Water Sports

  • North America
  • Good5 reviews3.4

Experience the ultimate vacation with our all-inclusive tour! Sit back and relax as you are transpor....

    Special Offer
    Free Cancellation
    Private Tour
    Start From $79.00
    (Saving inf% ) $0.00
 
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