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Top 10 Best North America Sailing Trips

Found 712 Sailing Trips activities in North America. Sort by Popularity. - Page 31
 

Breathtaking Sunset at Sian Ka'an

(5 of 4 reviews)

Discover the wonders of Capeh Chen Lagoon In Sian Ka’an. Glide through calm waters and see gentle manatees. Spot crocodiles resting along the banks. Watch hundreds of birds fill the sky. Relax on pristine beaches. Explore ancien... More

Free Cancellation
Private Tour
Start From $213.58
 
Breathtaking Sunset at Sian Ka'an

Breathtaking Sunset at Sian Ka'an

  • North America
  • Superb4 reviews5

Discover the wonders of Capeh Chen Lagoon In Sian Ka’an. Glide through calm waters and see gentle ....

    Free Cancellation
    Private Tour
    Start From $213.58
 
 

Palm Beach Pink Boat Charter with Captain

(5 of 4 reviews)

Experience the ultimate luxury bachelorette party boat in Palm Beach and Jupiter with Boat Bach — South Florida’s pink party boat for unforgettable girls’ trips, birthdays, bridal showers, and sunset cruises. Cruise the beau... More

Free Cancellation
Private Tour
Start From $1,800.00
 
Palm Beach Pink Boat Charter with Captain

Palm Beach Pink Boat Charter with Captain

  • North America
  • Superb4 reviews5

Experience the ultimate luxury bachelorette party boat in Palm Beach and Jupiter with Boat Bach — ....

    Free Cancellation
    Private Tour
    Start From $1,800.00
 
 

2 Hour Chesapeake Day Sail on Catamaran Epiphany

(5 of 21 reviews)

Set sail on a 2-hour adventure aboard the modern catamaran, Epiphany, in the tranquil waters of St. Michaels, MD. Designed for comfort, this spacious vessel offers cushioned seating and panoramic views of the Chesapeake Bay. Glide... More

Free Cancellation
Private Tour
Start From $245.00
 
2 Hour Chesapeake Day Sail on Catamaran Epiphany

2 Hour Chesapeake Day Sail on Catamaran Epiphany

  • North America
  • Superb21 reviews5

Set sail on a 2-hour adventure aboard the modern catamaran, Epiphany, in the tranquil waters of St. ....

    Free Cancellation
    Private Tour
    Start From $245.00
 
 

Private Snorkeling and Sightseeing Catamaran Boat Tour Deluxe 36 passengers

(5 of 21 reviews)

Embark on a breathtaking sailing adventure from Cancun to Isla Mujeres. Feel the excitement as you explore stunning sites and Caribbean reefs. Experience the magic of the Mexican Caribbean, snorkeling in Isla Mujeres and Cancun's ... More

Free Cancellation
Private Tour
Start From $5,900.00
 
Private Snorkeling and Sightseeing Catamaran Boat Tour Deluxe 36 passengers

Private Snorkeling and Sightseeing Catamaran Boat Tour Deluxe 36 ....

  • North America
  • Superb21 reviews5

Embark on a breathtaking sailing adventure from Cancun to Isla Mujeres. Feel the excitement as you e....

    Free Cancellation
    Private Tour
    Start From $5,900.00
 
 

Jungle Tour

(5 of 1 review)

This boat and snorkeling tour from Cancun gives you a 2-for-1 value—take a speedboat ride through Nichupte Lagoon and snorkel in the El Angel coral reef. Choose to take the driver’s seat or ride shotgun in a 2-seat speedboat a... More

Free Cancellation
Private Tour
Start From $115.00
 
Jungle Tour

Jungle Tour

  • North America
  • Superb1 review5

This boat and snorkeling tour from Cancun gives you a 2-for-1 value—take a speedboat ride through ....

    Free Cancellation
    Private Tour
    Start From $115.00
 
 

Private Catamaran from Cancun to Isla Mujeres | For up to 40 pp

(4.2 of 74 reviews)

Enjoy a day sailing through the Caribbean Sea aboard on a 46 ft Catamaran. Decide if you want to go on a trip to Isla Mujeres or just sail on the bay. Snorkel and discover the natural beauty of the great reefs of Cancun. Private... More

Free Cancellation
Private Tour
Start From $2,231.00
 
Private Catamaran from Cancun to Isla Mujeres | For up to 40 pp

Private Catamaran from Cancun to Isla Mujeres | For up to 40 pp

  • North America
  • Exellent74 reviews4.2

Enjoy a day sailing through the Caribbean Sea aboard on a 46 ft Catamaran. Decide if you want to go....

    Free Cancellation
    Private Tour
    Start From $2,231.00
 
 

San Diego Private Yacht Charter on a Classic Sailboat

(5 of 4 reviews)

Book the entire boat for your group — no strangers, no shared space, just your crew and Captain Phil on San Diego Bay. Liberty is a classic 41-ft Friendship sloop skippered by a USCG-licensed captain with 55 years of sailing exp... More

Free Cancellation
Private Tour
Start From $810.00
 
San Diego Private Yacht Charter on a Classic Sailboat

San Diego Private Yacht Charter on a Classic Sailboat

  • North America
  • Superb4 reviews5

Book the entire boat for your group — no strangers, no shared space, just your crew and Captain Ph....

    Free Cancellation
    Private Tour
    Start From $810.00
 
 

Whale Shark Encounter Experience from Cancun

(4.3 of 4 reviews)

Experience an unforgettable encounter with the world's largest fish in the crystal-clear waters of the Mexican Caribbean! Enjoy a small-group experience with a maximum of 10 travelers, allowing for a more personalized adventure. ... More

Free Cancellation
Private Tour
Start From $159.00
 
Whale Shark Encounter Experience from Cancun

Whale Shark Encounter Experience from Cancun

  • North America
  • Exellent4 reviews4.3

Experience an unforgettable encounter with the world's largest fish in the crystal-clear waters of t....

    Free Cancellation
    Private Tour
    Start From $159.00
 
 

All Inclusive 3 Hours Private Afternoon Sail in Saint Petersburg

(4.3 of 4 reviews)

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and crew. Sweet Escape offers a premium all-inclusive charter experience from St. Petersburg with fuel, ice, bottled water, soft drinks,... More

Free Cancellation
Private Tour
Start From $1,100.00
 
All Inclusive 3 Hours Private Afternoon Sail in Saint Petersburg

All Inclusive 3 Hours Private Afternoon Sail in Saint Petersburg

  • North America
  • Exellent4 reviews4.3

Your own private 42’ Bali 4.2 catamaran with no shared crowds — just your group, captain, and cr....

    Free Cancellation
    Private Tour
    Start From $1,100.00
 
 

Private Atomic Catamaran Tour to Isla Mujeres

(4.5 of 10 reviews)

By booking this private service, you can design a completely tailored itinerary. You will have the freedom to navigate to the places of your choice for 7 hours. In addition, you can decide the length of stay at each of the suggest... More

Free Cancellation
Private Tour
Start From $2,100.00
 
Private Atomic Catamaran Tour to Isla Mujeres

Private Atomic Catamaran Tour to Isla Mujeres

  • North America
  • Exellent10 reviews4.5

By booking this private service, you can design a completely tailored itinerary. You will have the f....

    Free Cancellation
    Private Tour
    Start From $2,100.00
 
 

Waikiki private Day Tour and Sunset sail for couples

(5 of 17 reviews)

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This private tour was specifically created for Newlywed couples on their honeymoon, celebrating an Anniversary, or just in love, celebrating ... More

Free Cancellation
Private Tour
Start From $300.00
 
Waikiki private Day Tour and Sunset sail for couples

Waikiki private Day Tour and Sunset sail for couples

  • North America
  • Superb17 reviews5

Why go with an overcrowded catamaran, when you can enjoy the privacy with your love one .This privat....

    Free Cancellation
    Private Tour
    Start From $300.00
 
 

Private Isla Mujeres Adventure & Free Time

(4.9 of 11 reviews)

If you are looking for the tropical getaway of your dreams, then get ready to discover Isla Mujeres, the women’s Island. Your day starts with a transfer to the dock, where your guide will take you out by boat to the island of ... More

Free Cancellation
Private Tour
Start From $520.00
 
Private Isla Mujeres Adventure & Free Time

Private Isla Mujeres Adventure & Free Time

  • North America
  • Superb11 reviews4.9

If you are looking for the tropical getaway of your dreams, then get ready to discover Isla Mujeres,....

    Free Cancellation
    Private Tour
    Start From $520.00
 
 

San Diego's first ever Family Sailing Tours

(5 of 6 reviews)

We are based in San Diego and we are designed for families. Our whole mission is to bring families closer together. We want to put smiles on everyone’s faces; parents, children, and grandparents alike. Our vessel, the Sea Monke... More

Free Cancellation
Private Tour
Start From $975.00
 
San Diego's first ever Family Sailing Tours

San Diego's first ever Family Sailing Tours

  • North America
  • Superb6 reviews5

We are based in San Diego and we are designed for families. Our whole mission is to bring families c....

    Free Cancellation
    Private Tour
    Start From $975.00
 
 

Morning Charleston Harbor Sail Lux Catamaran Shade and Seating

(3.7 of 3 reviews)

Ready to escape the everyday and experience Charleston from a whole new perspective? Step aboard the Charleston's premier 50-foot catamaran. Designed for stunning views in the South's picturesque setting, this 2-hour sail gives yo... More

Free Cancellation
Private Tour
Start From $38.00
 
Morning Charleston Harbor Sail Lux Catamaran Shade and Seating

Morning Charleston Harbor Sail Lux Catamaran Shade and Seating

  • North America
  • Very Good3 reviews3.7

Ready to escape the everyday and experience Charleston from a whole new perspective? Step aboard the....

    Free Cancellation
    Private Tour
    Start From $38.00
 
 

Private 4 Hour Snorkeling and Beach Tour in Puerto Vallarta

(3.7 of 3 reviews)

Discover the magic of Puerto Vallarta’s coastline on a private 4-hour boat tour, designed to combine adventure, relaxation and unforgettable moments ✨ Accompanied by an expert captain and a close and attentive crew, you will b... More

Free Cancellation
Private Tour
Start From $933.79
 
Private 4 Hour Snorkeling and Beach Tour in Puerto Vallarta

Private 4 Hour Snorkeling and Beach Tour in Puerto Vallarta

  • North America
  • Very Good3 reviews3.7

Discover the magic of Puerto Vallarta’s coastline on a private 4-hour boat tour, designed to combi....

    Free Cancellation
    Private Tour
    Start From $933.79
 
 

Pirate Ship by Day

(3.4 of 5 reviews)

Start the day enjoying a delicious and complete breakfast Under the Sea, in our Pirate Tavern, aboard an incredible 700-ton Galleon, full of adventure and fun. Let yourself be pampered by nature on Majahuitas Island (Ecological R... More

Free Cancellation
Private Tour
Start From $280.00
 
Pirate Ship by Day

Pirate Ship by Day

  • North America
  • Good5 reviews3.4

Start the day enjoying a delicious and complete breakfast Under the Sea, in our Pirate Tavern, aboar....

    Free Cancellation
    Private Tour
    Start From $280.00
 
 

JFarwell Private Yacht Wine & Cheese Sunset Sail

(4.9 of 18 reviews)

This sunset sail is a stunning opportunity to see how Halifax's urban and nature connect. Guests will be greeting with their first Nova Scotia wine upon boarding, and then set sail. With the engines off and fully under wind power,... More

Free Cancellation
Private Tour
Start From $145.67
 
JFarwell Private Yacht Wine & Cheese Sunset Sail Likely to Sell Out

JFarwell Private Yacht Wine & Cheese Sunset Sail

  • North America
  • Superb18 reviews4.9

This sunset sail is a stunning opportunity to see how Halifax's urban and nature connect. Guests wil....

    Free Cancellation
    Private Tour
    Start From $145.67
 
 

MegaChill Swimming Adventure in Lake Chatuge

(4.9 of 18 reviews)

Enjoy swimming and lounging in the clear waters of MegaChill Cove aboard a private pontoon on Lake Chatuge. The boat comes equipped with a giant MegaChill float that holds up to eight people, a built-in Bluetooth sound system, an ... More

Free Cancellation
Private Tour
Start From $168.00
 
MegaChill Swimming Adventure in Lake Chatuge Likely to Sell Out

MegaChill Swimming Adventure in Lake Chatuge

  • North America
  • Superb18 reviews4.9

Enjoy swimming and lounging in the clear waters of MegaChill Cove aboard a private pontoon on Lake C....

    Free Cancellation
    Private Tour
    Start From $168.00
 
 

Glass Bottom Boat Morning Coffee Cruise in Waikiki

(4.9 of 18 reviews)

Wake up to the serene beauty of Waikiki on the Morning Coffee Cruise, where you can savor locally roasted Ali’i Coffee Co. and fresh pastries while gliding along the coastline. This 1.5-hour cruise departs at 7:30 AM from Kewalo... More

Free Cancellation
Private Tour
Start From $89.00
 
Glass Bottom Boat Morning Coffee Cruise in Waikiki Likely to Sell Out

Glass Bottom Boat Morning Coffee Cruise in Waikiki

  • North America
  • Superb18 reviews4.9

Wake up to the serene beauty of Waikiki on the Morning Coffee Cruise, where you can savor locally ro....

    Free Cancellation
    Private Tour
    Start From $89.00
 
 

SSS Experience: Speedboat, Snorkel, and Sightseeing in Cancun

(4.9 of 18 reviews)

Welcome to the most intrepid and extreme adventure in Cancún. You will be able to known the other face of the Caribbean with the Jungle Tour. On this activity we will drive our speedboat through the calm waters of the Nichupteâ... More

Free Cancellation
Private Tour
Start From $70.00
 
SSS Experience: Speedboat, Snorkel, and Sightseeing in Cancun Likely to Sell Out

SSS Experience: Speedboat, Snorkel, and Sightseeing in Cancun

  • North America
  • Superb18 reviews4.9

Welcome to the most intrepid and extreme adventure in Cancún. You will be able to known the other f....

    Free Cancellation
    Private Tour
    Start From $70.00
 
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