Menu

Top 10 Best North America Sailing Trips

Found 643 Sailing Trips activities in North America. Sort by Popularity. - Page 19
 

2-Hour Sunset Sail On Schooner When And If

(4.9 of 43 reviews)

Any sail onboard the historic Schooner When And If is a memory of a lifetime! Step aboard the beautiful teak decks of the 1939 wooden Schooner Yacht built for General George Patton before the war. The Ship was named by Patton "Whe... More

Free Cancellation
Start From $109.00
 
2-Hour Sunset Sail On Schooner When And If

2-Hour Sunset Sail On Schooner When And If

  • North America
  • Superb43 reviews4.9

Any sail onboard the historic Schooner When And If is a memory of a lifetime! Step aboard the beauti....

    Free Cancellation
    Start From $109.00
 
 

2.5-Hour Sunset Cruise on Chesapeake Bay

(4.7 of 11 reviews)

Watching the sunset over the twin beaches on the Western Shores of the Chesapeake Bay! A great way to close out a summer day with beautiful photos of the sunset. You must call 24 hours before your cruise time to see if the minimum... More

Free Cancellation
Start From $116.00
 
2.5-Hour Sunset Cruise on Chesapeake Bay Likely to Sell Out

2.5-Hour Sunset Cruise on Chesapeake Bay

  • North America
  • Superb11 reviews4.7

Watching the sunset over the twin beaches on the Western Shores of the Chesapeake Bay! A great way t....

    Free Cancellation
    Start From $116.00
 
 

Catamaran and snorkel in isla mujeres

(3 of 4 reviews)

Enjoy the sun and to sail in the Caribean ocean just to discover the amazing Isla Mujeres you will snorkel (depends on weather) and spend time in the exclusive beach club where you will have a delicious buffet.... More

Free Cancellation
Start From $57.00
 
Catamaran and snorkel in isla mujeres Likely to Sell Out

Catamaran and snorkel in isla mujeres

  • North America

Enjoy the sun and to sail in the Caribean ocean just to discover the amazing Isla Mujeres you will s....

    Free Cancellation
    Start From $57.00
 
 

Luxury Private Sailing Catamaran in Waikiki

(4.7 of 10 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 $1,050.00
 
Luxury Private Sailing Catamaran in Waikiki Likely to Sell Out

Luxury Private Sailing Catamaran in Waikiki

  • North America
  • Superb10 reviews4.7

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

    Free Cancellation
    Private Tour
    Start From $1,050.00
 
 

Key West Sail and Snorkel Day Trip from Fort Lauderdale

(3 of 15 reviews)

Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it out for the first time! This day trip from Fort Lauderdale promises thrilling experiences and breathtaking sights both above and ... More

Free Cancellation
Private Tour
Start From $149.00
 
Key West Sail and Snorkel Day Trip from Fort Lauderdale Likely to Sell Out

Key West Sail and Snorkel Day Trip from Fort Lauderdale

  • North America

Embark on an unforgettable adventure to Key West, whether you’re a seasoned snorkeler or trying it....

    Free Cancellation
    Private Tour
    Start From $149.00
 
 

Hidden Beach - Marietas Islands

(4.4 of 41 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

Free Cancellation
Private Tour
Start From $205.00
 
Hidden Beach - Marietas Islands Likely to Sell Out

Hidden Beach - Marietas Islands

  • North America
  • Exellent41 reviews4.4

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

    Free Cancellation
    Private Tour
    Start From $205.00
 
 

Private Charter ChicaSAILING Adventure Puerto Vallarta

(4.9 of 34 reviews)

Explore the stunning Bay of Banderas aboard the 41-foot Chica Sailing Adventure. Customize your tour to suit your desires—whether you’re after a romantic sunset cruise, adrenaline-pumping sailing, or a tranquil journey to a se... More

Free Cancellation
Private Tour
Start From $1,155.00
 
 Private Charter ChicaSAILING Adventure Puerto Vallarta Likely to Sell Out

Private Charter ChicaSAILING Adventure Puerto Vallarta

  • North America
  • Superb34 reviews4.9

Explore the stunning Bay of Banderas aboard the 41-foot Chica Sailing Adventure. Customize your tour....

    Free Cancellation
    Private Tour
    Start From $1,155.00
 
 

All Inclusive Tulum: Luxury Yacht 50´ Cranchi, 4hrs

(5 of 26 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 $1,950.00
 
All Inclusive Tulum: Luxury Yacht 50´ Cranchi, 4hrs Likely to Sell Out

All Inclusive Tulum: Luxury Yacht 50´ Cranchi, 4hrs

  • North America
  • Superb26 reviews5

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

    Free Cancellation
    Private Tour
    Start From $1,950.00
 
 

Private Catamaran Tour in Bacalar Lagoon

(5 of 59 reviews)

Sailing Fun! Enjoy an easy and relaxing ride through the most beautiful places in the lagoon aboard a recreational catamaran. During this tour, you will swim in crystal clear waters, learn about the local flora and fauna, and enjo... More

Free Cancellation
Private Tour
Start From $199.00
 
Private Catamaran Tour in Bacalar Lagoon
Likely to Sell Out

Private Catamaran Tour in Bacalar Lagoon

  • North America
  • Superb59 reviews5

Sailing Fun! Enjoy an easy and relaxing ride through the most beautiful places in the lagoon aboard ....

    Free Cancellation
    Private Tour
    Start From $199.00
 
 

Schooner Applejack Sunset Sail Tour in Boothbay Harbor

(4.9 of 19 reviews)

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 wheel as we... More

Free Cancellation
Private Tour
Start From $54.95
 
Schooner Applejack Sunset Sail Tour in Boothbay Harbor Likely to Sell Out

Schooner Applejack Sunset Sail Tour in Boothbay Harbor

  • North America
  • Superb19 reviews4.9

Welcome Aboard Schooner Applejack in Boothbay Harbor; your Maine Vacation starts here! Join the Scho....

    Free Cancellation
    Private Tour
    Start From $54.95
 
 

Private Family Catamaran From Isla Mujeres

(4.9 of 19 reviews)

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

Special Offer
Free Cancellation
Private Tour
Start From $855.00
(Saving 10% ) $950.00
 
-10% Private Family Catamaran From Isla Mujeres Likely to Sell Out

Private Family Catamaran From Isla Mujeres

  • North America
  • Superb19 reviews4.9

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

    Special Offer
    Free Cancellation
    Private Tour
    Start From $855.00
    (Saving 10% ) $950.00
 
 

Private Catamaran Sunset Sail in Waikiki

(5 of 6 reviews)

Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foot catamaran, Hawaiian Style, has a sleek low-profile design which makes it optimal for stability out on the ocean. It has 2 large ... More

Free Cancellation
Private Tour
Start From $900.00
 
Private Catamaran Sunset Sail in Waikiki Likely to Sell Out

Private Catamaran Sunset Sail in Waikiki

  • North America
  • Superb6 reviews5

Established in 2017. As a private charter company, we always cater to your preferences. Our 48-foo....

    Free Cancellation
    Private Tour
    Start From $900.00
 
 

Private Boat Charter to Johns Pass, Shell Key and Egmont Key

(5 of 3 reviews)

The sunset cruise is a nice 3 hour tour to Pass A Grille after cruising around for a few hours, see the most beautiful sunset this side of the state! Bring your drinks and your cameras and make some lifetime memories. ... More

Free Cancellation
Private Tour
Start From $595.00
 
Private Boat Charter to Johns Pass, Shell Key and Egmont Key Likely to Sell Out

Private Boat Charter to Johns Pass, Shell Key and Egmont Key

  • North America
  • Superb3 reviews5

The sunset cruise is a nice 3 hour tour to Pass A Grille after cruising around for a few hours, see ....

    Free Cancellation
    Private Tour
    Start From $595.00
 
 

All Inclusive Cozumel: Coast & Relax 4hrs Luxury Yacht

(5 of 16 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 $1,930.00
 
All Inclusive Cozumel: Coast & Relax 4hrs Luxury Yacht Likely to Sell Out

All Inclusive Cozumel: Coast & Relax 4hrs Luxury Yacht

  • North America
  • Superb16 reviews5

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

    Free Cancellation
    Private Tour
    Start From $1,930.00
 
 

Majahuitas Island Pirate Ship Adventure

(5 of 1 review)

A Vallarta Pirate Ship tour invites you to sail away to explore the Isla Majahuitas Nature Reserve. Along the way, enjoy stops for swimming, snorkeling, kayaking and treasure hunts and a live pirate show onboard. All-inclusive Val... More

Free Cancellation
Private Tour
Start From $170.00
 
Majahuitas Island Pirate Ship Adventure Likely to Sell Out

Majahuitas Island Pirate Ship Adventure

  • North America
  • Superb1 review5

A Vallarta Pirate Ship tour invites you to sail away to explore the Isla Majahuitas Nature Reserve. ....

    Free Cancellation
    Private Tour
    Start From $170.00
 
 

Enjoy A Beautiful Day With Mother Nature Cruises

(4.8 of 31 reviews)

Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides through the waters of the bay. Powered only by Mother Nature's wind! This cruise sails at 9 am, 12 Noon and 3 pm, Tuesday - Sunday a... More

Free Cancellation
Private Tour
Start From $96.00
 
Enjoy A Beautiful Day With Mother Nature Cruises Likely to Sell Out

Enjoy A Beautiful Day With Mother Nature Cruises

  • North America
  • Superb31 reviews4.8

Enjoy the peaceful sounds of the waves gently breaking off the hull of Eternal Hope as she glides th....

    Free Cancellation
    Private Tour
    Start From $96.00
 
 

Romantic Lobster Dinner Cruise at Sunset

(4.3 of 6 reviews)

Cruise across the scenic Nichupte Lagoon on an elegant Spanish Galeon, treating your better half to an amazing romantic experience and an exquisite 3-course dinner. Following you check-in, get aboard the spectacular ship under t... More

Free Cancellation
Private Tour
Start From $94.12
 
Romantic Lobster Dinner Cruise at Sunset Likely to Sell Out

Romantic Lobster Dinner Cruise at Sunset

  • North America
  • Exellent6 reviews4.3

Cruise across the scenic Nichupte Lagoon on an elegant Spanish Galeon, treating your better half to ....

    Free Cancellation
    Private Tour
    Start From $94.12
 
 

Reef Snorkeling with ATV, Zipline, Cenote that includes lunch and transportation

(4.3 of 3 reviews)

Welcome to the best experience in the entire Riviera Maya and Cancun, here you will enjoy swimming in a unique underwater world, you will discover the second largest coral reef in the world. Imagine swimming with impressive corals... More

Free Cancellation
Private Tour
Start From $115.00
 
Reef Snorkeling with ATV, Zipline, Cenote that includes lunch and transportation Likely to Sell Out

Reef Snorkeling with ATV, Zipline, Cenote that includes lunch an....

  • North America
  • Exellent3 reviews4.3

Welcome to the best experience in the entire Riviera Maya and Cancun, here you will enjoy swimming i....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

Private Sail Yacht Experience on San Diego Bay

(5 of 7 reviews)

Join us on San Diego Bay for a memorable sailing aboard a private sailing yacht. Our sail yacht can accommodate up to 6 of your friends and family while we enjoy a peaceful daytime sailing experience. Set sail on San Diego Bay whi... More

Free Cancellation
Private Tour
Start From $599.00
 
Private Sail Yacht Experience on San Diego Bay Likely to Sell Out

Private Sail Yacht Experience on San Diego Bay

  • North America
  • Superb7 reviews5

Join us on San Diego Bay for a memorable sailing aboard a private sailing yacht. Our sail yacht can ....

    Free Cancellation
    Private Tour
    Start From $599.00
 
 

Captain Steve's Sailing Experience on Long Island

(5 of 6 reviews)

Here are some reasons why people enjoy sailing with Captain Steve. Beautiful Scenery, that is best enjoyed from the water. With Captain Steve's Sailing Experience, you can experience the beauty of the area from a unique perspecti... More

Free Cancellation
Private Tour
Start From $475.00
 
Captain Steve's Sailing Experience on Long Island Likely to Sell Out

Captain Steve's Sailing Experience on Long Island

  • North America
  • Superb6 reviews5

Here are some reasons why people enjoy sailing with Captain Steve. Beautiful Scenery, that is best ....

    Free Cancellation
    Private Tour
    Start From $475.00
 
Booking.com
Booking.com
Booking.com